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Accounting Manager
About OpenSesame
While it appears to most people that we just sell training courses (over 40,000 of them), what we really offer is the opportunity for companies to upgrade the skills of each of their employees. In fact, we have strategic partnerships with 150+ Global2000 companies who rely on our training programs to develop the world’s most productive and admired workforces.
About the Team
It is more than numbers.
With our rapid growth we’re seeing the role of our accounting department growing in importance. For someone looking to grow as an accountant, this is a way to accelerate their career growth by working in a fast-paced, high growth environment. Pulling it off guarantees you'll become a legend.
About the Role
As our business continues to scale rapidly, we need someone who is hands-on, highly analytical, and relentlessly detail-oriented. This is not a “check the box” accounting position—this is for someone who thrives in a high-growth environment and can lead both day-to-day operations and strategic improvement initiatives.
The ideal candidate is a proactive leader who combines technical expertise with strong team development skills. You’ll oversee core accounting functions, drive process improvements, and help build a scalable infrastructure for the future. There will be ample opportunities for growth as our team expands—and we’re focused on finding the right person for the company, not just this job.
Performance Objectives
30 Days
- Complete onboarding for financial systems, internal controls, and company accounting protocols.
- Oversee daily accounting operations, including payroll, accounts payable, reimbursements, cash reconciliation, and sales tax filings.
- Review and understand all financial schedules (accruals, prepaid amortizations) and software capitalization practices.
- Establish weekly 1:1s with your direct reports.
60 Days
- Ensure full compliance with payroll tax regulations and complete payroll account reconciliations across all jurisdictions.
- Process 95%+ of vendor payments on time and monitor AP aging reports to maintain <5% overdue balances.
- Review 100% of balance sheet reconciliations and resolve outstanding items within 30 days.
90 Days
- Lead and complete your part in the monthly close process within 5 business days, including all journal entries and reconciliations.
- Identify, propose, and implement at least two automations or process improvements.
- Conduct quarterly performance reviews with all direct reports, setting clear individual development goals.
Location: This position can be based anywhere in the US. We operate as a remote-first company, and invest in mandatory all-company meetings several times a year in addition to required team travel as necessary.
Performance Driven: We're looking for self-starters with a track record of delivering excellent results, but we're highly selective about who we hire. We don't focus on typical job requirements, instead, we're interested in specific examples from your past experiences. All positions can be based anywhere in the US, and require up to 15 days of travel per year, with senior management and leadership teams requiring up to 35 days.
Compensation: The pay for this position depends on experience and generally ranges between $115,000 - $125,000 annually. At OpenSesame, we offer a comprehensive benefits package to employees upon hire, including professional development, ISOs, health insurance, 401(k) matching, and paid time off.
Equal Employment Opportunity: OpenSesame is an Equal Employment Opportunity and Affirmative Action employer that values and welcomes diversity. We do not discriminate on the basis of various legally protected characteristics, including criminal history, and strive to provide reasonable accommodations to qualified individuals with disabilities. We prioritize safety and security and may use your information accordingly, and you can contact us for assistance or accommodations during the job application process.
Pay Transparency: At OpenSesame, we prioritize pay transparency, fairness, and equity to create a positive and inclusive work environment, regularly reviewing our compensation practices to align with our values and goals. We provide competitive and fair compensation to our employees based on their skills, experience, and performance.
CPRA (California Candidates): When you submit your application, OpenSesame may collect and use your personal information in accordance with our privacy policy and the CPRA. This may include personal details and employment history, and will only be used for employment-related purposes. We may share this information with third-party service providers, but we will not sell it to third parties. If you have any questions or concerns, please contact us, and for more information on your rights under the CPRA, refer to our privacy policy or the California Attorney General's website.
Accounting Specialist - Accounts Receivable
About OpenSesame
While it may appear that we simply sell online training courses (over 40,000 of them), what we actually offer is the opportunity for companies to upgrade the skills of each of their employees. Our platform empowers organizations around the world to develop the most productive and admired workforces. We are proud to partner with 150+ Global2000 companies who rely on OpenSesame to drive learning and development at scale.
About the Team
It’s more than spreadsheets.
The Accounting team plays a critical role in ensuring financial accuracy and supporting business growth. As our organization continues to scale rapidly, this team is central to ensuring that our revenue, billing, and partner operations are seamless and audit-ready. If you're someone who thrives in a fast-paced environment and wants to expand your impact, this is where your career can take flight.
About the Role
As an Accounting Specialist, you’ll be a key contributor to OpenSesame’s financial operations, particularly focused on revenue recognition, accounts receivable, and partner commissions. You'll work closely with our Sales, Customer Success, and Partner teams to ensure accurate invoicing, timely collections, and clean, auditable records.
This is a high-visibility role that requires exceptional attention to detail, a customer-service mindset, and the ability to work both independently and collaboratively. You’ll help maintain accuracy across revenue cycles, ensure timely recognition, and support partner growth through precise commission tracking.
This position is ideal for someone looking to deepen their accounting expertise within a high-growth SaaS environment.
Performance Objectives
30 Days – Onboarding & Foundations
Goal: Understand systems, processes, and core responsibilities.
- Gain a deep understanding of OpenSesame’s revenue streams, customer contract structures, and billing cycles
- Complete training on NetSuite, Salesforce, and commission tracking tools
- Begin managing assigned customer collection accounts
- Build relationships with Finance, Sales, and Partner teams
Deliverables
- Issue customer invoices accurately and on time
- Begin following up with customers on outstanding payments
- Complete a walkthrough of revenue and AR workflows with your manager
60–90 Days – Execution & Ownership
Goal: Independently handle key tasks with accuracy and reliability.
- Maintain a < 3-day average turnaround on invoice creation post-deal closure
- Reconcile monthly revenue for at least two product lines
- Prepare partner commission calculations with <1% variance post-review
- Own at least one balance sheet account reconciliation
Deliverables
- Accurate and timely commission calculations aligned with contract terms
- Consistent AR tracking with updated notes and follow-ups
- Revenue reconciliation reports submitted by the close deadline
6 Months – Impact & Improvement
Goal: Increase efficiency and take on strategic ownership areas.
- Achieve >90% on-time collections for assigned accounts
- Identify and implement at least one AR or commission process improvement
- Maintain audit-ready documentation for all reconciliations and calculations
- Lead cross-functional coordination for billing or partner contract updates
Deliverables
- Documented SOP for your owned reconciliation processes
- Internal process improvement proposal with metrics and outcome tracking
- Smooth execution of quarterly partner commission cycles
End of Year – Strategic Contribution
Goal: Become a trusted expert and drive operational excellence.
- Consistently contribute to month-end close within 5 business days
- Collaborate with FP&A to improve revenue forecasting accuracy
- Serve as the subject matter expert on partner commissions
- Lead or co-lead a project that automates or streamlines a revenue process
Deliverables
- Fully owned commission workflows with documentation and backups
- Automation or tool enhancement project with quantifiable impact
- Trusted point of contact for revenue and commission questions across teams
Ongoing Responsibilities
- Manage end-to-end accounts receivable including invoicing, collections, and dispute resolution
- Reconcile revenue by product line and maintain audit-ready documentation
- Prepare and accrue partner commission payments
- Support audits and provide documentation related to revenue and AR cycles
- Collaborate cross-functionally to improve billing, collections, and reporting processes
- Leverage NetSuite, Salesforce, and commission tools to ensure operational accuracy
Location: This position can be based anywhere in the US. We operate as a remote-first company, and invest in mandatory all-company meetings several times a year in addition to required team travel as necessary.
Performance Driven: We're looking for self-starters with a track record of delivering excellent results, but we're highly selective about who we hire. We don't focus on typical job requirements, instead, we're interested in specific examples from your past experiences. All positions can be based anywhere in the US, and require up to 15 days of travel per year, with senior management and leadership teams requiring up to 35 days.
Compensation: The base salary for this position generally ranges between $80,000 and $90,000, depending on experience, and is bonus eligible. At OpenSesame, we offer a comprehensive benefits package to employees upon hire, including professional development, ISOs, health insurance, 401(k) matching, and paid time off.
Equal Employment Opportunity: OpenSesame is an Equal Employment Opportunity and Affirmative Action employer that values and welcomes diversity. We do not discriminate on the basis of various legally protected characteristics, including criminal history, and strive to provide reasonable accommodations to qualified individuals with disabilities. We prioritize safety and security and may use your information accordingly, and you can contact us for assistance or accommodations during the job application process.
Pay Transparency: At OpenSesame, we prioritize pay transparency, fairness, and equity to create a positive and inclusive work environment, regularly reviewing our compensation practices to align with our values and goals. We provide competitive and fair compensation to our employees based on their skills, experience, and performance.
CPRA (California Candidates): When you submit your application, OpenSesame may collect and use your personal information in accordance with our privacy policy and the CPRA. This may include personal details and employment history, and will only be used for employment-related purposes. We may share this information with third-party service providers, but we will not sell it to third parties. If you have any questions or concerns, please contact us, and for more information on your rights under the CPRA, refer to our privacy policy or the California Attorney General's website.
Associate Engineering Manager
About OpenSesame
OpenSesame's mission is to help develop the world's most productive and admired workforces. While it appears to most people that we just sell training courses (over 40,000 of them), what we really offer is the opportunity for companies to upgrade the skills of each of their employees. We are at a pivotal time in our growth as we diversify the ways we drive revenue. We've expanded our product offering dramatically, and have a growing network of partners that is developing into a vibrant channel. Our customer base has high satisfaction ratings and there is room to grow our retention even more. To learn more, visit www.opensesame.com/about
About the Job
We are seeking an Associate Engineering Manager who will lead and support a team of engineers focused on Identity and Access Management (IAM) solutions. In this role, you will help your team develop the context, skills, and process needed to consistently deliver valuable work with a high level of quality, accuracy and reliability.
“Be able to deliver what you say you can deliver when you commit to it.”
Performance Objectives:
In your first 90 days, success will mean building trust with your distributed engineering team and key stakeholders, understanding team strengths and challenges, aligning delivery practices with organizational values, and developing a system-level view to improve effectiveness.
People:
- Build strong relationships with a distributed team of seven engineers across timezones and varying experience levels.
- Conduct 1:1s to understand each team member’s career goals, motivations, frustrations, and strengths.
- Understand your teams’ current processes.
- Engage with stakeholders to understand expectations, friction points, and dependencies related to IAM initiatives.
- Collaborate with the team lead on team members’ career development spreadsheets.
- Hire full-time employees as appropriate
Product:
- Understand your teams vision, current mission and backlog priorities.
- Understand how the team’s deliverables fit into the big picture of the organization.
- Understand how to use your team products.
- Partner effectively with the team’s Product Manager to align on execution, drive clarity in planning, and enable continuous improvement across the IAM portfolio.
Process:
- Work with the Senior Engineering Manager to develop a plan that strengthens the team’s delivery capability, sustainability, and technical resilience.
- Ensure there is a balanced backlog planning that includes time for innovation, experimentation, and paying down technical debt.
- Establish yourself as the primary point of contact for Engineering stakeholders, shielding the team from unproductive interruptions and ensuring they can focus on delivery.
- Set up your development environment and review the team’s codebase to understand architecture, technical decisions, and areas for investment.
- Begin applying systems thinking to understand how team outcomes are shaped by processes, culture, and environment.
By six months, you will be a trusted IAM team leader, delivering product outcomes, improving engineering quality, supporting your engineers’ growth, and contributing to peer collaboration and company-wide improvements.
People:
- Maintain awareness of team dynamics and team members’ interpersonal relationships across your distributed team
- Provide coaching, mentoring and/or mediation as needed to continuously improve your teams’ team dynamics.
- Provide or source training, coaching, and/or mentoring for teams’ and team members’ weak spots.
- Tailor your leadership approach to individuals’ learning styles and strengths.
Product:
- Ensure the team has the context needed to make excellent decisions without your active involvement.
- Partner closely with the Product Manager to improve grooming, planning, and prioritization workflows; track and improve delivery predictability.
- Strike a balance between shielding the team from inappropriate stakeholder interactions and enabling the team to work directly with stakeholders to understand their needs.
- Advocate for IAM initiatives that align with organization strategy; communicate trade-offs clearly to stakeholders and senior leadership.
- Share transparent, realistic views of capacity and risks
Process:
- Optimize the team’s forecasting, and definition of done to improve planning accuracy and delivery confidence
- Remove yourself as a bottleneck to team decision making.
- Identify paths for continuously improving developer experience, tooling and internal quality
- Create opportunities for cross-team pollination and shared growth.
Management Team:
- Build strong peer relationships with other engineering managers; understand their teams’ needs, opportunities, and points of collaboration.
- Collaborate on improvement efforts that span beyond your own team
By the end of your first year, you will be a reliable and collaborative member of the engineering management team, contributing beyond your immediate team while continuing to grow your leadership influence.
- Be a resource that other managers turn to for advice and guidance.
- In partnership with Product Management, you’ll help drive better execution on cross-team efforts.
- As you continue to grow, you’ll contribute insights to help engineering leadership identify and address systemic challenges, particularly those impacting collaboration with internal business stakeholders.
Become the Best Version of Yourself
We want OpenSesame to reflect the diversity of the communities we serve and the world we live in. We know that a variety of perspectives and voices strengthen our ability to deliver the spark of learning to everyone. We hold ourselves accountable to create more diverse, equitable, and inclusive communities through continuous learning, personal growth, and working to support our customers. We welcome you to bring your authentic self to our team and grow beyond your expectations.
Location: This position can be based anywhere in the US. We operate as a remote-first company, and invest in mandatory all-company meetings several times a year in addition to required team travel as necessary.
Performance Driven: We're looking for self-starters with a track record of delivering excellent results, but we're highly selective about who we hire. We don't focus on typical job requirements, instead, we're interested in specific examples from your past experiences. All positions can be based anywhere in the US, and require up to 15 days of travel per year, with senior management and leadership teams requiring up to 35 days.
Compensation: The base salary for this position generally ranges between $192,000 and $208,000 depending on experience, and is bonus eligible. At OpenSesame, we offer a comprehensive benefits package to employees upon hire, including professional development, ISOs, health insurance, 401(k) matching, and paid time off.
Equal Employment Opportunity: OpenSesame is an Equal Employment Opportunity and Affirmative Action employer that values and welcomes diversity. We do not discriminate on the basis of various legally protected characteristics, including criminal history, and strive to provide reasonable accommodations to qualified individuals with disabilities. We prioritize safety and security and may use your information accordingly, and you can contact us for assistance or accommodations during the job application process.
Pay Transparency: At OpenSesame, we prioritize pay transparency, fairness, and equity to create a positive and inclusive work environment, regularly reviewing our compensation practices to align with our values and goals. We provide competitive and fair compensation to our employees based on their skills, experience, and performance.
CPRA (California Candidates): When you submit your application, OpenSesame may collect and use your personal information in accordance with our privacy policy and the CPRA. This may include personal details and employment history, and will only be used for employment-related purposes. We may share this information with third-party service providers, but we will not sell it to third parties. If you have any questions or concerns, please contact us, and for more information on your rights under the CPRA, refer to our privacy policy or the California Attorney General's website.
Senior DevOps Software Engineer - Argentina or Mexico Based
About OpenSesame
OpenSesame’s mission is to help develop the world’s most productive and admired workforces. We offer a comprehensive catalog of more than 40,000 eLearning courses from top publishers, but we genuinely provide companies with the opportunity to enhance and upgrade the skills of their employees.
As we grow, we diversify revenue streams, expand our product offerings, and strengthen our partner network. Our customer base has high satisfaction ratings, and there is significant opportunity to further improve retention and overall impact.
Learn more: www.opensesame.com/about
About the Job
We are seeking an experienced DevOps Engineer with a strong security mindset to join our fully remote team and contribute to the growth and success of OpenSesame’s eLearning platform. You will have strong technical expertise in CI/CD pipelines, infrastructure automation, and cloud platforms, along with excellent collaboration and communication skills. You will design and manage scalable, secure systems primarily on AWS, leveraging IaC to ensure high performance and resilience.
A key part of your impact will be enabling developers to move faster and more safely. You will streamline and embed security best practices into our platform architecture and automation tooling to reduce friction,and promote self-service across the development lifecycle.
Success in this role requires a combination of technical leadership, security awareness, and a commitment to developer enablement through automation, collaboration, and continuous improvement.
Performance Objectives:
In your first 90 days:
Get fully integrated into the team’s workflow, integrate with the team, and begin contributing to secure, scalable infrastructure while identifying key opportunities to improve developer experience.
- Team Integration & Shared Ownership: Build strong relationships across our engineering teams. Gain an understanding of infrastructure workflows and shared responsibilities for security, and automation. Champion a culture of ownership across the full software development lifecycle.
- Technical Contribution: Enhance our Infrastructure Automation and cloud configuration, demonstrating expertise in IaC tools (e.g. Terraform) to enable consistent, auditable and automated infrastructure provisioning.
- Mentorship & Skill Development: Mentor engineers on DevOps principles including security by design, observability, and infrastructure automation. Share expertise in AWS, IaC, CI/CD, and security best practices. Foster a culture of continuous learning through peer reviews, knowledge sharing, and hands-on technical leadership.
- Improve Team Processes: Engage fully in the team's agile ceremonies, retrospectives, and discussions. Help evolve infrastructure and platform team practices such as automated testing for infrastructure, pipeline as code, and progressive delivery to improve feedback loops and system maintainability.
Within 6 months:
Lead infrastructure initiatives, improve developer experience, and serve as a key technical resource across teams. Elevate developer productivity through automation, tooling, and security enablement. Act as a technical resource for the team.
- Ownership: Fully own and improve key infrastructure components, such as IaC libraries, CI/CD pipelines, bootstrapping modules and monitoring tools. Identify and implement enhancements to security controls, reliability, observability, or cost-efficiency improvements within our AWS infrastructure stack.
- Developer Enablement in Practice: Introduce and refine internal tooling, templates, and scripts to eliminate friction in local development, and deployment. Establish self-service workflows that empower developers without compromising security.
- Lead by Example: Continue engaging in pair programming and mobbing to lead important initiatives while fostering strong collaboration across the organization. Document and advocate for DevOps best practices across the engineering organization.
- Incremental Delivery: Help the team break down complex work into vertical slices, ensuring incremental value delivery and fast feedback loops.
- Mentorship & Team Growth: Mentor engineers across teams and collaborate with engineering managers to help support hiring efforts in Mexico. Act as a connector between engineers, helping align best practices across teams.
- Enablement & Standards: Partner with engineering teams to document golden paths for infrastructure and deployment. Establish patterns and playbooks that support consistent, secure, and productive developer workflows.
- Evaluate and adopt modern technologies: Refine best practices to replace outdated or problematic components by reducing accumulated technical debt in code and infrastructure to enhance system stability and maintainability.
By the end of your first year:
Establish yourself as a technical leader and mentor, driving long-term improvements in productivity, platform reliability, and operational safety and helping shape OpenSesame’s engineering presence while driving technical excellence.
- Promote Team Ownership: Foster a culture where each team member feels empowered to take initiative and contribute to the success of the team. Encourage and create sustainable patterns and tooling that accelerate delivery without increasing risk.
- Mentor & Develop Peers: Continue mentoring engineers at all levels, fostering a strong sense of collaboration and knowledge-sharing within both the Mexico team as it grows and the broader OpenSesame engineering team.
- Help Shape Team Strategy: Work with engineering leadership to define and implement long-term technical strategies in infrastructure, security, and developer enablement that align with our company and team goals.
- Advise Management: Provide thoughtful input to engineering leadership on the needs, challenges, and opportunities of growing the engineering team in Mexico. Advocate for strategies that align with the team’s strengths and address gaps in skills or processes.
- Drive Modernization Efforts: Continue leading efforts to retire legacy technologies and simplify architecture while ensuring the Drupal 7/Angular marketplace remains stable and well-supported.
Technology Stack
Our tech stack is outlined below; however, we strongly believe in using the right technology for a given job and in constantly experimenting to see what new technology can do for us. That being said we have systems using or implemented in:
- Terraform
- AWS
- Github Actions
- Docker
- Chef
- Python
- Docker
- PHP
- Go
- C#
Location: This is a remote-first role based in Argentina or Mexico.
Performance Driven: We're looking for self-starters with a track record of delivering excellent results, and we're highly selective about who we hire. We don't focus on typical job requirements; instead, we're interested in specific examples from your past experiences.
Pay Transparency: At OpenSesame, we prioritize pay transparency, fairness, and equity to create a positive and inclusive work environment, regularly reviewing our compensation practices to align with our values and goals. We provide competitive and fair compensation to our employees based on their skills, experience, and performance.
Senior Engineering Manager - Canada or Latin America Based
About OpenSesame
OpenSesame helps develop the world’s most productive and admired workforces. With the most comprehensive catalog of elearning courses from the world’s top publishers, we are here to help you every step of the way, from finding courses, mapping them to your core competencies, syncing them with your LMS to increasing utilization and improving your L&D programs. Not only will you have the flexibility of multiple purchasing options from OpenSesame, you’ll find it simple to use and administer your e-learning courses. To learn more, visit www.opensesame.com/about.
About the Job
We are seeking an experienced Senior Engineering Manager who will help develop their team’s use of Extreme Programming (XP). You will provide the context, skills, and process needed for your team to deliver valuable work with a high level of quality, accuracy and reliability.
“Enable your team to deliver great work without you.”
You will be the senior of two managers of a fully-remote team that consists of 14 engineers across North America, South America, UK, and India. Team members in the western hemisphere will report to you and team members in India will report to the other manager, who is also located in India. You will collaborate closely with the other manager to support the team as a whole.
This position involves regular meetings with people in India as well as people in the western US. An early Eastern US schedule, such as 7am-4pm Eastern time, will be required.
Performance Objectives:
In your first 90 days, you will be ramping up and working with your team and stakeholders to understand your teams’ needs and opportunities. You will develop a plan for improvement in collaboration with the VP of Engineering.
People:
- Form rapport with team members, the team’s general manager and other stakeholders, product and UX representatives, and management peers.
- Understand your teams’ current processes.
- Understand stakeholders’ needs and frustrations.
- Understand team members’ needs and frustrations.
- Understand team members’ career goals.
- Collaborate with team leads on team members’ career development spreadsheets.
- Identify team members’ strengths and weaknesses.
- Hire contractors and full-time employees as appropriate.
Product:
- Understand your teams’ vision and current mission.
- Understand how the team’s work fits into the big picture of the organization.
- Understand how to use your teams’ products.
- Work with your teams’ product managers to track mission indicators.
- Work with your teams’ product managers to collect estimates and make forecasts as needed.
Process:
- Establish a division of labor between yourself and the other manager for your team.
- Work with Eng. VP to establish a plan for improving your teams’ capability and capacity, with a focus on introducing and improving XP skills.
- Understand and fulfill organizational governance requirements, including budgeting and reporting.
- Set up a development environment on your computer and check out teams’ code.
- Understand the design and architecture of your teams’ code at a high level.
Within 6 months, you will have established yourself as an expert on your teams’ needs and opportunities. You will have started to act as a leader in the management team.
People:
- Establish a relationship of trust with the team’s other manager.
- Maintain awareness of team dynamics and team members’ interpersonal relationships.
- Develop team members’ intrinsic motivation to do great work.
- Provide or source training, coaching, and/or mentoring for team members’ weak spots.
- Provide coaching, mentoring and/or mediation as needed to continuously improve your team’s team dynamics.
- Develop team members’ skills with an eye towards expanding OpenSesame’s bench strength and future leadership capacity.
Product:
- Ensure the team has the context needed to make excellent decisions without your active involvement.
- Strike a balance between shielding the team from stakeholder distractions and enabling the team to work directly with stakeholders to understand their needs.
- Provide insights to your team about how their work is perceived by internal business stakeholders.
Process:
- Develop your team’s capability to independently take ownership, share leadership, and deliver value, with a focus on XP practices.
- Remove yourself as a bottleneck to team decision making.
- Identify paths for continuously improving developer experience and internal quality.
- Create opportunities for cross-team pollination and growth.
- Advise Eng. VP on how to systemically improve teams’ capability and capacity across the engineering organization.
Management Team:
- Work with management peers to understand other teams’ needs and opportunities.
- Begin to mentor less-experienced managers, with focus on the other manager on your team.
By the end of your first year, you will be a leader in the management team.
- Be a resource that other managers turn to for advice and guidance.
- Take the lead in implementing systemic improvements across teams.
- Work with product management to improve execution of cross-team initiatives.
- Advise Eng. VP on systemic opportunities for improving internal business stakeholder relationships.
Location: This is a remote-first role based in Latin America or Canada.
Performance Driven: We're looking for self-starters with a track record of delivering excellent results, and we're highly selective about who we hire. We don't focus on typical job requirements; instead, we're interested in specific examples from your past experiences.
Senior Engineering Manager - U.S. Based
About OpenSesame
OpenSesame helps develop the world’s most productive and admired workforces. With the most comprehensive catalog of elearning courses from the world’s top publishers, we are here to help you every step of the way, from finding courses, mapping them to your core competencies, syncing them with your LMS to increasing utilization and improving your L&D programs. Not only will you have the flexibility of multiple purchasing options from OpenSesame, you’ll find it simple to use and administer your e-learning courses. To learn more, visit www.opensesame.com/about.
About the Job
We are seeking an experienced Senior Engineering Manager who will help develop their team’s use of Extreme Programming (XP). You will provide the context, skills, and process needed for your team to deliver valuable work with a high level of quality, accuracy and reliability.
“Enable your team to deliver great work without you.”
You will be the senior of two managers of a fully-remote team that consists of 14 engineers across North America, South America, UK, and India. Team members in the western hemisphere will report to you and team members in India will report to the other manager, who is also located in India. You will collaborate closely with the other manager to support the team as a whole.
This position involves regular meetings with people in India as well as people in the western US. An early Eastern US schedule, such as 7am-4pm Eastern time, will be required.
Performance Objectives:
In your first 90 days, you will be ramping up and working with your team and stakeholders to understand your teams’ needs and opportunities. You will develop a plan for improvement in collaboration with the VP of Engineering.
People:
- Form rapport with team members, the team’s general manager and other stakeholders, product and UX representatives, and management peers.
- Understand your teams’ current processes.
- Understand stakeholders’ needs and frustrations.
- Understand team members’ needs and frustrations.
- Understand team members’ career goals.
- Collaborate with team leads on team members’ career development spreadsheets.
- Identify team members’ strengths and weaknesses.
- Hire contractors and full-time employees as appropriate.
Product:
- Understand your teams’ vision and current mission.
- Understand how the team’s work fits into the big picture of the organization.
- Understand how to use your teams’ products.
- Work with your teams’ product managers to track mission indicators.
- Work with your teams’ product managers to collect estimates and make forecasts as needed.
Process:
- Establish a division of labor between yourself and the other manager for your team.
- Work with Eng. VP to establish a plan for improving your teams’ capability and capacity, with a focus on introducing and improving XP skills.
- Understand and fulfill organizational governance requirements, including budgeting and reporting.
- Set up a development environment on your computer and check out teams’ code.
- Understand the design and architecture of your teams’ code at a high level.
Within 6 months, you will have established yourself as an expert on your teams’ needs and opportunities. You will have started to act as a leader in the management team.
People:
- Establish a relationship of trust with the team’s other manager.
- Maintain awareness of team dynamics and team members’ interpersonal relationships.
- Develop team members’ intrinsic motivation to do great work.
- Provide or source training, coaching, and/or mentoring for team members’ weak spots.
- Provide coaching, mentoring and/or mediation as needed to continuously improve your team’s team dynamics.
- Develop team members’ skills with an eye towards expanding OpenSesame’s bench strength and future leadership capacity.
Product:
- Ensure the team has the context needed to make excellent decisions without your active involvement.
- Strike a balance between shielding the team from stakeholder distractions and enabling the team to work directly with stakeholders to understand their needs.
- Provide insights to your team about how their work is perceived by internal business stakeholders.
Process:
- Develop your team’s capability to independently take ownership, share leadership, and deliver value, with a focus on XP practices.
- Remove yourself as a bottleneck to team decision making.
- Identify paths for continuously improving developer experience and internal quality.
- Create opportunities for cross-team pollination and growth.
- Advise Eng. VP on how to systemically improve teams’ capability and capacity across the engineering organization.
Management Team:
- Work with management peers to understand other teams’ needs and opportunities.
- Begin to mentor less-experienced managers, with focus on the other manager on your team.
By the end of your first year, you will be a leader in the management team.
- Be a resource that other managers turn to for advice and guidance.
- Take the lead in implementing systemic improvements across teams.
- Work with product management to improve execution of cross-team initiatives.
- Advise Eng. VP on systemic opportunities for improving internal business stakeholder relationships.
Location: This position can be based anywhere in the US. We operate as a remote-first company, and invest in mandatory all-company meetings several times a year in addition to required team travel as necessary.
Performance Driven: We're looking for self-starters with a track record of delivering excellent results, but we're highly selective about who we hire. We don't focus on typical job requirements, instead, we're interested in specific examples from your past experiences. All positions can be based anywhere in the US, and require up to 15 days of travel per year, with senior management and leadership teams requiring up to 35 days.
Compensation: The pay for this position depends on experience and generally ranges between $218,000 - $229,000 annually. At OpenSesame, we offer a comprehensive benefits package to employees upon hire, including professional development, ISOs, health insurance, 401(k) matching, and paid time off.
Equal Employment Opportunity: OpenSesame is an Equal Employment Opportunity and Affirmative Action employer that values and welcomes diversity. We do not discriminate on the basis of various legally protected characteristics, including criminal history, and strive to provide reasonable accommodations to qualified individuals with disabilities. We prioritize safety and security and may use your information accordingly, and you can contact us for assistance or accommodations during the job application process.
Pay Transparency: At OpenSesame, we prioritize pay transparency, fairness, and equity to create a positive and inclusive work environment, regularly reviewing our compensation practices to align with our values and goals. We provide competitive and fair compensation to our employees based on their skills, experience, and performance.
CPRA (California Candidates): When you submit your application, OpenSesame may collect and use your personal information in accordance with our privacy policy and the CPRA. This may include personal details and employment history, and will only be used for employment-related purposes. We may share this information with third-party service providers, but we will not sell it to third parties. If you have any questions or concerns, please contact us, and for more information on your rights under the CPRA, refer to our privacy policy or the California Attorney General's website.
Technical Lead - India Based
About OpenSesame
OpenSesame's mission is to help develop the world's most productive and admired workforces. We do this by delivering a comprehensive catalog of eLearning courses from the world's top publishers. We add value to customers through their entire learning journey.
While it appears to most people that we just sell training courses (over 40,000 of them), what we really offer is the opportunity for companies to upgrade the skills of each of their employees.
We are at a pivotal time in our growth as we diversify the ways we drive revenue. We've expanded our product offering dramatically, and we have a growing network of partners developing into a vibrant channel. Our customer base has high satisfaction ratings, and there is room to grow our retention even more.
About the Job
We are seeking a Technical Lead in India to join our fully remote team and play a technical leadership role in evolving OpenSesame’s eLearning platform. You’ll work closely with teammates through Extreme Programming (XP) practices, including test-driven development (TDD), continuous deployment, and evolutionary design. Your work will help drive technical decisions, improve team processes, and strengthen engineering culture.
As a Technical Lead, you will work across the stack, contributing to both new feature development and improving the design and tests of existing code. Our team is working on a TypeScript, Node.js, and React stack, and you will play a key role in refactoring the existing system while leading new changes. Additionally, you will mentor engineers, foster collaboration, and contribute to a culture of quality, continuous learning, and shared ownership.
This role is both technical and collaborative—you’ll enhance team skills, mentor engineers, and act as a connector across engineering teams. You will lead by example in XP practices while supporting the development of a strong engineering culture within a leaderful, remote-first team.
Performance Objectives
In your first 90 Days:
Get fully integrated into the team’s workflow, develop a deep understanding of the product and architecture, and start contributing to collaborative development processes.
- Team Integration & Shared Ownership: Build relationships with engineers across OpenSesame, learn team workflows, and contribute with a focus on collective ownership of outcomes.
- Technical Contribution: Pair and mob with team members to understand existing systems and contribute in maintaining and developing new features. Apply test-driven development (TDD) and CI/CD to improve feedback loops and to deliver high quality and maintainable solutions.
- Mentorship & Skill Development: Start mentoring engineers, providing technical guidance, and fostering a culture of continuous learning through XP practices. Advise engineering managers on how to take advantage of team members’ strengths and how to address their weaknesses.
- Improve Team Processes: Engage fully in the team's agile ceremonies, retrospectives, and discussions. Help the team refine XP-based workflows, including improving test-driven development (TDD) and evolutionary design strategies.
Within 6 Months:
Take on more leadership in technical decision-making, guide the team’s development practices, and ensure quality in both code and process.
- Drive Team Decisions: Play a key role in shaping the technical direction of the team, ensuring architectural decisions balance scalability, maintainability, and simplicity.
- Lead by Example: Continue engaging in pair programming and mobbing to lead important initiatives while fostering strong collaboration across the organization.
- Incremental Delivery & Vertical Slicing: Help the team break down complex work into vertical slices, ensuring incremental value delivery and fast feedback loops.
- Mentorship & Team Growth: Develop team members’ ability to collectively own their work and an ability to work incrementally without your active involvement. Foster a culture of care around edge cases and quality work.
- Build & Testing Process Improvements: Mentor team members in improving build processes to achieve zero-friction local development and continuous integration. Develop expertise in James Shore’s "Testing Without Mocks" pattern language and begin mentoring others in applying it.
By the end of your first year:
You will have established yourself as a trusted expert across the organization.
- Promote Team Ownership: Foster a culture where each team member feels empowered to take initiative and contribute to the success of the team. Encourage shared responsibility for quality and maintainability.
- Help Shape Team Strategy: Work with engineering leadership to define and implement long-term technical strategies that align with company goals. Lead initiatives that enhance the team’s ability to execute efficiently within the XP framework.
- Enhance XP Practices Across Teams: Act as a technical connector, helping align best practices in test-driven development (TDD), continuous deployment, and evolutionary design across engineering teams.
Tech Stack
- TypeScript / Node.js / React
- Terraform
- Docker
- AWS
Details
Location: This role is based in India. We operate as a remote-first company, and periodically host in-person all-company meetings. All positions require up to 15 days of travel per year, with senior management and leadership teams requiring up to 35 days. All positions require the legal ability (passport and travel visa) to travel to the US, excellent spoken and written English skills, and reliable, high-bandwidth Internet connectivity. Fluency in Gujarati or Hindi is also preferred.
Performance Driven: We're looking for self-starters with a track record of delivering excellent results, and we're highly selective about who we hire. We don't focus on typical job requirements, instead, we're interested in specific examples from your past experiences.
Compensation: At OpenSesame, we offer a comprehensive benefits package to employees upon hire, including ISOs, health insurance and paid time off. We carefully consider a wide range of compensation factors, relying on market data to determine compensation and consider your specific job family, background, skills, and experience.
Equal Employment Opportunity: OpenSesame is an Equal Employment Opportunity and Affirmative Action employer that values and welcomes diversity. We do not discriminate on the basis of various legally protected characteristics, including criminal history, and strive to provide reasonable accommodations to qualified individuals with disabilities. We prioritize safety and security and may use your information accordingly, and you can contact us for assistance or accommodations during the job application process. For more information on our Diversity, Equity, and Inclusion initiatives, click here.
Pay Transparency: At OpenSesame, we prioritize pay transparency, fairness, and equity to create a positive and inclusive work environment, regularly reviewing our compensation practices to align with our values and goals. We provide competitive and fair compensation to our employees based on their skills, experience, and performance.
Technical Lead - UK or EU Based
About OpenSesame
OpenSesame's mission is to help develop the world's most productive and admired workforces. We do this by delivering a comprehensive catalog of eLearning courses from the world's top publishers. We add value to customers through their entire learning journey.
While it appears to most people that we just sell training courses (over 40,000 of them), what we really offer is the opportunity for companies to upgrade the skills of each of their employees.
We are at a pivotal time in our growth as we diversify the ways we drive revenue. We've expanded our product offering dramatically, and we have a growing network of partners developing into a vibrant channel. Our customer base has high satisfaction ratings, and there is room to grow our retention even more.
About the Job
We are seeking a Technical Lead in the United Kingdom to join our fully remote team and play a technical leadership role in evolving OpenSesame’s eLearning platform. You’ll work closely with teammates through Extreme Programming (XP) practices, including test-driven development (TDD), continuous deployment, and evolutionary design. Your work will help drive technical decisions, improve team processes, and strengthen engineering culture.
As a Technical Lead, you will work across the stack, contributing to both new feature development and improving the design and tests of existing code. Our team is working on a TypeScript, Node.js, and React stack, and you will play a key role in refactoring the existing system while leading new changes. Additionally, you will mentor engineers, foster collaboration, and contribute to a culture of quality, continuous learning, and shared ownership.
This role is both technical and collaborative—you’ll enhance team skills, mentor engineers, and act as a connector across engineering teams. You will lead by example in XP practices while supporting the development of a strong engineering culture within a leaderful, remote-first team.
Performance Objectives
In your first 90 Days:
Get fully integrated into the team’s workflow, develop a deep understanding of the product and architecture, and start contributing to collaborative development processes.
- Team Integration & Shared Ownership: Build relationships with engineers across OpenSesame, learn team workflows, and contribute with a focus on collective ownership of outcomes.
- Technical Contribution: Pair and mob with team members to understand existing systems and contribute in maintaining and developing new features. Apply test-driven development (TDD) and CI/CD to improve feedback loops and to deliver high quality and maintainable solutions.
- Mentorship & Skill Development: Start mentoring engineers, providing technical guidance, and fostering a culture of continuous learning through XP practices. Advise engineering managers on how to take advantage of team members’ strengths and how to address their weaknesses.
- Improve Team Processes: Engage fully in the team's agile ceremonies, retrospectives, and discussions. Help the team refine XP-based workflows, including improving test-driven development (TDD) and evolutionary design strategies.
Within 6 Months:
Take on more leadership in technical decision-making, guide the team’s development practices, and ensure quality in both code and process.
- Drive Team Decisions: Play a key role in shaping the technical direction of the team, ensuring architectural decisions balance scalability, maintainability, and simplicity.
- Lead by Example: Continue engaging in pair programming and mobbing to lead important initiatives while fostering strong collaboration across the organization.
- Incremental Delivery & Vertical Slicing: Help the team break down complex work into vertical slices, ensuring incremental value delivery and fast feedback loops.
- Mentorship & Team Growth: Develop team members’ ability to collectively own their work and an ability to work incrementally without your active involvement. Foster a culture of care around edge cases and quality work.
- Build & Testing Process Improvements: Mentor team members in improving build processes to achieve zero-friction local development and continuous integration. Develop expertise in James Shore’s "Testing Without Mocks" pattern language and begin mentoring others in applying it.
By the end of your first year:
You will have established yourself as a trusted expert across the organization.
- Promote Team Ownership: Foster a culture where each team member feels empowered to take initiative and contribute to the success of the team. Encourage shared responsibility for quality and maintainability.
- Help Shape Team Strategy: Work with engineering leadership to define and implement long-term technical strategies that align with company goals. Lead initiatives that enhance the team’s ability to execute efficiently within the XP framework.
- Enhance XP Practices Across Teams: Act as a technical connector, helping align best practices in test-driven development (TDD), continuous deployment, and evolutionary design across engineering teams.
Tech Stack
- TypeScript / Node.js / React
- Terraform
- Docker
- AWS
Details
Location: This role is based in the United Kingdom or the European Union. We operate as a remote-first company and periodically host all-company meetings in person. All positions require up to 15 days of travel per year, with senior management and leadership teams requiring up to 35 days.
Performance Driven: We're looking for self-starters with a track record of delivering excellent results, and we're highly selective about who we hire. We don't focus on typical job requirements, instead, we're interested in specific examples from your past experiences.
Compensation: At OpenSesame, we offer a comprehensive benefits package to employees upon hire, including ISOs, health insurance and paid time off. We carefully consider a wide range of compensation factors, relying on market data to determine compensation and consider your specific job family, background, skills, and experience.
Equal Employment Opportunity: OpenSesame is an Equal Employment Opportunity and Affirmative Action employer that values and welcomes diversity. We do not discriminate on the basis of various legally protected characteristics, including criminal history, and strive to provide reasonable accommodations to qualified individuals with disabilities. We prioritize safety and security and may use your information accordingly, and you can contact us for assistance or accommodations during the job application process.
Pay Transparency: At OpenSesame, we prioritize pay transparency, fairness, and equity to create a positive and inclusive work environment, regularly reviewing our compensation practices to align with our values and goals. We provide competitive and fair compensation to our employees based on their skills, experience, and performance.
Associate Business Systems Administrator - Argentina or Mexico Based
About OpenSesame
OpenSesame’s mission is to help develop the world’s most productive and admired workforces. We offer a comprehensive catalog of more than 40,000 eLearning courses from top publishers, but we genuinely provide companies with the opportunity to enhance and upgrade the skills of their employees.
As we grow, we diversify revenue streams, expand our product offerings, and strengthen our partner network. Our customer base has high satisfaction ratings, and there is significant opportunity to further improve retention and overall impact.
Learn more: www.opensesame.com/about
About the Team
At OpenSesame, the Information Systems team empowers employees with the tools and systems to deliver exceptional customer service. We maintain Salesforce and key business platforms, streamline operations through automation, and enhance the employee experience through cross-functional collaboration.
About the Role
We’re seeking a motivated and detail-oriented Associate Business Systems Administrator to support our Salesforce platform and other core business systems. This is a great opportunity for someone eager to grow their technical skills, collaborate cross-functionally, and build a career within the Salesforce ecosystem.
As a key member of the Information Systems team, you’ll contribute to system administration, user support, process automation, and data management—helping ensure our systems run efficiently and our users are set up for success.
Performance Objectives:
Within 30 Days:
- Gain a general understanding of OpenSesame’s Salesforce environment and business systems.
- Complete onboarding, familiarize yourself with existing automation, and support user management requests, such as role and profile adjustments.
- Complete routine administration tasks within 2 business days and process at least 5 minor system modifications.
Within 60 Days:
- Collaborate with other Salesforce administrators to identify process inefficiencies and recommend solutions.
- Assist in resolving user-reported Salesforce issues, ensuring at least 95% of business requests are implemented within agreed-upon timelines.
- Document and update system changes within 48 hours to ensure alignment with business processes.
Within 90 Days:
- Develop a standardized set of training materials and best practice guidelines for end users.
- Conduct at least one training session to improve adoption and efficiency.
- Take ownership of data imports, exports, and clean-up efforts, ensuring completion of data-related tasks within 2 business days.
- Participate in at least one significant process improvement that enhances system efficiency.
Within 120 Days:
- Attend at least two training sessions or webinars per quarter to stay updated with the latest Salesforce releases and best practices.
- Work toward Salesforce Administrator certification, demonstrating a commitment to professional development.
Tech Stack
- Salesforce
- CPQ
- Jira/Confluence
- Ringlead
- Make
- Gong
- Celigo
Location: This is a remote-first role based in Mexico or Argentina.
Performance Driven: We're looking for self-starters with a track record of delivering excellent results, and we're highly selective about who we hire. We don't focus on typical job requirements, instead, we're interested in specific examples from your past experiences.
Pay Transparency: At OpenSesame, we prioritize pay transparency, fairness, and equity to create a positive and inclusive work environment, regularly reviewing our compensation.
Associate Business Systems Administrator - Remote (U.S. Time Zone Overlap Required)
About OpenSesame
OpenSesame’s mission is to help develop the world’s most productive and admired workforces. We offer a comprehensive catalog of more than 40,000 eLearning courses from top publishers, but we genuinely provide companies with the opportunity to enhance and upgrade the skills of their employees.
As we grow, we diversify revenue streams, expand our product offerings, and strengthen our partner network. Our customer base has high satisfaction ratings, and there is significant opportunity to further improve retention and overall impact.
Learn more: www.opensesame.com/about
About the Team
At OpenSesame, the Information Systems team empowers employees with the tools and systems to deliver exceptional customer service. We maintain Salesforce and key business platforms, streamline operations through automation, and enhance the employee experience through cross-functional collaboration.
About the Role
We’re seeking a motivated and detail-oriented Associate Business Systems Administrator to support our Salesforce platform and other core business systems. This is a great opportunity for someone eager to grow their technical skills, collaborate cross-functionally, and build a career within the Salesforce ecosystem.
As a key member of the Information Systems team, you’ll contribute to system administration, user support, process automation, and data management—helping ensure our systems run efficiently and our users are set up for success.
Performance Objectives:
Within 30 Days:
- Gain a general understanding of OpenSesame’s Salesforce environment and business systems.
- Complete onboarding, familiarize yourself with existing automation, and support user management requests, such as role and profile adjustments.
- Complete routine administration tasks within 2 business days and process at least 5 minor system modifications.
Within 60 Days:
- Collaborate with other Salesforce administrators to identify process inefficiencies and recommend solutions.
- Assist in resolving user-reported Salesforce issues, ensuring at least 95% of business requests are implemented within agreed-upon timelines.
- Document and update system changes within 48 hours to ensure alignment with business processes.
Within 90 Days:
- Develop a standardized set of training materials and best practice guidelines for end users.
- Conduct at least one training session to improve adoption and efficiency.
- Take ownership of data imports, exports, and clean-up efforts, ensuring completion of data-related tasks within 2 business days.
- Participate in at least one significant process improvement that enhances system efficiency.
Within 120 Days:
- Attend at least two training sessions or webinars per quarter to stay updated with the latest Salesforce releases and best practices.
- Work toward Salesforce Administrator certification, demonstrating a commitment to professional development.
Tech Stack
- Salesforce
- CPQ
- Jira/Confluence
- Ringlead
- Make
- Gong
- Celigo
Location: This is a remote-first role, but candidates must be located in regions that allow for significant overlap with U.S. time zones.
Performance Driven: We're looking for self-starters with a track record of delivering excellent results, and we're highly selective about who we hire. We don't focus on typical job requirements, instead, we're interested in specific examples from your past experiences.
Pay Transparency: At OpenSesame, we prioritize pay transparency, fairness, and equity to create a positive and inclusive work environment, regularly reviewing our compensation.
Cloud Administrator (U.S. Time Zone Overlap Required)
About OpenSesame
While it appears to most people that we just sell training courses (over 40,000 of them), what we really offer is the opportunity for companies to upgrade the skills of each of their employees. In fact, we have strategic partnerships with 150+ Global2000 companies who rely on our training programs to develop the world’s most productive and admired workforces.
About the Team
At OpenSesame, the Information Systems team empowers employees with the tools and systems to deliver exceptional customer service. We maintain key business platforms, streamline operations through automation, and enhance the employee experience through cross-functional collaboration.
About the Role
The Cloud Administrator supports and improves OpenSesame’s internal IT systems, resolving escalated issues, managing core tools, and driving automation and security initiatives. This role is ideal for someone proactive and hands-on, ready to take ownership in a fast-paced environment.
Performance-Based Objectives
Within 30 Days
- Meet with the IS Manager to understand team priorities, success metrics, and upcoming projects.
- Review OpenSesame’s existing IT infrastructure, including cloud environments and SaaS platforms, and demonstrate the ability to speak to their functions and interdependencies.
- Shadow IT Support Specialists to observe ticket workflows and identify support-related bottlenecks or recurring issues.
- Shadow the Systems Administrator to learn OpenSesame’s tool setup, user administration practices, and system documentation.
- Complete all onboarding and internal training required for IS tools and systems.
- Successfully assist with and resolve at least two active project tasks assigned by the current Systems Administrator.
Within 60 Days
- Independently manage and resolve escalated IT support tickets within expected service timelines.
- Complete at least three project assignments independently from start to finish.
- Demonstrate working proficiency in Jamf, Google Workspace, and Okta, with an emphasis on endpoint management and user access controls.
- Begin maintaining enterprise data and internet security practices, including documentation updates and enforcement of established policies.
Within 90 Days
- Carry a full ticket and project workload equivalent to team peers, delivering consistent and timely resolutions.
- Participate in the cross-training of Help Desk Support personnel on key internal systems and applications.
- Demonstrate admin-level proficiency in three additional IT tools under the IS team’s purview.
- Identify and introduce an AI-driven or automation-based solution to improve a repetitive internal process.
- Actively contribute to upcoming internal security compliance audits by preparing systems documentation and responding to audit requests.
Within 120 Days
- Audit existing account provisioning and deprovisioning workflows; recommend and present a plan to streamline these processes.
- Identify at least two manual workflows for automation, and lead their technical evaluation and implementation.
- Demonstrate full ownership of all tools and applications within the IS environment through a performance review with IS leadership.
- Transition into autonomous operations, confidently managing support tickets, systems projects, and process improvements with minimal oversight.
Tech Stack
- OKTA
- Apple Macbook
- Google Workspace (GSuite)
- Jira
- Confluence
- Zoom
- Microsoft Intune
- JAMF
- Password Manager
Location: This is a remote-first role, but candidates must be located in regions that allow for significant overlap with U.S. time zones.
Performance Driven: We're looking for self-starters with a track record of delivering excellent results, and we're highly selective about who we hire. We don't focus on typical job requirements, instead, we're interested in specific examples from your past experiences.
Pay Transparency: At OpenSesame, we prioritize pay transparency, fairness, and equity to create a positive and inclusive work environment, regularly reviewing our compensation
Systems Administrator - Argentina or Mexico Based
About OpenSesame
While it appears to most people that we just sell training courses (over 40,000 of them), what we really offer is the opportunity for companies to upgrade the skills of each of their employees. In fact, we have strategic partnerships with 150+ Global2000 companies who rely on our training programs to develop the world’s most productive and admired workforces.
About the Team
At OpenSesame, the Information Systems team empowers employees with the tools and systems to deliver exceptional customer service. We maintain key business platforms, streamline operations through automation, and enhance the employee experience through cross-functional collaboration.
About the Role
The Information Systems Administrator supports and improves OpenSesame’s internal IT systems, resolving escalated issues, managing core tools, and driving automation and security initiatives. This role is ideal for someone proactive and hands-on, ready to take ownership in a fast-paced environment.
Performance-Based Objectives
Within 30 Days
- Meet with the IS Manager to understand team priorities, success metrics, and upcoming projects.
- Review OpenSesame’s existing IT infrastructure, including cloud environments and SaaS platforms, and demonstrate the ability to speak to their functions and interdependencies.
- Shadow IT Support Specialists to observe ticket workflows and identify support-related bottlenecks or recurring issues.
- Shadow the Systems Administrator to learn OpenSesame’s tool setup, user administration practices, and system documentation.
- Complete all onboarding and internal training required for IS tools and systems.
- Successfully assist with and resolve at least two active project tasks assigned by the current Systems Administrator.
Within 60 Days
- Independently manage and resolve escalated IT support tickets within expected service timelines.
- Complete at least three project assignments independently from start to finish.
- Demonstrate working proficiency in Jamf, Google Workspace, and Okta, with an emphasis on endpoint management and user access controls.
- Begin maintaining enterprise data and internet security practices, including documentation updates and enforcement of established policies.
Within 90 Days
- Carry a full ticket and project workload equivalent to team peers, delivering consistent and timely resolutions.
- Participate in the cross-training of Help Desk Support personnel on key internal systems and applications.
- Demonstrate admin-level proficiency in three additional IT tools under the IS team’s purview.
- Identify and introduce an AI-driven or automation-based solution to improve a repetitive internal process.
- Actively contribute to upcoming internal security compliance audits by preparing systems documentation and responding to audit requests.
Within 120 Days
- Audit existing account provisioning and deprovisioning workflows; recommend and present a plan to streamline these processes.
- Identify at least two manual workflows for automation, and lead their technical evaluation and implementation.
- Demonstrate full ownership of all tools and applications within the IS environment through a performance review with IS leadership.
- Transition into autonomous operations, confidently managing support tickets, systems projects, and process improvements with minimal oversight.
Tech Stack
- OKTA
- Apple Macbook
- Google Workspace (GSuite)
- Jira
- Confluence
- Zoom
- Microsoft Intune
- JAMF
- Password Manager
Location: This is a remote-first role based in Mexico or Argentina.
Performance Driven: We're looking for self-starters with a track record of delivering excellent results, and we're highly selective about who we hire. We don't focus on typical job requirements, instead, we're interested in specific examples from your past experiences.
Pay Transparency: At OpenSesame, we prioritize pay transparency, fairness, and equity to create a positive and inclusive work environment, regularly reviewing our compensation
Contracts and Procurement Specialist
About OpenSesame
While it appears to most people that we just sell training courses (over 40,000 of them), what we really offer is the opportunity for companies to upgrade the skills of each of their employees. In fact, we have strategic partnerships with 150+ Global2000 companies who rely on our training programs to develop the world’s most productive and admired workforces.
About the Team
At OpenSesame, the Legal Team is a strategic partner embedded across the organization, driving growth, ensuring compliance, and managing risk. We handle everything from complex commercial contracts and IP protection to global regulatory adherence and dispute resolution. By pairing legal expertise with business insight, we empower teams to make informed decisions, overcome obstacles, and capitalize on opportunities.
You are a detail-oriented, business-savvy Contracts and Procurement Specialist who will lead vendor negotiations, manage contract lifecycle processes, and support legal operations initiatives. You will bring your excellent project management and organizational skills and proactive, solution-oriented mindset to collaborate with stakeholders across the organization.
Performance Objectives
First 30 Days - Establish Core Capabilities:
- Achieve a full understanding of the company’s current legal, procurement, and contract management processes.
- Familiarize yourself with the company’s templates and contracting playbooks.
- Become proficient in using the legal team’s CLM
- Build foundational relationships with stakeholders across Legal, Finance, Sales, and IT.
60 Days - Deliver Early Wins- Deliver Early Wins:
- Take ownership of NDA and standard vendor contract reviews and negotiations within the parameters of the contracts playbook.
- Develop and maintain a procurement lifecycle management process that leverages the company’s CLM tool
- Recommend improvements to current templates, processes, workflows, and playbooks.
- Identify opportunities for process automations and standardizations that incorporate the CLM and AI workflows
90 Days - Operate as a Fully Embedded Contributor:
- Independently manage the end-to-end contract lifecycle in the CLM.
- Generate operational reports for legal leadership related to efficiency and legal task tracking to support Legal leadership.
- Own vendor compliance as related to applicable privacy and AI-related laws and regulations
- Deliver insights and analysis on contractual clauses and obligations through targeted reporting.
Location: This position can be based anywhere in the US. We operate as a remote-first company, and invest in mandatory all-company meetings several times a year in addition to required team travel as necessary.
Performance Driven: We're looking for self-starters with a track record of delivering excellent results, but we're highly selective about who we hire. We don't focus on typical job requirements, instead, we're interested in specific examples from your past experiences. All positions can be based anywhere in the US, and require up to 15 days of travel per year, with senior management and leadership teams requiring up to 35 days.
Compensation: The pay for this position depends on experience and generally ranges between $85,000 - $100,000 annually. At OpenSesame, we offer a comprehensive benefits package to employees upon hire, including professional development, ISOs, health insurance, 401(k) matching, and paid time off.
Equal Employment Opportunity: OpenSesame is an Equal Employment Opportunity and Affirmative Action employer that values and welcomes diversity. We do not discriminate on the basis of various legally protected characteristics, including criminal history, and strive to provide reasonable accommodations to qualified individuals with disabilities. We prioritize safety and security and may use your information accordingly, and you can contact us for assistance or accommodations during the job application process. For more information on our Diversity, Equity, and Inclusion initiatives, click here.
Pay Transparency: At OpenSesame, we prioritize pay transparency, fairness, and equity to create a positive and inclusive work environment, regularly reviewing our compensation practices to align with our values and goals. We provide competitive and fair compensation to our employees based on their skills, experience, and performance.
CPRA (California Candidates): When you submit your application, OpenSesame may collect and use your personal information in accordance with our privacy policy and the CPRA. This may include personal details and employment history, and will only be used for employment-related purposes. We may share this information with third-party service providers, but we will not sell it to third parties. If you have any questions or concerns, please contact us, and for more information on your rights under the CPRA, refer to our privacy policy or the California Attorney General's website.
Marketing Operations Specialist I
About OpenSesame
OpenSesame's mission is to help develop the world's most productive and admired workforces. We do this by delivering a comprehensive catalog of elearning courses from the world's top publishers. We add value to customers through their entire learning journey.
While it appears to most people that we just sell training courses (over 40,000 of them), what we really offer is the opportunity for companies to upgrade the skills of each of their employees.
We are at a pivotal time in our growth as we diversify the ways we drive revenue. We've expanded our product offering dramatically, and have a growing network of partners that is developing into a vibrant channel. Our customer base has high satisfaction ratings and there is room to grow our retention even more.
About the Role
As Marketing Operations Specialist I, you will be responsible for executing and optimizing day-to-day marketing campaigns. You will collaborate with the marketing team to build, deploy, and improve campaigns across multiple channels, ensuring operational efficiency and campaign effectiveness. From webinars and email nurtures to events and lead uploads, you’ll help power the programs that generate pipeline and drive results. This role is ideal for someone with foundational marketing operations experience who is looking to grow their expertise in marketing technology and campaign execution.
The ideal candidate is curious, tactical, and thrives in a fast-paced environment. You take pride in getting the details right and enjoy bringing structure to chaos and collaborating cross-functionally to turn strategy into execution. You’ll grow your technical skills by working alongside a strong team and using best-in-class tools like HubSpot, Salesforce, ZoomInfo, Qualified, and Full Circle Insights.
Performance Objectives
30 Days – Ramp Up & Foundations
Goal: Learn the systems, build relationships, and begin execution.
- Meet key stakeholders across Marketing, Sales, and RevOps; join campaign status meetings and begin contributing
- Complete onboarding and gain access to systems (HubSpot, Salesforce, Zoom, Asana, etc.)
- Shadow campaign builds and QA processes and support 1-2 live campaigns (email or webinar)
- Review lead lifecycle stages, scoring model, UTM tracking framework, and campaign reporting dashboards
- Begin mapping the current event upload process and identify documentation gaps
- Deliverables
- Create and publish a V1 QA checklist for HubSpot builds that can be shared in Asana and used across programs
- Propose one practical AI use case for campaign or QA efficiency to test in the next 60 days
60 Days – Ownership & Execution
Goal: Take ownership of recurring processes and support live campaigns.
- Independently build, QA, and schedule at least 3 live campaigns (email, webinar, or nurture)
- Own lead upload process and campaign tagging for at least one major initiative
- Draft a structured intake checklist for event uploads
- Contribute to campaign reporting by pulling basic metrics and performance insights
- Conduct a basic email performance audit and surface 2 areas for improvement
- Deliverables
- Finalize and share updated Asana templates with the team for all key Marketing Ops workflows
- Present email audit findings with at least 2 optimization ideas to test in future campaigns
- Draft event upload process shared with Event Marketing and RevOps for feedback
90 Days – Optimization & Growth
Goal: Demonstrate autonomy, improve systems, and deepen technical expertise.
- Launch improvements to 1–2 workflows or QA processes
- Partner with Event Marketing to finalize the org-wide event upload process and communication flow
- Lead a campaign retrospective and contribute to a campaign dashboard or report in HubSpot
- Partner with CS2 or internal teams to improve one martech integration (e.g., ZoomInfo or Qualified)
- Build or optimize a reusable campaign asset or email template
- Contribute to 2026 marketing operations roadmap planning
- Deliverables
- Final event upload process documentation, including SLAs and stakeholder communication plan
- Internal guide or checklist documenting one optimized campaign ops process
- HubSpot-based campaign or email performance report shared with the marketing team
Location: This position can be based anywhere in the US. We operate as a remote-first company, and invest in mandatory all-company meetings several times a year in addition to required team travel as necessary.
Performance Driven: We're looking for self-starters with a track record of delivering excellent results, but we're highly selective about who we hire. We don't focus on typical job requirements, instead, we're interested in specific examples from your past experiences. All positions can be based anywhere in the US, and require up to 15 days of travel per year, with senior management and leadership teams requiring up to 35 days.
Compensation: The base salary for this position generally ranges between $88,000 and $98,000, depending on experience, and is bonus eligible. At OpenSesame, we offer a comprehensive benefits package to employees upon hire, including professional development, ISOs, health insurance, 401(k) matching, and paid time off.
Equal Employment Opportunity: OpenSesame is an Equal Employment Opportunity and Affirmative Action employer that values and welcomes diversity. We do not discriminate on the basis of various legally protected characteristics, including criminal history, and strive to provide reasonable accommodations to qualified individuals with disabilities. We prioritize safety and security and may use your information accordingly, and you can contact us for assistance or accommodations during the job application process.
Pay Transparency: At OpenSesame, we prioritize pay transparency, fairness, and equity to create a positive and inclusive work environment, regularly reviewing our compensation practices to align with our values and goals. We provide competitive and fair compensation to our employees based on their skills, experience, and performance.
CPRA (California Candidates): When you submit your application, OpenSesame may collect and use your personal information in accordance with our privacy policy and the CPRA. This may include personal details and employment history, and will only be used for employment-related purposes. We may share this information with third-party service providers, but we will not sell it to third parties. If you have any questions or concerns, please contact us, and for more information on your rights under the CPRA, refer to our privacy policy or the California Attorney General's website.
Web Developer - Marketing Team
About OpenSesame
OpenSesame’s mission is to help develop the world’s most productive and admired workforces. We offer a comprehensive catalog of more than 40,000 eLearning courses from top publishers, but we genuinely provide companies with the opportunity to enhance and upgrade the skills of their employees.
As we grow, we diversify revenue streams, expand our product offerings, and strengthen our partner network. Our customer base has high satisfaction ratings, and there is significant opportunity to further improve retention and overall impact.
Learn more: www.opensesame.com/about
Job Description
The Web Developer is responsible for every aspect of the OpenSesame website. It’s the “front door” to the business and needs to represent our brand promise as well as give visitors a seamless experience. We know buyers stay anonymous for at least ⅔ of the way through their journey before identifying themselves; OpenSesame’s website is the primary way they interact with us.
This position requires a combination of technical skills, marketing acumen, and stellar project management. This role will be tasked with leading the implementation of best practices across our customer-facing web properties. This role will require deep functional knowledge in front-end development, UX, and SEO to craft an encompassing site strategy and serve as our team’s in-house expert for all things web marketing. The ideal candidate will be able to synthesize these disciplines into a vision for how we develop our site and leverage it to meet marketing and sales goals.
Technical Skills
- Manage opensesame.com WordPress code framework and site content to improve user experience and engagement metrics.
- Required knowledge of CSS, HTML, PHP, Javascript, SCSS, NPM, Gutenberg and Git.
- Generating consistent performance reports that demonstrate progress towards specific goals and the results of testing/optimization.
- Must have experience with Google Analytics and Google Tag Manager through GA4 and be able to lead the implementation, management, and customization of these platforms.
- Robust experience in optimizing websites, design elements, and pages to adhere to Google core web vitals and accessibility compliance standards.
Marketing Accumen
- Understand the buyer journey and best practices for engaging visitors
- Ensure that OpenSesame can be found – otherwise known as search engine optimization (SEO). This role will be the overall leader in ensuring our content ranks highly and is relevant
- Able to research, create, and maintain an SEO strategy featuring keyword research, folder structure, crawlability, and backlink analysis
- Familiarity with MarTech operations and role a website plays in the sales funnel, including conversion point optimization, SalesForce integration, and data capture
- Act as a cross-functional partner and SME to stakeholder teams across the organization such as marketing, sales, customer success, and product
Project Management
- Overseeing day-to-day enhancements, optimizations and measurements that improve user experience and conversion rates
- Plan and execute A/B testing on the website to identify efficiencies and opportunities in how we engage our users and maximize conversions
- Utilize web analytics tools to collect user data for analysis while providing strategic insights and recommendations based on those findings
- Support marketing operations and other teams as needed through the creation of landing pages, original design elements, and navigation
- Determine a regular reporting structure for web performance metrics and manage their ongoing collection and delivery
Performance Based Objectives
You will step into an active environment with projects both in-flight and awaiting your leadership and expertise. Over the first 30-60-90 days you will be expected to deliver on key objectives related to your functional area and the organization’s priority initiatives.
- In your first 30 days, you will complete OpenSesame marketing onboarding, learn how OpenSesame goes to market, and understand the OpenSesame product. You will familiarize yourself with the current state of OpenSesame web properties and become the primary point of contact for their management and active projects. During this time you will be expected to develop a top-level understanding of the state of our website and SEO.
- Within your first 60 days, you will have crafted a comprehensive business plan outlining high-level initiatives to guide our site strategy. Additionally, you will establish a formalized approach to aligning our web properties with industry best practices.
- Within your first 90 days, you will begin implementing SEO best practices, developing net new assets on the site, and facilitating the migration and optimization of existing collateral. You will be tasked with creating and documenting a long-term strategy for traffic growth with a through line to broader marketing campaigns and objectives. You will also be training internally to become OpenSesame Qualified.
Location: This position can be based anywhere in the US. We operate as a remote-first company, and invest in all-company meetings several times a year.
Performance Driven: We're looking for self-starters with a track record of delivering excellent results, but we're highly selective about who we hire. We don't focus on typical job requirements, instead, we're interested in specific examples from your past experiences. All positions can be based anywhere in the US, and require up to 15 days of travel per year, with senior management and leadership teams requiring up to 35 days.
Compensation: The pay range for this position is generally between $130,000 - $145,000 per year and depends on experience. At OpenSesame, we offer a comprehensive benefits package to employees upon hire, including professional development, ISOs, health insurance, 401(k) matching, and paid time off. We carefully consider a wide range of compensation factors, relying on market data to determine compensation and consider your specific job family, background, skills, and experience. We prioritize pay transparency, fairness, and equity to create a positive and inclusive work environment, regularly reviewing our compensation practices to align with our values and goals.
Equal Employment Opportunity: OpenSesame is an Equal Employment Opportunity and Affirmative Action employer that values and welcomes diversity. We do not discriminate on the basis of various legally protected characteristics, including criminal history, and strive to provide reasonable accommodations to qualified individuals with disabilities. We prioritize safety and security and may use your information accordingly, and you can contact us for assistance or accommodations during the job application process. For more information on our Diversity, Equity, and Inclusion initiatives, click here.
Pay Transparency: At OpenSesame, we prioritize pay transparency, fairness, and equity to create a positive and inclusive work environment, regularly reviewing our compensation practices to align with our values and goals. We provide competitive and fair compensation to our employees based on their skills, experience, and performance.
CPRA (California Candidates): When you submit your application, OpenSesame may collect and use your personal information in accordance with our privacy policy and the CPRA. This may include personal details and employment history, and will only be used for employment-related purposes. We may share this information with third-party service providers, but we will not sell it to third parties. If you have any questions or concerns, please contact us, and for more information on your rights under the CPRA, refer to our privacy policy or the California Attorney General's website.
Product Support Associate- Argentina or Mexico Based
About OpenSesame
While it appears to most people that we just sell training courses (over 40,000 of them), what we really offer is the opportunity for companies to upgrade the skills of each of their employees. In fact, we have strategic partnerships with 150+ Global2000 companies who rely on our training programs to develop the world’s most productive and admired workforces.
About the Team:
At OpenSesame, delivering exceptional customer experiences is core to who we are. Our Product Support team, part of the Product organization, builds trusted relationships by taking ownership and going beyond expectations. We’re a tight-knit, collaborative group known for creative problem-solving and a customer-first mindset. If you're a proactive, curious thinker who thrives in a fast-paced environment and brings fresh ideas with a positive attitude, we’d love to meet you.
About the Job:
We’re looking for an experienced Customer Support professional to join our growing team! Great support goes beyond quick fixes—it’s about identifying root causes and driving long-term solutions. In this role, you’ll respond to customer inquiries via email, chat, and phone, while collaborating with cross-functional teams to resolve issues and continuously improve the customer experience.
You’ll leverage AI-enhanced support tools—like Zendesk AI, macros, and automation features—to streamline workflows, surface insights, and deliver faster, more consistent service.
Performance Objectives:
30 Days
- Begin providing support to customers via chat and email, helping troubleshoot technical issues related to OpenSesame’s learning platform.
- Complete onboarding through 1:1 training, internal documentation, and eLearning courses to build foundational product knowledge.
- Learn how to ask effective questions, document issues clearly, and escalate cases appropriately when they exceed your current expertise.
- Apply your prior experience with AI-powered support tools—such as bots, macros, or suggested replies—to begin enhancing response quality and efficiency within our support workflows.
- Demonstrate strong written communication skills and a proactive mindset, actively seeking out answers and filling knowledge gaps as they arise.
60 Days
- Independently manage a queue of 45+ support tickets, applying technical troubleshooting skills to resolve a wide range of product and course-related issues.
- Conduct product and course testing, coordinating with course publishers to diagnose and resolve problems.
- Participate in cross-functional meetings with teams like Product, Sales, and Curation to ensure customer needs are addressed collaboratively.
- Continue leveraging your knowledge of AI-driven support tools to streamline workflows, reduce resolution time, and deliver consistent customer experiences.
- Build confidence in navigating nuanced technical conversations, maintaining a clear and customer-centric tone.
90 Days
- Develop deep familiarity with the full OpenSesame product suite, including common use cases and customer challenges.
- Begin handling phone-based support and recognize when a real-time conversation can help clarify or expedite case resolution.
- Identify high-impact or complex issues, escalate effectively, and collaborate with the broader team to ensure resolution while keeping customers informed.
- Demonstrate the ability to balance independent problem-solving with collaborative teamwork, knowing when to move forward and when to seek input.
6 Months
- Respond to internal support questions from colleagues via Slack, contributing to a responsive and helpful support culture.
- Navigate all Product Support processes with ease, guiding other departments on how and when to engage the support team.
- Confidently resolve the most frequently encountered issues and understand how to escalate edge cases to the appropriate team members.
- Serve as a knowledgeable, thoughtful, and empathetic support representative—valued by customers and internal teams alike for your clarity, consistency, and problem-solving mindset.
Other Details:
- Days: Monday through Friday.
- Ability to work a weekend on-call support shift once roughly every 8 weeks (if needed)
Location: This is a remote-first role, open to candidates based in Argentina or Mexico. Fluency in English is required.
Performance Driven: We're looking for self-starters with a track record of delivering excellent results, and we're highly selective about who we hire. We don't focus on typical job requirements; instead, we're interested in specific examples from your past experiences.
Pay Transparency: At OpenSesame, we prioritize pay transparency, fairness, and equity to create a positive and inclusive work environment, regularly reviewing our compensation practices to align with our values and goals. We provide competitive and fair compensation to our employees based on their skills, experience, and performance.
Product Support Associate - Asia-Based (Pacific Time Shift: 4 PM – 1 AM PT)
About OpenSesame
While it appears to most people that we just sell training courses (over 40,000 of them), what we really offer is the opportunity for companies to upgrade the skills of each of their employees. In fact, we have strategic partnerships with 150+ Global2000 companies who rely on our training programs to develop the world’s most productive and admired workforces.
About the Team:
At OpenSesame, delivering exceptional customer experiences is core to who we are. Our Product Support team, part of the Product organization, builds trusted relationships by taking ownership and going beyond expectations. We’re a tight-knit, collaborative group known for creative problem-solving and a customer-first mindset. If you're a proactive, curious thinker who thrives in a fast-paced environment and brings fresh ideas with a positive attitude, we’d love to meet you.
About the Job:
We’re looking for an experienced Customer Support professional to join our growing team! Great support goes beyond quick fixes—it’s about identifying root causes and driving long-term solutions. In this role, you’ll respond to customer inquiries via email, chat, and phone, while collaborating with cross-functional teams to resolve issues and continuously improve the customer experience.
You’ll leverage AI-enhanced support tools—like Zendesk AI, macros, and automation features—to streamline workflows, surface insights, and deliver faster, more consistent service.
Performance Objectives:
30 Days
- Begin providing support to customers via chat and email, helping troubleshoot technical issues related to OpenSesame’s learning platform.
- Complete onboarding through 1:1 training, internal documentation, and eLearning courses to build foundational product knowledge.
- Learn how to ask effective questions, document issues clearly, and escalate cases appropriately when they exceed your current expertise.
- Apply your prior experience with AI-powered support tools—such as bots, macros, or suggested replies—to begin enhancing response quality and efficiency within our support workflows.
- Demonstrate strong written communication skills and a proactive mindset, actively seeking out answers and filling knowledge gaps as they arise.
60 Days
- Independently manage a queue of 45+ support tickets, applying technical troubleshooting skills to resolve a wide range of product and course-related issues.
- Conduct product and course testing, coordinating with course publishers to diagnose and resolve problems.
- Participate in cross-functional meetings with teams like Product, Sales, and Curation to ensure customer needs are addressed collaboratively.
- Continue leveraging your knowledge of AI-driven support tools to streamline workflows, reduce resolution time, and deliver consistent customer experiences.
- Build confidence in navigating nuanced technical conversations, maintaining a clear and customer-centric tone.
90 Days
- Develop deep familiarity with the full OpenSesame product suite, including common use cases and customer challenges.
- Begin handling phone-based support and recognize when a real-time conversation can help clarify or expedite case resolution.
- Identify high-impact or complex issues, escalate effectively, and collaborate with the broader team to ensure resolution while keeping customers informed.
- Demonstrate the ability to balance independent problem-solving with collaborative teamwork, knowing when to move forward and when to seek input.
6 Months
- Respond to internal support questions from colleagues via Slack, contributing to a responsive and helpful support culture.
- Navigate all Product Support processes with ease, guiding other departments on how and when to engage the support team.
- Confidently resolve the most frequently encountered issues and understand how to escalate edge cases to the appropriate team members.
- Serve as a knowledgeable, thoughtful, and empathetic support representative—valued by customers and internal teams alike for your clarity, consistency, and problem-solving mindset.
Other Details:
- Days: Monday through Friday.
- Shift: Pacific Time Shift: 4 PM – 1 AM PT
- Ability to work a weekend on-call support shift once roughly every 8 weeks (if needed)
Location: This is a remote-first role, open to candidates based in Asia. Fluency in English is required.
Performance Driven: We're looking for self-starters with a track record of delivering excellent results, and we're highly selective about who we hire. We don't focus on typical job requirements; instead, we're interested in specific examples from your past experiences.
Pay Transparency: At OpenSesame, we prioritize pay transparency, fairness, and equity to create a positive and inclusive work environment, regularly reviewing our compensation practices to align with our values and goals. We provide competitive and fair compensation to our employees based on their skills, experience, and performance.
Director of Revenue Operations (RevOps)
About OpenSesame
While it appears to most people that we just sell training courses (over 40,000 of them), what we really offer is the opportunity for companies to upgrade the skills of each of their employees. In fact, we have strategic partnerships with 150+ Global2000 companies who rely on our training programs to develop the world’s most productive and admired workforces.
About the Role
The Director of Revenue Operations is a strategic leader responsible for scaling GTM Operations, Enablement, and Development to support a $100M+ ARR SaaS business growing at 20%+ annually. This role drives alignment, efficiency, and predictability across the revenue organization through data, automation, and best-in-class tools and processes.
A key focus is leveraging AI and large language models (LLMs) to uncover process improvements and scalable growth opportunities. The ideal candidate has deep experience leading RevOps in high-growth SaaS companies and a proven track record of driving predictable revenue and leading GTM transformation globally.
This role oversees the strategy, integration, and optimization of the GTM tech stack—including Salesforce, Gong, HubSpot, ZoomInfo, Highspot, and Looker—to ensure teams have clean data, actionable insights, and tools that drive productivity. (Salesforce administration sits with IT, but this role ensures cross-system effectiveness.)
Performance Objectives:
First 30 Days – Orientation & Assessment
Establish foundational understanding of the GTM ecosystem, tech stack, and team structure.
- Assess current GTM systems, workflows, and tool adoption (Salesforce, Gong, HubSpot, Highspot, Looker)
- Audit onboarding and enablement assets in Highspot and Gong
- Meet with key stakeholders across Sales, Marketing, Customer Success, and Finance
- Evaluate the current RevOps team structure, roles, and skill gaps
- Align on core GTM definitions (e.g., MQL, SQL, SAL) with all functional leaders
By 60 Days – Early Execution & Alignment
Begin implementing operational improvements and building alignment processes across GTM Operations, Enablement, and Cross-functional Alignment.
- Launch CRM data integrity initiative with a target of >95% accuracy
- Begin improving forecast reliability toward ±10% accuracy
- Define lead handoff SLAs and shared success metrics across GTM teams
- Establish recurring cross-functional cadences for planning, reporting, and performance reviews
- Define roles and development plans for RevOps team
- Set onboarding and enablement goals tied to ramp time and tool usage
By 90 Days – Execution & Initial Impact
Deliver tangible wins in system performance, process optimization, and enablement outcomes.
- Launch a board-ready revenue dashboard with live visibility into pipeline and performance
- Implement an improved onboarding experience that reduces ramp time by 15%
- Roll out workflow enhancements to reduce the average sales cycle by 10%
- Achieve 100% adoption of enablement assets in Highspot and Gong
- Identify and resolve SDR process inefficiencies in outbound outreach and lead handoff
- Drive broader tool adoption and process improvements across all GTM teams for Salesforce, Gong, HubSpot, and Highspot
- Drive Budgeting process for RevOps and support the Budgeting process with data and insights for the rest of the GTM team
By 180 Days – Scalable Systems & Measurable Outcomes
Continuously improve revenue operations, forecasting accuracy, and pipeline performance by strengthening Sales Operations, deepening Cross-functional Alignment, and scaling SDR & Pipeline Growth initiatives.
- Build, manage, and coach a high-performing team of RevOps analysts and systems specialists to deliver against GTM goals
- Increase conversion of marketing-sourced and partner pipeline by 30%
- Improve lead-to-close conversion rate by 15%
- Reduce customer churn by 15% through improved sales-to-success handoff
- Sustain forecast accuracy within ±10% in collaboration with Finance
- Maintain CRM and GTM system data integrity >95%
- Increase outbound SDR response rate by 30%
- Improve Sales-Accepted Lead (SAL) conversion rate by 15%
- Ensure pipeline coverage remains at 3x quota across all segments
Ongoing – Optimization & Strategic Leadership
Provide long-term strategic leadership across all RevOps domains, focusing on GTM systems integration, cross-functional planning, and AI-enabled process improvement across all core areas.
- Optimize integrations and performance of the entire GTM tech stack
- Leverage AI and LLMs to automate reporting, surface insights, and streamline forecasting
- Align GTM functions around shared KPIs and data-driven planning cycles
- Ensure high adoption and ROI from tools across the revenue organization
- Serve as a strategic partner to Sales, Marketing, Customer Success, and Finance for long-term growth initiatives
- Scale go-to-market infrastructure to support sustainable growth, resulting in a 20%+ year-over-year increase in revenue or key GTM performance metrics.
Location: This position can be based anywhere in the US. We operate as a remote-first company, and invest in mandatory all-company meetings several times a year in addition to required team travel as necessary.
Performance Driven: We're looking for self-starters with a track record of delivering excellent results, but we're highly selective about who we hire. We don't focus on typical job requirements, instead, we're interested in specific examples from your past experiences. All positions can be based anywhere in the US, and require up to 15 days of travel per year, with senior management and leadership teams requiring up to 35 days.
Compensation: The base salary for this position generally ranges between $185,000 and $195,000, depending on experience, and is bonus eligible. At OpenSesame, we offer a comprehensive benefits package to employees upon hire, including professional development, ISOs, health insurance, 401(k) matching, and paid time off.
Equal Employment Opportunity: OpenSesame is an Equal Employment Opportunity and Affirmative Action employer that values and welcomes diversity. We do not discriminate on the basis of various legally protected characteristics, including criminal history, and strive to provide reasonable accommodations to qualified individuals with disabilities. We prioritize safety and security and may use your information accordingly, and you can contact us for assistance or accommodations during the job application process.
Pay Transparency: At OpenSesame, we prioritize pay transparency, fairness, and equity to create a positive and inclusive work environment, regularly reviewing our compensation practices to align with our values and goals. We provide competitive and fair compensation to our employees based on their skills, experience, and performance.
CPRA (California Candidates): When you submit your application, OpenSesame may collect and use your personal information in accordance with our privacy policy and the CPRA. This may include personal details and employment history, and will only be used for employment-related purposes. We may share this information with third-party service providers, but we will not sell it to third parties. If you have any questions or concerns, please contact us, and for more information on your rights under the CPRA, refer to our privacy policy or the California Attorney General's website.