OpenSesame
Pick a job to read the details
Tap any role on the left — its description and apply link will open here.
Associate Software Engineer
Share this job
About OpenSesame
OpenSesame is disrupting the workforce development industry, leveraging an AI-powered marketplace of more than 50,000 skills courses, complemented by assessments, content authoring, curation, personalized learning pathways, and virtual coaching. eLearning is delivered seamlessly through existing enterprise systems and in the flow of work. More than 2,000 companies, including 150+ of the Global2000, rely on OpenSesame to develop the world’s most productive and admired workforces.
Learn more: www.opensesame.com/about
About the Team
The Core engineering team is a platform enablement team responsible for OpenSesame’s identity management and commerce domains. We build and maintain shared services that support product engineering teams across the company.
We operate in an agile, continuously improving, automation-oriented environment. We regularly inspect how we work, identify what’s slowing us down, and make deliberate changes to improve quality, reliability, and delivery.
About the Job
You will work, with mentorship, across a modern full tech stack including React, TypeScript, Node.js,, GitHub Actions, Terraform, AWS, SQL (RDBMS), and identity management protocols such as SAML and OIDC. Front-end expertise and exposure to authentication flows is a plus. You will also work in and around legacy systems and are expected to approach complex systems with curiosity and care.
You are expected to participate in team practices such as pairing, code reviews, on-call rotation, and releases with increasing level of ownership as you steadily expand your knowledge and skills.
This role is ideal for someone who is growing their professional experience and excited to develop technical skills while contributing to a strong team culture.
Performance Objectives
In your first 3 months
Summary: Get fully set up and integrated into the team’s codebases and workflows; start participating in collaborative development.
- Basic System Understanding: Develop a basic mental model of the Core team’s domains, including identity management and legacy commerce platform.
- Team Collaboration: Build working relationships through pairing. Participate actively in standups, planning and estimation, retrospectives, and other required team meetings.
- Code Contributions: Enhance your technical skills by writing code and debugging errors with guidance from peers.
- Development Practices: Apply standard testing approaches, writing unit tests and smoke tests. Start learning our CI/CD pipeline technologies, such as Github Actions and Terraform.
Within 6 months
Summary: Begin taking on ownership of specific operational responsibilities, deepen your understanding of the team’s codebase and testing practices, and grow your confidence in delivering and supporting production code.
- Increased Systems Understanding: Understand the high-level relationships between key components and dependencies of identity management and legacy systems.
- Release Experience: Pair with a teammate as release captain for a legacy system deployment. Learn how to triage issues based on the mental model of the system that you are developing.
- Development Practices: Contribute to planning sessions with senior engineers to break down complex work into smaller, end-to-end user stories. Execute well-defined user stories or technical tasks from design through deployment, validating with senior engineers to ensure adherence to the required quality standards and practices.
- Operational Readiness: Participate in the on-call rotation. Investigate and triage issues using logs and observability tools, escalating when appropriate.
- Technical Judgment: Apply unhappy-path thinking, defensive programming, and performance awareness. Learn and apply tradeoffs with guidance from senior engineers.
By the end of your first year
Summary: You are comfortable working across much of the team’s codebase and are beginning to develop deeper expertise in a specific area. You take initiative on small projects, contribute to improving team processes with increasing confidence.
- Codebase Confidence: Troubleshoot and contribute to many parts of the team’s codebase. Begin to develop recognized expertise in a specific system, becoming a go-to contributor.
- Quality: Take responsibility for code quality and maintainability. Leave systems better than you found them.
- Team Collaboration & Communication: Embrace collective ownership of code, documentation and outcomes, taking pride in shared success and supporting improvements to code written by others. Communicate clearly and respectfully in team discussions, practicing active listening, defending a contrary stance constructively, and building on others’ ideas to foster a culture of collaboration.
- Growth: Proactively identify opportunities to improve your skills, seek feedback from your team and your manager. Foster a culture of continuous improvement for yourself whilst making meaningful contributions to the team.
What Success Looks Like
- Core services you work on are reliable, well-tested, and maintainable.
- You contribute positively to team culture through collaboration, transparency, and continuous improvement.
- You are clearly on a growth trajectory toward Software Engineer by developing the required skills.
Location: This position can be based anywhere in the US. We operate as a remote-first company and invest in all-company in-person 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 annual salary for this role is $98,800, depending 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.
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.
We Care About Your Security: We’ve been made aware of a phishing scam involving individuals impersonating OpenSesame recruiters. All legitimate communication from our team will come from @opensesame.com email addresses. If you receive a suspicious message, please contact us directly at careers@opensesame.com. Your security matters to us — thank you for staying vigilant
Ready to apply?
Apply to OpenSesame
Senior DevOps Software Engineer - Remote (Canada)
Share this job
About OpenSesame
OpenSesame is the trusted partner for workforce reinvention in the age of AI. We deliver integrated software, curated and customizable content, and expert services embedded into existing learning, HR, and work systems to help organizations expand their human + AI potential and thrive through change.
Learn more: www.opensesame.com/about
About the Role
We are seeking a DevOps Engineer who takes initiative, identifies problems early, and drives end-to-end solutions to join our fully remote team and contribute to the growth and success of OpenSesame’s eLearning platform. You bring deep technical expertise in CI/CD pipelines, infrastructure automation, and cloud platforms, along with strong collaboration and communication skills. You design and manage scalable, secure systems primarily on AWS, leveraging Infrastructure as Code (IaC) to ensure high performance and resilience.
Success in this role requires strong ownership, technical leadership, and a proactive approach to improving systems and developer experience through automation, collaboration, and the thoughtful adoption of modern tooling, including AI-assisted workflows.
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.
- AI & Automation Opportunities: Identify opportunities to reduce manual toil and improve developer workflows using automation and AI-assisted tooling; deliver at least one measurable improvement.
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: Proactively identify and introduce improvements—including AI-assisted tools and automation—to reduce technical debt, improve system reliability, and enhance developer productivity.
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, developer enablement, and the responsible adoption of emerging technologies 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 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.
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.
Location: This is a remote-first role based in 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.
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.
Ready to apply?
Apply to OpenSesame
Software Engineer
Share this job
About OpenSesame
OpenSesame is the trusted partner for Workforce Reinvention in the age of AI. OpenSesame delivers integrated software, curated and customizable content, and expert services – embedded into existing learning, HR, and work systems – to help organizations expand their human+AI potential and thrive through change.
Learn more: www.opensesame.com/about
About the Team
The Core engineering team is a platform enablement team responsible for OpenSesame’s identity management and commerce domains. We build and maintain shared services that support product engineering teams across the company.
We operate in an agile, continuously improving, automation-oriented environment. We regularly inspect how we work, identify what’s slowing us down, and make deliberate changes to improve quality, reliability, and delivery.
About the Job
As a Software Engineer I on the Core team, you will design, build, and maintain production software for shared platform services in the domains we own. This role is for an engineer who is past entry level and ready to take ownership of well-defined work while continuing to grow technical judgment, system understanding, and independence.
You will work across a modern tech stack including TypeScript, Node.js, GitHub Actions, Terraform, AWS, SQL, and identity technologies such as SAML and OIDC. Experience with SSO platforms is a plus; we use Okta. You will also work in and around legacy systems and are expected to approach complex systems with curiosity and care.
You are expected to make meaningful contributions with increasing autonomy, take ownership of assigned work, and participate fully in team practices such as pairing, code reviews, on-call, and releases. You will continue learning by shipping real features, improving existing systems, and steadily expanding the scope of problems you can solve.
Performance Objectives
In your first 3 months:
Summary: Become an effective contributor by learning the Core team’s codebase, development practices, and operational expectations.
- Team Collaboration: Build working relationships through pairing and teaming. Participate actively in standups, planning, retrospectives, and other required team meetings.
- Code Contributions: Contribute small, well-scoped changes to Core services and tooling, following team standards.
- Development Practices: Participate in code reviews and write appropriate unit tests and smoke tests for your changes.
- System Familiarity: Develop a working mental model of at least one Core domain or service and how it fits into the broader platform.
Within 6 months:
Summary: Become an independent and reliable contributor, owning meaningful work and operational responsibilities.
- Ownership: Own well-defined user stories or technical tasks from design through deployment with minimal oversight.
- Codebase Proficiency: Confidently modify and maintain your team’s primary codebases. Begin developing a clear area of focus within Core.
- Operational Readiness: Participate independently in the on-call rotation. Investigate and triage issues using logs and observability tools, escalating when appropriate.
- Technical Judgment: Apply unhappy-path thinking, defensive programming, and performance awareness. Make sound tradeoffs with guidance from senior engineers.
By the end of your first year:
Summary: Operate as a fully capable Software Engineer on the Core team.
- Delivery & Ownership: Deliver features and improvements across Core systems with little day-to-day guidance. Break work into small, incremental steps that deliver value.
- Quality: Take responsibility for code quality and maintainability. Leave systems better than you found them through continuous refactoring.
- System Understanding: Maintain a clear mental model of Core-owned systems and their dependencies. Anticipate the impact of changes and surface risks early.
- Collaboration: Communicate clearly in technical discussions, challenge ideas respectfully, and embrace collective ownership of outcomes.
- Growth: Proactively identify opportunities to improve code and systems. Seek feedback and continue progressing toward the Senior Software Engineer skill set.
What Success Looks Like
- Core services and tooling you work on are reliable, well-tested, and maintainable.
- You can be trusted to take a piece of work from idea to production with minimal oversight.
- You contribute positively to team culture through collaboration, transparency, and continuous improvement.
- Senior engineers rely on you as a strong execution partner, and you are clearly on a growth trajectory toward Senior Software Engineer.
Location: This position can be based anywhere in the US. We operate as a remote-first company and invest in all-company in-person 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 annual salary range for this role is $125,000–$135,000, depending 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.
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.
We Care About Your Security: We’ve been made aware of a phishing scam involving individuals impersonating OpenSesame recruiters. All legitimate communication from our team will come from @opensesame.com email addresses. If you receive a suspicious message, please contact us directly at careers@opensesame.com. Your security matters to us — thank you for staying vigilant
Ready to apply?
Apply to OpenSesame
Senior DevOps Engineer – Remote (Argentina or Mexico)
Share this job
About OpenSesame
OpenSesame is the trusted partner for workforce reinvention in the age of AI. We deliver integrated software, curated and customizable content, and expert services embedded into existing learning, HR, and work systems to help organizations expand their human + AI potential and thrive through change.
Learn more: www.opensesame.com/about
About the Role
We are seeking a DevOps Engineer who takes initiative, identifies problems early, and drives end-to-end solutions to join our fully remote team and contribute to the growth and success of OpenSesame’s eLearning platform. You bring deep technical expertise in CI/CD pipelines, infrastructure automation, and cloud platforms, along with strong collaboration and communication skills. You design and manage scalable, secure systems primarily on AWS, leveraging Infrastructure as Code (IaC) to ensure high performance and resilience.
Success in this role requires strong ownership, technical leadership, and a proactive approach to improving systems and developer experience through automation, collaboration, and the thoughtful adoption of modern tooling, including AI-assisted workflows.
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.
- AI & Automation Opportunities: Identify opportunities to reduce manual toil and improve developer workflows using automation and AI-assisted tooling; deliver at least one measurable improvement.
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: Proactively identify and introduce improvements—including AI-assisted tools and automation—to reduce technical debt, improve system reliability, and enhance developer productivity.
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, developer enablement, and the responsible adoption of emerging technologies 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.
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.
Ready to apply?
Apply to OpenSesame