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 Customer Success Operations team enables the Customer Success organization to work smarter, scale more effectively, and deliver better customer outcomes. This team partners across systems, process design, lifecycle strategy, and automation to improve how we support customers across both managed and digitally led motions.

About the Role:

OpenSesame is hiring a data-driven, systems-minded, and highly analytical CS Operations Analyst to help power smarter decision-making across the Customer Success organization. This role will own the reporting, dashboards, and data-informed automation support for Customer Success teams. 

As an operator on this team, you will turn customer and operational data into reliable dashboards, clear and actionable insights, and scalable automations. You will be the bridge between our data and our strategy - working alongside Data Engineering to ensure we have the right data foundations, and partnering with the CS Ops Manager to turn those foundations into scalable automation solutions, including scorecards, lifecycle programs, and tech touch strategies.

This operator will help shape the future of Customer Success at OpenSesame by designing human+AI workflows that expand CSM capacity, improve consistency, and better service our customers across segments. 

What you’ll do:

• Build and own scalable reporting, dashboards, and forecasting that give CSM and Customer Success leaders clear visibility into customer health, risk, and growth opportunities.
• You will act as a steward for CS data integrity, collaborating with Data Engineering to establish the standards and definitions that ensure our metrics are consistent and trusted across the company.
• Turn customer, product, and revenue data into actionable insights that drive retention, expansion, and smarter lifecycle decisions.
• Partner cross-functionally to translate insights into action—shaping health scores, segmentation, automations, and customer programs.
• Leverage AI and automation tools to scale customer outreach, predict churn risks, and reduce manual operational overhead for the CS team.
• Design and implement AI-powered and agent-based workflows that help CSMs manage their portfolios more efficiently and spend more time on strategic customer work.

Key Performance Objectives: 

Within 30 days:

• Build a strong understanding of OpenSesame’s Customer Success strategy, customer motions, lifecycle stages, KPIs, and operating rhythms.
• Learn the current reporting environment, dashboard landscape, data sources, and definitions used across Customer Success.
• Build relationships with CS leadership, CS Ops, and key cross-functional partners.
• Identify early opportunities to improve data quality, reporting clarity, and dashboard usability.

Within 60 days:

• Take ownership of core CS dashboards and recurring reporting.
• Partner with CS Ops to identify automation opportunities backed by data and operational needs.
• Improve confidence in core CS reporting by resolving inconsistencies, clarifying logic, or simplifying access.
• Deliver initial analyses on customer health, segment performance, lifecycle friction points, or tech-touch opportunities.
• Identify repeatable CSM tasks that can be delegated to automation or agents.

Within 90 days:

• Launch or significantly improve a core suite of Customer Success dashboards used by leadership and frontline teams.
• Provide reporting and analysis that improves early risk detection, visibility into expansion opportunities, and renewal forecast accuracy.
• Establish a repeatable rhythm for delivering insights that influence prioritization, planning, and program design.
• Present at least 1–2 data-backed recommendations that lead to operational improvements, lifecycle changes, or new automation efforts.
• Become a trusted partner to CS leadership and CS Ops in using data to improve team performance and customer outcomes.

Within 6-12 months, you will:

• Be the go-to partner for Customer Success reporting, analysis, and data storytelling.
• Build scalable foundations across data, automation, and workflow design that make AI adoption and lifecycle optimization easier to implement across Customer Success.
• Build or orchestrate agent-based solutions with clear guardrails.

Success in this role looks like: 

• Customer Success has a single trusted owner for dashboards, reporting, and analysis.
• Leadership decisions are faster, more confident, and grounded in reliable data.
• CS Ops can operationalize better automations and lifecycle programs because the underlying analysis is stronger.
• CSMs get clearer visibility into risk, opportunity, and next-best action.
• Managed and digitally led motions improve because data is actively shaping where we invest.
• Our CS Teams operate within the human+AI framework through the automations, AI tools, and agent-based workflows.

You might notice we don’t list a traditional set of requirements or buzzwords here. That’s intentional.

We’re looking for proven examples from your career that show you can build brands, create scalable systems, and drive measurable marketing impact. When you look back a year from now, you’ll know you’ve elevated OpenSesame’s brand and strengthened its market presence.

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: On-target earnings for this role range between $110,000 and $120,000 per year, 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

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.

About the Role

Our growth marketing team owns pipeline. This role is the engine behind it, owning the programs and campaigns that turn strategy into pipeline. You translate product marketing and brand direction into campaigns that delight our audiences, and you hold yourself and your team accountable to what those programs produce. This is a player-coach role in the truest sense. This includes owning campaigns directly — building the plan, driving execution, and consistently reporting results alongside your team. You'll also use AI as a force multiplier: to move faster, think sharper, and help your team scale output without scaling headcount. The operating system matters as much as the campaigns. You'll own the campaign planning and prioritization process, keep cross-functional stakeholders aligned, and bring structure to a demand gen function that touches every channel and every segment.

This role reports to the Director of Growth Marketing and sits alongside the Marketing Ops lead. Programs and ops together form the backbone of the growth marketing team.

What You Own

• Drive integrated campaigns from strategy to results, coordinating across direct reports and indirect contributors through influence and clear campaign briefs
• Maintain a forward-looking campaign portfolio view: what we're running, what we're building, and how the full slate maps to revenue and pipeline targets.
• Manage and develop direct reports (3-5) and agency/contractor support, with responsibilities spanning performance marketing, customer marketing, field marketing, and events marketing.
• Own the campaign operating model, including how requests are surfaced, prioritized, and resourced across growth marketing, PMM, partners, customer success, and sales
• Analyzing performance trends on weekly and monthly basis, identifying and implementing special initiatives (within team and cross-functional) designed to improve performance.
• Champion AI-enabled ways of working across your team, from campaign planning and copy iteration to performance analysis and reporting — and help the team scale output without scaling headcount
• Partner with RevOps, PMM, and Sales on audience targeting, ICP prioritization, and funnel handoffs
• Build and own a repeatable programs reporting cadence — pipeline contribution, channel efficiency, campaign ROI — and develop a clear point of view on optimization.

Performance Objectives

30 Days — Ramp Up & Foundations

Goal: Learn the team, understand the programs, and start contributing.

• Complete system access and meet key stakeholders across growth marketing, RevOps, PMM, and Sales
• Get current on all active campaigns and programs and understand what’s live, what’s in flight, and what’s been paused or deprioritized
• Review the current campaign planning and prioritization process, team operating rhythm, and existing performance reporting
• Hold 1:1s with direct reports to understand their workload, goals, and where they feel stuck
• Audit current AI usage across the team and identify two or three high-friction tasks that are agent candidates
• Deliverables:
  • 30-day findings summary with top 3 observations and a proposed focus area for the next 90 days
  • Initial read on direct report goals, workload, and team operating norms
  • Identify and begin taking ownership of one core campaign

60 Days — Ownership & Execution

Goal: Take the wheel. Run the programs. Start building the operating system.

• Own the campaign calendar, planning and prioritization process end-to-end including cross-functional alignment and stakeholder communication
• Launch or significantly advance at least two programs with clean attribution and defined success metrics
• Establish a team operating rhythm: weekly standups, campaign status tracking, clear SLAs
• Identify one process gap in the programs function and deliver a documented fix
• Deliverables:
  • Programs portfolio snapshot: active campaigns, pipeline contribution to date, and a prioritized backlog
  • Active campaign ownership: currently running at least one campaign end-to-end as direct owner
  • Documented process improvement for at least one campaign planning, reporting, or ops gap
  • Introduce at least one AI-enabled workflow into the team's operating rhythm (brief generation, copy iteration, performance summarization, etc.)

90 Days — Impact & Growth

Goal: Demonstrate full ownership. Show what the team can do when it’s running well.

• Deliver a campaign retrospective on at least one completed program and share findings with the broader marketing team
• Lead campaigns end-to-end with clear pillar structure across prospect, partner, and customer motions
• Present a forward-looking programs roadmap to the Director of Growth Marketing: proposed campaigns, channel mix, budget allocation, and target metrics
• Show measurable improvement in at least one performance metric tied to your programs portfolio
• Build or formalize one repeatable process the team will continue using after you’ve moved past it
• Deliverables:
  • 90-day impact summary covering pipeline contribution, team health, and what you're building toward in H2
  • Programs roadmap covering proposed campaigns by pillar (prospect, partner, customer), channel mix, budget allocation, and target metrics
  • Have at least one agent running in production that saves measurable time or removes a manual step from campaign workflows

You might notice we don’t have the typical list of requirements and buzzwords here. That’s intentional.

We’re looking for proven examples from your career that show you can do this job — that you’ve built systems, driven alignment, and created impact at scale. When you look back a year from now, you’ll know you’ve made OpenSesame better, faster, and stronger because of your leadership.

Although it should go without saying (but it doesn’t), OpenSesame is an equal opportunity employer and we strive to create a welcoming, inclusive environment that celebrates diversity.

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 $130,000 and $160,000, 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. 

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.

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. 

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.

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.

www.opensesame.com/about

About the Team

The IT team at OpenSesame keeps our employees productive by providing responsive, high-quality technical support. We work across the organization to resolve issues quickly, manage systems efficiently, and continuously improve the employee technology experience. Our team values collaboration, customer focus, and reliability.

About the Job

As a Help Desk Support Specialist, you’ll be the first point of contact for resolving technical issues, managing user access, and setting up hardware and software. You’ll support employee onboarding, maintain support documentation, and help ensure smooth day-to-day operations. This role requires strong communication skills, ownership of issues through resolution, and the ability to support non-technical users in a fast-paced, primarily remote environment.

Performance-Based Objectives

Within 30 Days

• Complete onboarding and demonstrate proficiency with OpenSesame’s ticketing system, IT documentation tools, and support workflows.
• Shadow hardware and software deployment activities, including workstation setup and user account provisioning.
• Resolve at least 20 Tier 1 IT support tickets, ensuring adherence to internal documentation and defined SLA standards.

Within 60 Days

• Independently resolve an average of 15 IT support tickets per week, handling hardware, software, and login-related issues.
• Complete 100% of user account requests within one business day of receipt.
• Update at least 3 knowledge base articles internal documentation to reflect current procedures and reduce repeat support requests.

Within 90 Days

• Increase to an average of 30 resolved support tickets per week, maintaining a 90% SLA compliance rate for Tier 1 tickets.
• Lead at least one IT onboarding session for a new employee, covering essential tools and support processes.
• Identify at least one recurring technical issue, document its impact, and propose a prevention or resolution plan in collaboration with Systems Engineering where appropriate.

Within 120 Days

• Sustain an average of 50 resolved support tickets per week, balancing ticket resolution with onboarding support and documentation responsibilities, with consistent SLA adherence and positive user feedback.
• Deliver a peer training session on a key IT tool, application, or support process.
• Actively contribute to one internal IT process improvement initiative, such as refining the hardware setup checklist or enhancing the triage system.

By 6 Months

• Demonstrate full autonomy in managing Tier 1 support, including hardware/software troubleshooting and user lifecycle management.
• Serve as a backup for onboarding/offboarding duties and support escalations.
• Maintain high accuracy and completeness in logging and closing tickets in the system, and continue contributing to team knowledge-sharing and documentation.
• Maintain strong end-user satisfaction through clear, timely, and effective communication.

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. 

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. 

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.

About the Team

At OpenSesame, the Marketing team is responsible for building a modern, high-performing go-to-market engine that drives both brand awareness and pipeline growth. The team brings our story to life across channels, ensuring our value is clearly communicated and differentiated in the market.

We operate as a highly cross-functional group, partnering closely with sales, product, and leadership to deliver measurable impact. Creativity, ownership, and performance are at the core of how we work.

About the Job

We are seeking a Visual Brand Designer who will own and elevate OpenSesame’s visual identity across all channels. In this role, you will help the marketing team translate strategy into compelling creative that drives engagement, generates pipeline, and strengthens brand perception.

You will operate as both a strategic leader and hands-on creator — shaping how OpenSesame shows up in the world and ensuring consistency, quality, and performance across all brand touchpoints.

Performance Objectives

30 Days

• Complete onboarding for key tools, systems, and workflows across marketing and design. 
• Develop a strong understanding of OpenSesame’s target audience, brand style, and marketing objectives. 
• Audit existing campaigns, assets, and brand materials to identify gaps and quick wins. 
• Establish working relationships with marketing, communications, and cross-functional partners.

60 Days

• Develop a clear and compelling vision for OpenSesame’s visual brand across campaigns and channels. 
•  Begin evolving campaign creative to improve engagement and performance. 
• Ensure alignment between design output and marketing pipeline goals. 
• Deliver measurable improvements in at least one area of campaign performance or brand consistency.

90 Days

•  Develop and implement a comprehensive visual style guide and refined brand guidelines. 
•  Lead design efforts for multi-channel campaigns that drive marketing qualified leads. 
•  Establish scalable processes for creative production and asset management. 
• Identify and implement at least two process improvements or efficiencies within the design function.

Ongoing

• Continuously evolve and refine the visual brand to remain relevant and differentiated.
• Use data and performance insights to iterate on creative and improve results.
• Maintain consistency and quality across all brand touchpoints. 
• Partner cross-functionally to ensure alignment and impact.

What Success Looks Like

• OpenSesame has a clearly defined, cohesive, and scalable visual brand identity. 
• Marketing campaigns consistently drive stronger engagement and qualified leads.
• Brand consistency is maintained across all channels and teams. 
• Creative production is efficient, scalable, and aligned with business goals. 
• Cross-functional teams are aligned around a shared visual language.

You might notice we don’t list a traditional set of requirements or buzzwords here. That’s intentional.

We’re looking for proven examples from your career that show you can build brands, create scalable systems, and drive measurable marketing impact. When you look back a year from now, you’ll know you’ve elevated OpenSesame’s brand and strengthened its market presence.

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: On-target earnings for this role range between $100,000 and $135,000 per year, 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

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. 

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 Role

As a Senior Security Analyst on our Compliance team, you will play a key role in strengthening OpenSesame’s security posture in a fast-moving, high-growth environment. We’re looking for someone who brings deep technical security expertise, a proactive mindset, and the ability to turn complex risks into practical, scalable solutions.

This role spans vulnerability management, penetration testing, bug bounty operations, cloud and application security, and audit readiness. You’ll partner across Engineering, DevOps, IT, and Compliance to improve security processes, support compliance efforts, and help ensure security is built into how we work, especially as we continue evolving our approach to AI security. We’re looking for proven examples from your career that show you can do this job; that you’ve owned penetration testing programs, built vulnerability management systems, implemented security automation, and helped organizations adopt modern technologies (including AI) securely and responsibly.

You’ll be a strong fit if you’re detail-oriented, collaborative, and excited to build programs that reduce risk, improve visibility, and support safe innovation across the business.

Performance Objectives

Establish Security Ownership & Technical Depth (0–6 Months)

• Develop a comprehensive view of OpenSesame’s external attack surface, vulnerabilities, and threat landscape — integrating signals from CrowdStrike, cloud environments (AWS, GCP), and application security tooling.
• Own external penetration testing engagements end-to-end — including vendor selection, scope design, execution oversight, remediation validation, and executive reporting.
• Build and operationalize a structured vulnerability management program — partnering with DevOps, Engineering, and IT to prioritize and remediate risk effectively.
• Stand up scalable evidence collection and control mapping workflows in Drata — improving audit readiness and reducing manual effort.
• Establish strong cross-functional relationships to embed security into engineering, infrastructure, and IT workflows from the outset.

Operationalize Continuous & AI-Aware Security (6–12 Months)

• Design and implement a continuous penetration testing program that complements annual third-party testing — leveraging automation, threat modeling, and targeted validation.
• Own and mature the bug bounty program — improving signal quality, triage processes, researcher engagement, and remediation workflows.
• Lead implementation of AI security practices across internal systems and product development:
  • Apply OWASP Top 10 for LLMs / AI systems to identify and mitigate emerging risks
  • Support adoption and operationalization of ISO 42001 controls
  • Define secure usage patterns for internal AI tools and third-party AI integrations
• Partner with Product Engineering to define and enforce secure AI and application baseline requirements — ensuring security is built into system design, not retrofitted.
• Develop automations and tooling (Python, APIs, Make) to continuously collect threat intelligence, validate security baselines, and detect drift across AWS, GCP, GitHub, and SaaS platforms.
• Improve Jira and Confluence workflows to create visibility, accountability, and measurable progress across security findings and remediation.
• Provide deep technical support during audits — translating real-world implementations into clear, defensible narratives aligned with ISO 27001, ISO 27701, and ISO 42001.

Drive Security Maturity & Compliance Integration (12+ Months)

• Serve as a senior technical partner to Compliance — supporting vendor reviews, customer security questionnaires, and control design with practical, implementation-level expertise.
• Continuously improve Drata automation and evidence pipelines — moving toward near real-time compliance visibility.
• Partner with Engineering and DevOps leadership to evolve secure development practices, CI/CD security controls, and cloud security baselines.
• Establish and refine AI security governance models — balancing innovation with risk management across internal and customer-facing use cases.
• Identify systemic risks, recurring vulnerability patterns, and process inefficiencies — driving durable, organization-wide improvements.
• Contribute to long-term security strategy — aligning threat management, AI adoption, compliance requirements, and engineering velocity.

What Success Looks Like

• Penetration testing (external and continuous) is predictable, effective, and drives measurable reductions in risk.
• Vulnerabilities are prioritized intelligently and remediated within defined SLAs, with clear ownership across teams.
• The bug bounty program consistently yields high-quality findings with efficient triage and response.
• AI systems and tools are deployed with clear security guardrails aligned to OWASP AI Top 10 and ISO 42001.
• Engineering teams proactively incorporate security — including AI security — into design and development workflows.
• Audit readiness becomes continuous rather than event-driven, with strong evidence pipelines in Drata.
• Security is viewed as a strategic enabler of safe innovation, not a bottleneck.

You might notice we don’t have the typical list of requirements and buzzwords here. That’s intentional.

We’re looking for proven examples from your career that show you can do this job — that you’ve owned penetration testing programs, built vulnerability management systems, implemented security automation, and helped organizations adopt modern technologies (including AI) securely and responsibly.

When you look back a year from now, you’ll know you’ve made OpenSesame more secure, more resilient, and better positioned to innovate with confidence.

Although it should go without saying (but it doesn’t), OpenSesame is an equal opportunity employer and we strive to create a welcoming, inclusive environment that celebrates diversity.

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 $130,000 and $160,000, 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. 

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.

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.

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 Revenue Operations Team

The Revenue Operations team is the operational backbone and growth catalyst of OpenSesame. While others may see sales mechanics, we focus on something more fundamental: creating the clarity, discipline, and systems that allow revenue to scale responsibly and predictably.

We design and operate the processes, systems, and insights that connect strategy to execution — from first customer conversation through renewal. Our work ensures revenue flows efficiently, governance is strong, and customer experience remains consistent as the business grows.

We partner closely with Sales, Marketing, Customer Success, Finance, Partners, Legal, Enablement, and Business Systems to remove friction, enforce smart standards, and help teams move faster without cutting corners. This role sits at the intersection of data, process, technology, and judgment — turning complexity into momentum.

About the Sales Operations Partner – Direct Sales

The Sales Operations Partner – Direct Sales is the operational backbone of the AE motion. This role exists to bring clarity, rigor, and predictability to how revenue is generated — without slowing sellers down.

Acting as a trusted partner to Sales leadership, this role ensures the pipeline is real, the forecast is defensible, and the data tells a clear story about what’s working, what’s at risk, and where to focus next. Rather than reacting to end-of-quarter surprises, the Sales Operations Partner proactively pressure-tests assumptions, surfaces insights, and helps the business scale with confidence.

Performance Objectives

Establish Clarity and Trust (First 30 Days)

• Develop a deep understanding of the Direct Sales motion, segments, and current performance drivers.
• Build strong working relationships with Sales leadership, Enablement, SDR, Partner, Finance, and Business Systems.
• Audit pipeline health, stage integrity, forecasting accuracy, and inspection cadence.
• Assess territory design, quota coverage, and capacity assumptions.
• Identify the most significant friction points impacting seller efficiency or sales forecast reliability.
• Assess sales tech stack and utilization of tools to make recommendations to improve.
• Deliver a clear current-state assessment with prioritized recommendations.

Build Operational Rigor (60 Days)

• Establish a consistent weekly pipeline inspection and forecasting cadence with Sales leadership.
• Implement clear pipeline hygiene standards, including stage criteria, aging thresholds, and close-date discipline.
• Validate or refine territory and account assignment models.
• Deliver actionable funnel, velocity, and win-rate insights by segment and rep cohort.
• Partner with Business Systems to scope and prioritize CRM and workflow improvements.
• Align with Enablement on changes requiring seller communication or reinforcement to drive best practice process and tool adoption.

Establish Strong Operating Foundations (First 60–90 Days)

• Own pipeline health, stage integrity, and inspection standards across the Direct Sales motion.
• Lead a consistent forecasting cadence with Sales leadership, surfacing risk early and pressure-testing assumptions.
• Stabilize territory design, account assignments, and quota coverage.
• Audit CRM workflows and reporting to identify the highest-impact opportunities to reduce seller friction.

Scale Predictability and Impact (90+ Days)

• Consistently audit lead and opportunity adoption, pipeline health and forecast accuracy to provide timely coaching, boost forecast accuracy and enable confidence in numbers for Finance forecasting practice. 
• Assess territory, quota, and coverage framework aligned to growth plans. Make recommendations to improve if required.
• Surface repeatable insights on ICP fit, deal quality, and conversion drivers.
• Establish durable reporting and inspection views trusted by Sales leadership.
• Create feedback loops to Marketing, Product, and Enablement based on field data.
• Be viewed by Sales leadership as a trusted operational partner

Drive Predictability and Insight (3–6 Months)

• Deliver clear, defensible forecasts trusted by Sales leadership and Finance.
• Provide actionable insights on funnel performance, win rates, velocity, and deal quality by segment and rep cohort.
• Diagnose performance gaps rooted in process, ICP fit, coverage, or deal quality — not coaching.
• Partner with SDR Ops and Analytics to refine ICP definitions, account fit, and lead-to-opportunity handoffs.
• Translate field insights into concrete recommendations for Marketing, Product, and Enablement.

Scale and Optimize the Revenue Engine (6+ Months)

• Own and evolve territory, quota, and capacity frameworks aligned to quarterly and annual planning cycles.
• Maintain durable reporting and inspection views that support planning and decision-making.
• Continuously improve CRM systems and workflows in partnership with Business Systems, ensuring adoption and seller trust.
• Serve as a long-term operational partner to Sales leadership, balancing speed with discipline as the business scales.

You might notice we don’t have the typical list of requirements and buzzwords here. That’s intentional.

We’re looking for proven examples from your career that show you can do this job — that you’ve built systems, driven alignment, and created impact at scale. When you look back a year from now, you’ll know you’ve made OpenSesame better, faster, and stronger because of your leadership.

Although it should go without saying (but it doesn’t), OpenSesame is an equal opportunity employer and we strive to create a welcoming, inclusive environment that celebrates diversity.

Location: This position can be located anywhere in the U.S. All positions will require up to 15 days of travel per year for company-wide events (typically January, May, September). 

Performance Driven: We’re looking for self-starters with a track record of follow-through, curiosity, and results. We don’t hire based on a checklist — we hire for potential, drive, and evidence of performance. If you’re motivated to learn, comfortable with experimentation, and excited about how technology can make sales more human, you’ll fit right in. 

Compensation: On-target earnings for this role range between $100,000 and $120,000 per year, depending on experience, which includes base salary and variable incentive compensation based on performance. At OpenSesame, we offer a comprehensive benefits package to employees upon hire, including 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. 

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.

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 

OpenSesame is entering a new phase of growth — evolving from a product-led to a multi-product, AI-enhanced SaaS company. The Sales Development (SDR) team sits at the forefront of this transformation. As our Sales Development Manager you’ll lead the team that fuels our outbound pipeline, engages in meaningful conversations with L&D and HR leaders, and sets the standard for what modern, human-centered, AI-powered outbound looks like.

About the Role 

This role is about more than managing activity. You’ll scale a predictable outbound engine, develop future sales talent, and redefine how OpenSesame connects with the market — through a balance of technology, creativity, and empathy.

You’ll blend strategy and execution, building an SDR function that leverages AI tools to enhance research, messaging and timely coaching, while keeping the human touch at the heart of every interaction. You will work closely with Marketing, Partners, Sales, Enablement and RevOps, to turn insight into action — driving pipeline growth, process consistency, and professional development across the team.

Reporting to the Director of GTM Operations, this is a highly visible leadership role with a direct impact on pipeline, revenue and GTM innovation.

Performance Objectives 

First 30 Days - Orientation & Assessment

• Build a foundational understanding of OpenSesame’s go-to-market strategy, ideal customer profiles, and competitive landscape.
• Audit existing SDR processes, messaging, and cadences across Gong Engage, Salesforce, and ZoomInfo.
• Assess SDR performance metrics (activity → meeting, meeting → opportunity, velocity) and identify key bottlenecks.
• Conduct 1:1s with every SDR, AE, and cross-functional partner to understand strengths, challenges, and development goals.
• Deliver a baseline performance report and outline 2–3 high-impact quick wins to drive immediate improvement.
• Outline an execution plan for automated inbound management.

Success by Day 30: Clear SDR performance baseline, planned approach for early optimizations, and a 10+% improvement in activity-to-meeting conversion through data-driven tweaks and workflow efficiency.

By 60 Days - Optimization & Team Enablement

• Launch the first version of the AI-Enhanced Outbound Playbook, integrating tools like Gong Engage, Qualified, Clay, ZoomInfo and ChatGPT Enterprise to automate research, personalization drafts, lead qualification and post-call notes.
• Coach SDRs on balancing automation with authentic outreach, reinforcing high-quality engagement and messaging consistency.
• Partner with Marketing to launch 2–3 account-based outbound campaigns targeting top verticals and / or target account lists.
• Engage with our Partner organization to improve and enhance our Partner lead processes
• Establish a weekly coaching rhythm using Gong analytics, call reviews, and performance dashboards to ensure feedback is timely and impactful.
• Optimize existing dashboards that track inbound and outbound conversion, pipeline creation, and ROI in real time.
• Establish a closed loop feedback process for capturing seller and sales leader insights in order to continuously improve SDR support.

Success by Day 60: SDRs are operating with greater precision and confidence, with 5-7% improvement in meeting-to-opportunity conversion rates, and new playbook adoption exceeding 90%. 

By 90 Days - Predicable Performance & Team Development

• Drive the SDR team to 100% attainment of monthly qualified opportunity targets, with top performers achieving full quota.
• Partner with AEs and RevOps to refine qualification criteria and improve lead handoffs.
• Refine account-based outbound campaigns and create campaign strategy framework for upcoming quarter in partnership with Marketing.
• Introduce a development framework for SDR → AE progression, identifying high-potential talent for future roles.
• Implement consistent reporting to the business demonstrating SDR impact on pipeline / revenue while providing analysis on MQL quality to improve Marketing ROI. 
• Strengthen remote team culture through consistent rituals — call-of-the-week breakdowns, win shares, and transparent leaderboard recognition.

Success by Day 90: A confident, data-driven SDR team operating with rhythm and accountability, contributing predictable pipeline and demonstrating measurable skill growth.

By 180 Days - Scale & Systematize

• Institutionalize a repeatable Outbound Operating System — including training guides, cadences, and KPI dashboards — to support new hire ramp and predictable team performance.
• Achieve full team quota attainment (100%+ of sales qualified targets).
• Improve overall outbound conversion rates by 10%+ over baseline through targeted messaging, data refinement, and coaching.
• Develop and document best practices for AI-assisted prospecting, ensuring consistency in quality and tone across the team.
• Partner with Marketing to align outbound campaigns with product launches, develop top-of-mind thought leadership and improve campaign strategy.
• Launch seller satisfaction survey framework to capture seller feedback on SDR performance

Success by Day 180: A fully optimized outbound function that blends automation and authenticity, with measurable improvements in pipeline quality, velocity, and conversion efficiency.

Ongoing – Leadership, Growth & Continuous Improvement

• Build a high-performance culture of accountability, curiosity, and career growth with proper incentive plans to support.
• Continuously refine outbound strategies based on performance data and market shifts.
• Promote SDRs into AE or other roles, building a visible talent pipeline across the revenue organization.
• Collaborate cross-functionally to ensure outbound insights shape company-wide targeting and messaging.
• Champion a balance of human connection and AI innovation in everything the team does.

12-Month Success Snapshot:

• SDR team consistently achieving 110% of pipeline creation targets.
• New hires consistently achieve 100% quota by month 3.
• 25–30% improvement in outbound conversion rates year over year.
• A well-documented, scalable outbound system embedded across GTM teams.
• Visible talent progression, with multiple SDR-to-AE promotions.
• A reputation for excellence, creativity, and modern outbound leadership

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 $110,000 and $119,000, depending on experience, and is bonus eligible. On-target earnings (OTE) range from $157,000 to $170,000. 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.

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.

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 Job

We are seeking a strong, organized IT leader who wants to take an existing helpdesk and sysadmin organization and elevate them from reactive support to a proactive, process-driven internal service organization.

This is a working manager role for someone who thrives at the intersection of:

• People leadership and coaching
• Project and roadmap ownership
• Process design and operational rigor
• Security-minded systems thinking

A key priority for this role is establishing a reliable, automated, and audit-ready employee onboarding and offboarding program that works flawlessly across departments. This leader will bring structure, accountability, and measurable improvement to IT operations while developing a high-performing team.

Performance Objectives:

In your first 90 days, you will be getting the lay of the land with both your teams and OpenSesame. Success at 90 days means you have clarity on gaps, a prioritized roadmap, and early momentum toward operational improvements.

• People:
  • Build strong relationships with team members and understand career goals.
  • Assess strengths, skill gaps, and coaching opportunities.
  • Understand your team’s process and how people work together.
  • Participate in regular team workflows to gain hands-on context.
  • Get to know your peers in compliance, engineering and across the company.
• Product:
  • Gain hands-on familiarity with core IT tools and workflows.
  • Develop a reasonable understanding of the company tool ecosystem and ensure documentation is up to date.
  • Ride along with a vendor evaluation and/or renewal
  • Coach team members in collectively owning their work.
  • Audit the current onboarding/offboarding process end-to-end.
• Process:
  • Review the team productivity and quality metrics and OKRs.
  • Assess helpdesk SLAs, ticket workflows, and project intake.
  • Identify bottlenecks, documentation gaps, and automation opportunities.
  • Develop a 6–12 month improvement roadmap.
  • Take the reins for the process overall and evolve it further.
  • Propose a structured, cross-functional onboarding/offboarding framework.

Within 6 months, your team is aligned, projects are moving predictably, and onboarding/offboarding is measurably improving.

• People:
• Develop senior team members into player-coaches.
• Establish clear ownership areas within the team.
• Improve visibility into team workload and capacity.
• Collaborate with compliance and engineering to have a shared security stance vision.
• Communicate about complex migrations with groups, potentially the entire company, at a high level of quality.
• Product:
• Own the IT project roadmap and prioritization process.
• Lead cross-functional IT initiatives (e.g., migrations, security improvements, system rollouts).
• Own 2-3 Vendor relationships.
• Begin to quantify vendor evaluation needs based on data.
• Collaborate and advocate for your vision for the project roadmap and priorities.
• Process:
• Own the application authentication stance for the company.
• Prioritize automation over hands-on action in more critical systems.
• Create disaster recovery processes for critical systems.
• Launch ongoing process improvement experiments backed by data.
• Implement measurable KPIs for onboarding/offboarding efficiency and accuracy.

By the end of your first year, you will have established yourself as a relied upon partner to most teams in OpenSesame and are working, often behind the scenes, for your team to keep them productively supporting all of the company's initiatives. IT runs with clarity and discipline.

• IT operates as a proactive partner, not just a service desk.
• You consistently understand team health, performance, and development needs.
• The team demonstrates ownership, accountability, and continuous improvement.
• Onboarding/offboarding is automated, documented, and audit-ready.
• Authentication and access management follow defined standards.
• Vendor spend and risk decisions are data-driven.
• Learning always, improving constantly.
• You are a trusted cross-functional partner influencing company-wide initiatives.

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.

About the Role

Our growth marketing team is the engine behind pipeline, and we're looking for someone who sits at the intersection of campaign operations and AI to help us create better experiences for our prospects and customers, faster and more effectively.

This role owns the execution layer: you are the owner of our email channel – operations, performance, deliverability, and compliance – alongside campaign builds, database health, and the workflows that connect it all. You'll use AI to streamline execution, personalize interactions, and build workflows the whole team benefits from, making every touchpoint more relevant and timely at scale. Your work ensures a seamless experience for prospects, reliable data to inform future decisions, and full activation of our growing database. 

This role is ideal for someone who geeks out on how marketing operations actually works and gets genuinely excited about what AI makes possible. You're already hands-on with tools like Claude, ChatGPT, and HubSpot Breeze, and you have opinions about them. You care about the experience on the other end of every email you send, you're energized by building systems that scale, and you thrive in a team that moves fast and values impact. You'll work with best-in-class tools including HubSpot, Salesforce, Qualified, Clay, and Asana – and you'll bring the curiosity and drive to push what's possible with all of them.

Performance Objectives

30 Days — Ramp Up & Foundations
Goal: Learn the systems, understand the team's work, and start contributing to execution.

• Complete onboarding and gain access to all systems (HubSpot, SFDC, Asana, Claude, Qualified, ChatGPT, etc.)
• Meet key stakeholders across growth marketing, RevOps, sales, and GTM ops; join campaign status meetings and begin contributing
• Review current email governance standards, segmentation logic, compliance requirements (GDPR, CAN-SPAM), and baseline email performance metrics
• Shadow and support 2–3 live campaigns across email, webinar, and event channels
• Audit HubSpot — workflow organization, campaign folder hygiene, and AI features currently activated vs. available (including Breeze)
• Review lead lifecycle stages, scoring model, UTM tracking framework, and campaign reporting structure
• Deliverables:
• Baseline email health report covering deliverability, list quality, and performance trends
• HubSpot AI audit — summary of features available vs. in use, with top 3 recommendations
• List of recommended workflow or automation improvements based on initial audit
• Propose one AI use case for campaign ops or QA efficiency to test in the next 60 days

60 Days — Ownership & Execution
Goal: Take ownership of recurring processes, execute independently, and begin applying AI in your workflow.

• Independently own the build, QA, and launch of 3+ campaigns across email, webinar, event, or partner channels
• Own email operations end-to-end — segmentation, sends, deliverability monitoring, compliance, and performance reporting
• Map and document current campaign ops processes — intake, build, QA, and launch — for at least two recurring campaign types
• Build and launch your first agent
• Draft a structured intake checklist and Asana template for campaign requests
• Contribute optimization ideas based on email performance data — segmentation, timing, subject lines, CTAs
• Deliverables:
• 3+ campaigns launched independently with clean attribution
• Email performance report with optimization recommendations
• Documented campaign ops process for at least two campaign types
• First agent live in HubSpot. Claude or other tooling, with a brief summary of what it does and the time it saves

90 Days — Impact & Growth
Goal: Demonstrate full autonomy, improve systems meaningfully, and deliver something that moves a metric.

• Own the email channel end-to-end — including a defined testing roadmap and ongoing performance optimization
• Build and launch at least one AI-powered nurture sequence with improved personalization or segmentation tied to a specific funnel stage or ICP segment
• Lead a campaign retrospective using a HubSpot dashboard you've built — share findings and recommendations with the marketing team
• Contribute at least one documented, scalable workflow to the team's shared AI playbook
• Partner with relevant stakeholders to finalize and socialize an org-wide campaign intake and ops process
• Deliverables:
• Documented email testing roadmap and performance recap
• AI-powered nurture sequence live, with engagement results vs. baseline
• HubSpot-based campaign report shared with the marketing team
• One documented AI workflow added to the shared team playbook

You might notice we don’t have the typical list of requirements and buzzwords here. That’s intentional.

We’re looking for proven examples from your career that show you can do this job — that you’ve built systems, driven alignment, and created impact at scale. When you look back a year from now, you’ll know you’ve made OpenSesame better, faster, and stronger because of your leadership.

Although it should go without saying (but it doesn’t), OpenSesame is an equal opportunity employer and we strive to create a welcoming, inclusive environment that celebrates diversity.

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 $100,000 and $115,000, 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. 

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.

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 Revenue Operations Team

The Revenue Operations team is the operational backbone and growth catalyst of OpenSesame. While others may see sales mechanics, we focus on something more fundamental: creating the clarity, discipline, and systems that allow revenue to scale responsibly and predictably.

We design, operate and automate the processes, systems, and insights that connect strategy to execution — from first customer conversation through renewal. Our work ensures revenue flows efficiently, governance is strong, and customer experience remains consistent as the business grows.

We partner closely with Sales, Marketing, Customer Success, Partner, Finance, Legal, Enablement, and Business Systems to remove friction, enforce smart standards, and help teams move faster without cutting corners.

About the Deal Desk Analyst

The Deal Desk Analyst is a critical partner to Sales and Go-To-Market teams, responsible for accelerating deal velocity while protecting margin, ensuring policy compliance, and improving forecast accuracy.

This role exists to remove friction from selling. You’ll support deals across the quote-to-cash lifecycle, helping sellers close complex opportunities faster while maintaining pricing discipline and clean execution. Success in this role is defined by faster approvals, cleaner deals, fewer escalations, and higher seller confidence — not volume of activity.

Performance Objectives

Establish Strong Deal Execution (First 30 Days)

• Become fully operational and independently support standard new business, expansion, and renewal deals.
• Validate pricing, discounts, approvals, and required documentation within defined SLAs.
• Route and track approvals accurately, maintaining complete and audit-ready CRM and CPQ records.
• Build strong working relationships with Sales, Partners, Finance, and Customer Success.

Sustain Speed and Discipline (60 Days)

• Handle increased deal volume independently without becoming a bottleneck.
• Enforce pricing and approval guardrails consistently across deal types.
• Identify deal risks earlier to reduce last-minute escalations.
• Track deal cycle times, exceptions, and execution bottlenecks.
• Partner cross-functionally to structure deals that protect margin and accelerate close.
• Proactively identify top issues causing friction in the sales process and present proposed solutions that will drive efficiency and speed to close. 

Scale Predictability and Efficiency (90+ Days)

• Maintain consistent deal turnaround times with minimal oversight.
• Reduce manual effort through standardization, automation, and AI-assisted validation.
• Provide clean exception and bottleneck data to inform process and system improvements.
• Support adoption of new workflows, tools, and AI automation enhancements.
• Maintain high data accuracy to support billing, forecasting, and audits.
• Build process documentation to outline existing process and train Sellers on best practices; includes continued enablement regarding policy changes and new tools or automation enhancements

What Success Looks Like

• Deals move through approval quickly and predictably, even during peak periods.
• Sellers trust Deal Desk as a partner that helps them win — not a blocker.
• Pricing, discounting, and approvals are consistently enforced with minimal escalation.
• Deal data is clean, complete, and audit-ready, reducing post-booking corrections.
• Manual effort decreases over time as automation and standard workflows are adopted.
• Leadership has clear visibility into deal health, approval friction, and margin risk.

You might notice we don’t have the typical list of requirements and buzzwords here. That’s intentional.

We’re looking for proven examples from your career that show you can do this job — that you’ve built systems, driven alignment, and created impact at scale. When you look back a year from now, you’ll know you’ve made OpenSesame better, faster, and stronger because of your leadership.

Although it should go without saying (but it doesn’t), OpenSesame is an equal opportunity employer and we strive to create a welcoming, inclusive environment that celebrates diversity.

Shift: Working hours are aligned to U.S. Central Daylight Time (CDT), with core hours 7:30 pm–3:30am IST.

Location: This position can be located anywhere in India. All positions will require up to 15 days of travel per year for company-wide events (typically January, May, and September). 

Performance Driven: We’re looking for self-starters with a track record of follow-through, curiosity, and results. We don’t hire based on a checklist — we hire for potential, drive, and evidence of performance. If you’re motivated to learn, comfortable with experimentation, and excited about how technology can make sales more human, you’ll fit right in. 

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.

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 Revenue Operations Team

The Revenue Operations team is the operational backbone and growth catalyst of OpenSesame. While others may see sales mechanics, we focus on something more fundamental: creating the clarity, discipline, and systems that allow revenue to scale responsibly and predictably.

We design, operate and automate the processes, systems, and insights that connect strategy to execution — from first customer conversation through renewal. Our work ensures revenue flows efficiently, governance is strong, and customer experience remains consistent as the business grows.

We partner closely with Sales, Marketing, Customer Success, Partner, Finance, Legal, Enablement, and Business Systems to remove friction, enforce smart standards, and help teams move faster without cutting corners.

About the Deal Desk Analyst

The Deal Desk Analyst is a critical partner to Sales and Go-To-Market teams, responsible for accelerating deal velocity while protecting margin, ensuring policy compliance, and improving forecast accuracy.

This role exists to remove friction from selling. You’ll support deals across the quote-to-cash lifecycle, helping sellers close complex opportunities faster while maintaining pricing discipline and clean execution. Success in this role is defined by faster approvals, cleaner deals, fewer escalations, and higher seller confidence — not volume of activity.

Performance Objectives

Establish Strong Deal Execution (First 30 Days)

• Become fully operational and independently support standard new business, expansion, and renewal deals.
• Validate pricing, discounts, approvals, and required documentation within defined SLAs.
• Route and track approvals accurately, maintaining complete and audit-ready CRM and CPQ records.
• Build strong working relationships with Sales, Partners, Finance, and Customer Success.

Sustain Speed and Discipline (60 Days)

• Handle increased deal volume independently without becoming a bottleneck.
• Enforce pricing and approval guardrails consistently across deal types.
• Identify deal risks earlier to reduce last-minute escalations.
• Track deal cycle times, exceptions, and execution bottlenecks.
• Partner cross-functionally to structure deals that protect margin and accelerate close.
• Proactively identify top issues causing friction in the sales process and present proposed solutions that will drive efficiency and speed to close. 

Scale Predictability and Efficiency (90+ Days)

• Maintain consistent deal turnaround times with minimal oversight.
• Reduce manual effort through standardization, automation, and AI-assisted validation.
• Provide clean exception and bottleneck data to inform process and system improvements.
• Support adoption of new workflows, tools, and AI automation enhancements.
• Maintain high data accuracy to support billing, forecasting, and audits.
• Build process documentation to outline existing process and train Sellers on best practices; includes continued enablement regarding policy changes and new tools or automation enhancements

What Success Looks Like

• Deals move through approval quickly and predictably, even during peak periods.
• Sellers trust Deal Desk as a partner that helps them win — not a blocker.
• Pricing, discounting, and approvals are consistently enforced with minimal escalation.
• Deal data is clean, complete, and audit-ready, reducing post-booking corrections.
• Manual effort decreases over time as automation and standard workflows are adopted.
• Leadership has clear visibility into deal health, approval friction, and margin risk.

You might notice we don’t have the typical list of requirements and buzzwords here. That’s intentional.

We’re looking for proven examples from your career that show you can do this job — that you’ve built systems, driven alignment, and created impact at scale. When you look back a year from now, you’ll know you’ve made OpenSesame better, faster, and stronger because of your leadership.

Although it should go without saying (but it doesn’t), OpenSesame is an equal opportunity employer and we strive to create a welcoming, inclusive environment that celebrates diversity.

Location: This position can be located anywhere in the U.S. All positions will require up to 15 days of travel per year for company-wide events (typically January, May, September). 

Performance Driven: We’re looking for self-starters with a track record of follow-through, curiosity, and results. We don’t hire based on a checklist — we hire for potential, drive, and evidence of performance. If you’re motivated to learn, comfortable with experimentation, and excited about how technology can make sales more human, you’ll fit right in. 

Compensation: On-target earnings for this role range between $80,000 and $90,000 per year, depending on experience, which includes base salary and variable incentive compensation based on performance. At OpenSesame, we offer a comprehensive benefits package to employees upon hire, including 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. 

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.

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

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.

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.

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.

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 OpenSesame Sales Development team is the outbound growth engine of the company — fueling conversations that help organizations transform learning and development. We collaborate, experiment, and constantly learn from each other in a high-performance, team-oriented environment that blends data, curiosity, and authenticity.

What makes our Sales Development team unique:

• We invest deeply in both professional and personal growth.
• We are lifelong learners, passionate about making work and learning easier for our customers.
• We measure success by the success of our prospects and customers.
• We operate with the mindset of owners — grounded in honesty, integrity, and accountability.
• We do the right thing, even when it’s the hard thing.
• We communicate the value of OpenSesame with clarity and empathy — always with the customer’s success at the center.
• We believe in the power of teamwork — supporting each other through peer coaching, shared insights, and collaborative problem-solving so the entire team gets better together.

About the Role

We’re seeking a driven, curious, and tech-savvy Sales Development Representative to join our growing team. This role is ideal for someone looking to build a long-term career in B2B SaaS sales while being part of a forward-thinking team that uses AI and automation to work smarter, not harder.

As an SDR, you’ll partner closely with Account Executives to design and execute strategic outbound prospecting campaigns that create meaningful, qualified conversations with HR, Learning, and Talent leaders across the globe. You’ll learn how to balance automation with authenticity — using cutting-edge tools like Gong Engage, Qualified, ZoomInfo Co-pilot, LinkedIn Sales Navigator, and ChatGPT Enterprise to drive outbound excellence.

You’ll master the art of personalized, data-informed outreach while leveraging automation to focus on what really matters: connecting with people and helping them solve real business challenges.

Performance Objectives: 

Within 30 Days:

• Complete OpenSesame’s Sales Development onboarding and training program.
• Learn how OpenSesame goes to market and become familiar with our products, industry, and ideal customer profile (ICP).
• Demonstrate mastery of OpenSesame’s core messaging and discovery framework through live call certification or mock calls with manager.”
• Shadow peers and participate in Gong Engage call reviews to learn what world-class conversations sound like.
• Collaborate with your Account Executive to build your strategic account list and understand your territory plan.

Within 60 Days:

• Begin executing account-based outbound strategies that align with Marketing campaigns and AE priorities.
• Use tools like Gong Engage, Qualified, ZoomInfo Co-pilot, and LinkedIn Sales Navigator to research accounts, identify key stakeholders, and personalize outreach.
• Apply AI-assisted workflows to automate research and first-pass messaging — while maintaining genuine personalization in calls and emails.
• Meet or exceed your ramp goals for meetings set and activities completed.

Within 90 Days:

• Consistently meet or exceed daily and weekly activity goals for calls, personalized emails, and meaningful conversations; includes building personalized outreach flows with a multi-channel approach.
• Maintain accurate records of all prospecting activity, contacts, and lead statuses within Salesforce.
• Use Gong analytics to self-assess and improve call performance.
• Collaborate closely with your AE to drive high-quality handoff, resulting in achieving benchmark conversion from meeting to SAL and measurable pipeline creation.
• Provide valuable feedback to Marketing stakeholders on inbound lead quality and campaign messaging.

Within 120 Days:

• Earn your OpenSesame Sales Development Certification by demonstrating mastery of messaging, product knowledge, and process.
• Achieve full quota attainment for meetings set and influenced pipeline.
• Build trusted relationships with Account Executives through consistent, high-quality collaboration.
• Contribute to outbound innovation by sharing insights, testing new messaging approaches, and helping refine the SDR AI playbook.

Location: This position can be located anywhere in the U.S. All positions will require up to 15 days of travel per year for company-wide events (typically January, May, September). 

Performance Driven: We’re looking for self-starters with a track record of follow-through, curiosity, and results. We don’t hire based on a checklist — we hire for potential, drive, and evidence of performance. If you’re motivated to learn, comfortable with experimentation, and excited about how technology can make sales more human, you’ll fit right in. 

Compensation: On-target earnings for this role range between $78,000 and $82,500 per year, depending on experience, which includes base salary and variable incentive compensation based on performance. At OpenSesame, we offer a comprehensive benefits package to employees upon hire, including 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. 

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.

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 Partners Team plays a critical role in extending that impact. We build and scale mutually beneficial relationships with leading LMSs, LXPs, HR platforms, and technology partners that distribute, bundle, or refer to OpenSesame's enterprise learning solutions globally. Our mandate is to create a scalable, tiered partner ecosystem that fuels indirect revenue, amplifies partner-led go-to-market motions, and delivers a world-class partner experience.

As Director of Strategic Partnerships, you will act as the architect and leader of this ecosystem, connecting strategy to execution, partners to product, and opportunity to revenue. You are a hands-on, player/coach leader who builds systems, drives outcomes, and leads by example.

You will define and evolve OpenSesame’s partner strategy, lead a global team of Strategic Partner Managers, own the programmatic maturity of the partner ecosystem, and serve as an executive-level partner to both internal leaders and external stakeholders.

This role requires approximately 25% travel to support partner relationships, executive collaboration, and industry presence.

Performance Objectives

Establish Strategic Clarity & Ecosystem Understanding (0–60 Days)

• Build deep working knowledge of OpenSesame’s partner ecosystem by meeting with the top 30 partners to understand their business models, goals, performance metrics, and integration requirements.
• Review existing partner processes, systems, reporting, and playbooks to identify scalability gaps and execution friction.
• Develop strong relationships with Strategic Partner Managers by observing partner touchpoints, including QBRs, enablement sessions, and joint planning meetings.
• Gain fluency in OpenSesame’s value proposition, competitive positioning, and integration approaches — including tradeoffs across different partner requirements.

Drive Program Insight & Early Impact (60–90 Days)

• Conduct and present a comprehensive SWOT analysis of the partner program, identifying growth blockers, operational inefficiencies, risks, and expansion opportunities.
• Define the critical path for ecosystem growth aligned to OpenSesame’s 30%+ annual revenue targets.
• Begin contributing individually to high-impact partner engagements, including QBRs and strategic planning sessions.
• Review and evaluate partner tiering, incentives, joint value propositions, and performance metrics to assess alignment with long-term strategy.
• Lead executive-level partner meetings, onsite visits, and strategic presentations.
• Establish clear expectations, goals, and communication cadences with your global team.
• Demonstrate early improvements in partner contribution metrics, including sourced revenue, influenced revenue, partner satisfaction, and depth of collaboration.
• Act as a trusted contributor to the Senior Management Team, helping refine OKRs, inform strategy, and represent the partner ecosystem across the business.

Scale the Partner Operating System (90–180 Days)

• Deliver a comprehensive three-year partner ecosystem strategy, outlining revenue milestones, GTM alignment, resourcing needs, operational improvements, and partner experience enhancements.
• Present cross-functional recommendations to Sales, Marketing, Product, and Operations to unlock partner-led growth.
• Launch key initiatives to evolve the partner program, such as improved onboarding workflows, refined partner tiers, enhanced enablement, and optimized operating processes.
• Establish a scalable partner governance model covering roadmap visibility, escalation paths, joint planning, and communication cadences.
• Build and launch internal and external partner reporting systems that track performance, pipeline, onboarding, enablement, and strategic outcomes.
• Optimize and operationalize the Partner Playbook to document best practices for forecasting, escalations, enablement, and partner management.
• Demonstrate measurable improvements in indirect pipeline contribution, funnel conversion, and partner engagement.
• Collaborate with Partner Operations to define scoring rubrics and threshold criteria for future partner tiers.

Deliver Sustained Ecosystem Growth (12+ Months)

• Serve as the executive owner for OpenSesame’s most strategic partners, leading roadmap alignment, joint business planning, and high-impact GTM initiatives.
• Drive ecosystem-led revenue growth through mature partnership models, strong executive relationships, and repeatable partner motions.
• Demonstrate sustained improvements in partner satisfaction, revenue contribution, and long-term collaboration depth.
• Lead complex partnership opportunities end-to-end, including structuring partnership models, executive negotiations, onsite engagements, and strategic presentations.
• Continue evolving the partner ecosystem to support OpenSesame’s global scale, product strategy, and long-term growth.

What Success Looks Like

• Partners consistently generate meaningful sourced and influenced revenue.
• The partner ecosystem operates with clarity, repeatability, and strong executive trust.
• Strategic partners see OpenSesame as a core, long-term growth partner.
• Internal teams experience strong alignment and confidence in partner-led GTM motions.
• The partner program scales with structure, accountability, and measurable impact.

You might notice we don’t list a traditional set of requirements or buzzwords here. That’s intentional. We’re looking for proven examples from your career that show you can build systems, lead teams, scale ecosystems, and drive results.

When you look back a year from now, you’ll know you’ve made OpenSesame stronger, faster, and more scalable because of the partner organization you built and led.

Location: This is a remote role open to candidates based in the United States or Canada. OpenSesame is a remote-first company, and this position requires approximately 25% travel for partner engagements, senior leadership collaboration, industry and team events.

Compensation: The base salary for this position typically ranges from $180,000 to $200,000 USD annually, depending on experience. This role is also eligible for up to a 30% bonus. 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. 

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.

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.