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.

OpenSesame

Health Insurance

Equity / Stock Options

Paid Time Off

401k / Pension

Professional Development

While it appears to most people that we just sell training courses (over 50,000 of them), what we really offer is the opportunity for companies to upgrade the skills of each of their employees and reinvent their workforce in an AI world. 

We have strategic partnerships with 150+ Global 2000 companies who rely on our training programs to develop the world's most productive and admired workforces. Now we are building what comes next. 

Our Workforce Reinvention team is at the forefront of driving efficiency and innovation across OpenSesame. We operate in an agile, continuously improving environment focused on optimizing workflows and empowering internal teams through practical automation and AI-driven solutions. 

The team partners closely with non-technical business groups including Sales, Marketing, and Finance to build scalable systems that reduce operational toil and accelerate productivity across the enterprise.

The Workforce Reinvention – AI Engineer will help scale modular tools, intelligent workflows, and production-grade Retrieval-Augmented Generation (RAG) systems that support internal business operations. This person will serve as a pragmatic builder who consistently selects the most efficient solution for each challenge, whether through system integrations, lightweight scripting, reusable automation components, or custom AI agents.

The role will focus initially on maturing existing AI proofs-of-concept into reliable production systems while establishing engineering rigor through Test-Driven Development (TDD), CI/CD automation, infrastructure-as-code practices, and operational monitoring. 

Success in this role will require strong partnership with internal “AI Champions” across departments to create reusable automation capabilities that empower teams to safely self-serve and scale intelligent workflows across OpenSesame.  

30 Days — Onboarding, Context, and First Contribution

Develop a comprehensive understanding of the current Workforce Reinvention architecture, codebase, deployment pipeline, and existing AI proofs-of-concept while building strong working relationships with AI Champions in Sales, Marketing, and Finance.

Within the first month, successfully contribute and deploy a small but meaningful workflow improvement, automation script, or enhancement to an active internal tool while demonstrating the ability to operate within the team’s TDD and CI/CD practices and release processes.

60 Days — Production Launch & Component Foundations

Take ownership of deploying a production-grade RAG workflow or intelligent internal tool built from a previously validated concept, ensuring the solution is stable, maintainable, and valuable to internal stakeholders. 

Partner closely with AI Champions to identify and prioritize workflow bottlenecks while beginning to establish reusable modular automation blocks and standardized development patterns that form the foundation of a scalable enterprise component library.

90 Days — Engineering Rigor & Pipeline Optimization

Lead improvements to the CI/CD pipeline that significantly reduce manual deployment steps, improve release reliability, and accelerate software delivery across automation initiatives.

Begin implementing infrastructure-as-code practices using tools such as Terraform while introducing robust monitoring, logging, and observability standards that improve system reliability, track operational costs, and support a target uptime of 99.9% for critical internal automation APIs and workflows.

6 Months — The Scalable Automation Ecosystem

Fully establish and maintain a reusable component library that enables rapid deployment of AI-driven and traditional automation workflows across multiple business units while empowering AI Champions to safely self-serve and scale departmental solutions independently. 

Create a sustainable operational model where engineering maintains stable infrastructure, automated testing eliminates operational toil, documentation supports non-technical users, and intelligent workflows become a dependable force multiplier across the organization.

Successfully turns experimental AI ideas into scalable production systems that improve operational efficiency across OpenSesame.

Builds reliable, maintainable automation frameworks that internal teams can confidently use and expand on.

Becomes a trusted technical partner to AI Champions and helps create a scalable automation ecosystem that increases productivity across the company.

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.

: 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. 

: 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.

The salary for this role range between $150,000 - $170,000  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.

: 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. 

: 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.

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

 or the California Attorney General's website.

 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

Travel Required

OpenSesame is seeking an AI Engineer for their Workforce Reinvention team to build and scale production-grade RAG systems and intelligent workflows. The role focuses on maturing AI proofs-of-concept into reliable systems using TDD, CI/CD, and Terraform to drive enterprise-wide productivity. This is a remote-first position based in the United States.

Workforce Reinvention 

Remote

AI Engineer — Workforce Reinvention

Full Time

While it appears to most people that we just sell training courses (over 50,000 of them), what we really offer is the opportunity for companies to upgrade the skills of each of their employees and reinvent their workforce in an AI world. We have strategic partnerships with 150+ Global 2000 companies who rely on our training programs to develop the world's most productive and admired workforces. Now we are building what comes next. 

The Data Engineering Lead will guide a lean and focused data engineering team. The team’s mission is to build and scale an AI-ready data foundation that enables reliable analytics, operational reporting, governance, and future AI initiatives across the company. 

This role partners closely with analysts, business leaders, platform teams, and data consumers company-wide to improve accessibility, trust, and usability of enterprise data assets.

This role owns the Data Governance & Accessibility program and serves as the technical leader responsible for designing scalable data architecture, improving pipeline reliability, mentoring data engineers, and enabling analysts through robust, specialized data solutions. Success in this role requires balancing hands-on technical leadership with strategic planning, cross-functional influence, and operational excellence.

Develop a comprehensive understanding of OpenSesame’s current data ecosystem, governance practices, reporting dependencies, and analyst workflows. 

Conduct a full assessment of existing pipelines, warehouse architecture, data quality gaps, lineage visibility, and AI-readiness constraints.

Establish working relationships with analytics stakeholders across departments and create a prioritized roadmap for improving governance, accessibility, and platform scalability while aligning the two-person engineering team around delivery standards and operating rhythms.

Design and begin implementing the foundational architecture for an AI-ready data platform, including standardized ingestion patterns, governance controls, metadata management, and scalable transformation frameworks. 

Introduce monitoring, alerting, and documentation standards that improve reliability and analyst trust in shared datasets. 

Mentor the Data Engineers through structured technical reviews, backlog prioritization, and development planning while improving delivery velocity and reducing operational bottlenecks for analyst requests.

Launch the first phase of the Data Governance & Accessibility program by delivering production-ready, well-documented pipelines and certified datasets that support multiple business functions.

 Establish company-wide standards for data ownership, quality monitoring, lineage tracking, and access management.

Demonstrate measurable improvements in analyst efficiency, data reliability, and pipeline performance while creating a sustainable technical mentorship model that elevates engineering quality, promotes knowledge sharing, and prepares the organization for future AI and advanced analytics initiatives.

Deliver a scalable and extensible data platform capable of supporting advanced analytics, machine learning experimentation, and AI-powered business initiatives.

Establish governance processes that enable self-service analytics while maintaining strong security and data quality standards. 

Create a high-performing engineering culture centered on technical excellence, operational discipline, and continuous improvement, with clear ownership models and repeatable delivery practices across the data organization.

Analysts across the company can reliably access trusted, well-documented datasets with minimal engineering intervention.

Data pipelines operate with strong observability, measurable SLAs, and reduced operational failures.

Governance standards are consistently applied across core business domains.

The data platform is structured to support future AI and machine learning initiatives without major architectural redesign.

The engineering team demonstrates improved delivery consistency, technical maturity, and collaborative execution.

Stakeholders view the data organization as a strategic enabler rather than a reactive support function.

People Management

OpenSesame is seeking a Data Engineering Lead to guide a lean team in building an AI-ready data foundation. The role involves designing scalable data architecture, managing data governance and accessibility programs, and mentoring engineers to improve pipeline reliability and analytics usability.

Data Engineering Lead

Volunteer Time Off

Team Member Resource Groups

Flexible PTO

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.

OpenSesame is entering its next phase of growth, and how we show up in the market has never been more important. We are strengthening our brand discipline, sharpening how we communicate, and building a more scalable content and creative engine.

As Senior Marketing Manager, Brand & Creative, you will be the steward of the OpenSesame brand across both visuals and words. You will ensure our brand shows up consistently, clearly, and credibly across customer-facing content, campaigns, PR, sales materials, and internal requests.

This is not a graphic design role or a traditional creative director role. You will lead the people, processes, standards, and AI-enabled workflows that bring the brand to life. You will manage a small team of designers, copywriters, and contractors, while helping the broader organization use approved brand tools and AI agents to create stronger, more consistent work at scale.

You will partner closely with Product Marketing, which owns the corporate messaging framework, positioning, and product narrative, and with the Growth team, which owns demand generation, campaign execution, website performance, and funnel outcomes. Your role is to translate strategy into high-quality content and creative that supports market awareness, sales effectiveness, and pipeline growth. This position reports directly to the CMO. 

 Serve as the steward of the OpenSesame brand across visual identity, voice, and creative execution. Monitor market trends, competitors, and customer expectations to ensure our brand remains relevant, differentiated, and consistently represented across every customer touchpoint.

 Own the editorial calendar and content strategy, developing thought leadership, executive communications, customer stories, PR, and marketing content that strengthens brand awareness and supports business growth.

 Lead the creative team of designers, copywriters, and contractors while managing the marketing request queue to ensure high-quality work is prioritized, delivered efficiently, and aligned to business objectives.

 Implement AI-enabled tools, workflows, and agents that help the team and broader organization create high-quality, brand-aligned assets more efficiently and at greater scale.

 Partner with the Growth team to develop compelling creative concepts and content that supports campaigns, demand generation, customer expansion, and sales enablement.

 Partner closely with Product Marketing, Growth, Product, Sales, Customer Success, and Executive Leadership to translate strategy into compelling market-facing experiences and ensure consistent brand execution across the business.

First 30 Days: Learn Quickly, Build Relationships, Deliver an Action Plan

Complete a brand audit and identify the top five opportunities to improve consistency, quality, and market impact.

Deliver a 90-day action plan outlining priorities for brand governance, editorial strategy, creative operations, and AI enablement.

Establish relationships with key stakeholders across Growth, Product Marketing, Sales, Customer Success, and Product, and identify the highest-priority content and brand needs.

Take ownership of the marketing request queue, and all request submission channels, and implement immediate improvements to prioritization, visibility, and workflow.

Identify at least one AI-enabled workflow that can be implemented quickly to improve the speed or quality of content and creative production.

Begin contributing to active projects, demonstrating immediate ownership of content, creative, and brand decisions.

By the End of Q1: Put the Operating System in Place

Launch the new brand governance framework, including templates, standards, and review process, not only for the content and workflows your direct team owns, but for all of marketing and the entire organization.

Deliver a revised editorial strategy and annual content calendar.

Establish the operating model for creative requests and cross-functional intake.

Deliver a plan for AI-enabled content and creative workflows, implementing at least three.

Launch or refresh priority brand assets in support of Growth campaigns and Product Marketing initiatives.

Define and begin reporting on brand index, share of voice, and content contribution to SALs and opportunities.

First 6 Months: Improve How Marketing Operates and Identify Signs of Improved Brand Sentiment

Establish a mature brand governance program that improves consistency across campaigns, sales enablement, product marketing, PR, social, events, and customer communications.

Build a scalable content operation that consistently delivers high-quality assets aligned to company priorities and quarterly campaigns.

Implement AI-enabled workflows that measurably improve the speed, quality, and efficiency of content and creative production.

Strengthen OpenSesame's external presence through thought leadership, executive bylines, PR, and earned media opportunities.

Improve collaboration and service levels across Marketing by creating a predictable intake, prioritization, and delivery process for creative and content requests.

Establish reporting and regular reviews for brand index, share of voice, content contribution to SALs and opportunities, and creative team performance.

By the End of Year 1: Showcase Notable Improvements in Brand Sentiment for OpenSesame

Establish OpenSesame as a more recognizable, differentiated, and trusted brand within the enterprise learning market.

Demonstrate measurable improvement in brand index, share of voice, and content contribution to pipeline, including SALs and opportunities.

Build a creative and content organization that scales through strong leadership, disciplined processes, and AI-enabled execution.

Create a repeatable operating model that enables Marketing to respond quickly to business priorities while maintaining a consistently high standard of creative and brand execution.

Position the Brand & Creative function as a strategic partner to Growth, Product Marketing, Sales, Customer Success, and Executive Leadership, helping translate business strategy into compelling market experiences.

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.

Every team at OpenSesame works with AI tools daily, not as a buzzword, but as practice. You'll build fluency that most companies are still talking about adopting, with hands-on training and clear guardrails to experiment responsibly. AI amplifies your creativity and judgment. It doesn't replace them. The skills you build here travel with you.

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.

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.

 The pay range for this position is generally between $135,000 and $165,000, 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. 

 Benefits include comprehensive medical, dental, and vision coverage, flexible PTO, 401(k) matching, incentive stock options, volunteer time off, Employee Resource Groups, and a generous professional development program with dedicated annual time off for learning and growth.

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. 

 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.

When you submit your application, OpenSesame may collect and use your personal information in accordance with our privacy policy and the 

 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 

 or the California Attorney General's website.

 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 

. Your security matters to us, thank you for staying vigilant.

Senior Level

OpenSesame is seeking a Senior Marketing Manager, Brand Experience to lead brand stewardship, content strategy, and creative operations. The role involves managing a team of designers and copywriters while implementing AI-enabled workflows to scale brand consistency. The position reports to the CMO and focuses on translating strategy into high-quality market-facing experiences.

Marketing

Senior Marketing Manager, Brand Experience

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.

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.

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.

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.

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.

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). 

: 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. 

: 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. 

 (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

OpenSesame is seeking a Sales Operations Partner to serve as the operational backbone for the Direct Sales motion. The role focuses on improving pipeline health, forecasting accuracy, and CRM efficiency to drive predictable revenue growth. Key responsibilities include territory design, quota coverage, and partnering with Sales leadership to optimize the revenue engine.

Sales

Sales Operations Partner

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.

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.

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. 

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.

 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.

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.

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.

OpenSesame is seeking a Customer Success Operations Analyst to drive data-informed decision-making. This remote role focuses on building scalable reporting, dashboards, and AI-powered automation to optimize customer health and lifecycle strategies. The successful candidate will partner with Data Engineering to ensure data integrity and deliver actionable insights across the Customer Success organization.

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