About OpenSesame

OpenSesame is disrupting the workforce development industry, leveraging an AI-powered marketplace of more than 60,000 skills courses, learning pathways, and AI coaching, all 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.

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About the Team

With our rapid growth, the Finance team is playing an increasingly critical role in guiding business decisions. For someone looking to develop as a financial leader, this is a chance to accelerate their career in a fast-paced, collaborative environment. Pulling it off means you’ll help shape the future of the company’s growth story.

About the Job

As our business continues to rapidly scale, we need someone who is highly analytical, detail-oriented, and proactive in partnering with leaders across Sales, Marketing, and Publisher Curation. This isn’t just reporting on the numbers—it’s about providing insights that directly impact revenue growth, profitability, and strategic decision-making.

The ideal candidate thrives in a high-growth environment, solves critical business problems, manages complex financial models, and enjoys collaborating cross-functionally. You’ll partner with business leaders and the finance team to drive forecasting, budgeting, and analytics that accelerate revenue growth, expand margins and improve efficiency.

Key Responsibilities

• Support Sales, Marketing, and Publisher/Curation leaders with financial analysis, insights, and reporting.
• Lead budgeting and forecasting processes across Bookings, ARR, Revenue, Attrition, and COGS.
• Build and maintain financial models to analyze product line and publisher profitability, margin levers, ROI and cost optimization opportunities.
• Forecast and validate sales commissions plans, ensuring alignment between Finance and Sales Ops.
• Partner with Sales Ops to vet pipeline forecasts, track deal conversion assumptions, and provide Finance’s perspective on pipeline management.
• Analyze historical trends and business drivers to inform strategic recommendations for leadership.
• Prepare and present monthly and quarterly reporting packages to senior leadership.
• Identify and implement process improvements, automation, and enhanced reporting capabilities.

Performance Objectives

30 Days

• Review and understand key schedules & workflows.
• Complete onboarding to financial systems, forecasting tools, and company financial protocols.
• Learn the pipeline, commission models, and publisher margin framework.
• Gain familiarity with product lines, org structure, pricing models and contract terms.

60 Days

• Establish strong working relationships with Sales, Marketing, and Publisher/Curation leaders.
• Partner with Sales Ops to align on pipeline vetting and reporting.
• Deliver margin analyses on top publishers, identifying key profitability levers.
• Participate in the preparation of monthly and quarterly financial forecasts across Bookings, Revenue, and COGS.

90 Days

• Recommend and begin implementing at least one process improvement or automation initiative.
• Enhance topline financial modeling by improving accuracy and flexibility in Bookings and Revenue forecasts to better support leadership decision-making.
• Present actionable insights on publisher and partner margin opportunities.
• Begin supporting leader decision making and strategy through tight partnership on budget, investment returns, analyses and key metrics. 

Location: This position can be based anywhere in the US. We operate as a remote-first company, and invest in mandatory all-company meetings several times a year in addition to required team travel as necessary.

Performance Driven: We’re looking for self-starters with a track record of delivering excellent results, but we’re highly selective about who we hire. We don’t focus on typical job requirements, instead, we’re interested in specific examples from your past experiences. All positions can be based anywhere in the US, and require up to 15 days of travel per year, with senior management and leadership teams requiring up to 35 days.

Compensation: The pay for this position depends on experience and generally ranges between $117,000 – $130,000 annually. At OpenSesame, we offer a comprehensive benefits package to employees upon hire, including professional development, ISOs, health insurance, 401(k) matching, and paid time off. 

Equal Employment Opportunity: OpenSesame is an Equal Employment Opportunity and Affirmative Action employer that values and welcomes diversity. We do not discriminate on the basis of various legally protected characteristics, including criminal history, and strive to provide reasonable accommodations to qualified individuals with disabilities. We prioritize safety and security and may use your information accordingly, and you can contact us for assistance or accommodations during the job application process. 

Pay Transparency: At OpenSesame, we prioritize pay transparency, fairness, and equity to create a positive and inclusive work environment, regularly reviewing our compensation practices to align with our values and goals. We provide competitive and fair compensation to our employees based on their skills, experience, and performance.

CPRA (California Candidates): When you submit your application, OpenSesame may collect and use your personal information in accordance with our privacy policy and the CPRA. This may include personal details and employment history, and will only be used for employment-related purposes. We may share this information with third-party service providers, but we will not sell it to third parties. If you have any questions or concerns, please contact us, and for more information on your rights under the CPRA, refer to our or the California Attorney General’s website.