Renewals Specialist

About OpenSesame

OpenSesame is transforming workforce development with an AI-powered marketplace of 60,000+ skill-building courses and learning pathways. We help organizations build skills and stay compliant through a high-quality content catalog, seamless LMS/LXP integrations, and advanced capabilities like skills-based curation and multilingual content creation.

More than 2,000 companies, including 150+ of the Global 2000, rely on OpenSesame to develop the world’s most productive and admired workforces.

Learn more: www.opensesame.com/about

About the Team:

Our Customer Success Managers are dedicated partners to our customers, working closely with them to understand their training goals and ensure OpenSesame delivers meaningful results. They provide ongoing guidance, recommend the right solutions, and help customers maximize the value of their learning programs.

Through thoughtful engagement and strong relationship-building, the CSM team drives utilization, supports strategic initiatives, and helps customers maintain momentum with OpenSesame. Their impact is reflected in renewals, account growth, reduced churn, and consistently high customer satisfaction.

About the Job:

As a Renewals Specialist, you’ll be the engine powering our customer retention and expansion efforts. Partnering closely with our Customer Success Managers, you’ll drive the entire renewal cycle—from developing pricing strategy and leading negotiations to crafting proposals, generating quotes, sending Sales Orders, closing opportunities, and completing RFPs.

Your work keeps our customers moving forward and fuels revenue growth, ensuring they continue to thrive with OpenSesame while accelerating the company’s overall momentum.

We’re looking for a proactive, experienced Procurement, Vendor Management, Account Management, or Sales professional with strong negotiation skills, who will work with CSMs to prove the value delivered to our customers and drive the contract renewal process.

Performance-Based Objectives

In Your First 30 Days:

• Gain a deep understanding of how OpenSesame Customer Success Managers operate and how renewals support the overall customer journey.
• Build strong working relationships with internal and cross-functional teams, including Sales, Finance, and Legal.
• Become proficient in CPQ/SFDC and the systems that support the renewals process.
• Generate quotes and Sales Orders and begin closing opportunities with guidance.
• Confidently articulate the value of OpenSesame products and services during internal and customer conversations.

In Your First 60 Days:

• Actively engage with customers and internal stakeholders to manage assigned renewals.
• Begin crafting pricing proposals in collaboration with CSMs and proactively resolve roadblocks to ensure on-time renewals.
• Review customer usage metrics and clearly articulate value delivered to reinforce renewal justification.
• Complete RFPs in our internal tool in partnership with CSMs.
• Forecast and begin closing upcoming renewals while identifying early upsell opportunities.

In 90 days:

• Fully own the renewals and upsell lifecycle—from outreach to negotiation to close—for SMB and mid-market customers.
• Diagnose renewal risks, lead negotiation calls with Procurement teams, and collaborate with CSMs on enterprise opportunities.
• Confidently manage the renewals pipeline, ensuring continuous and accurate forecasting.
• Drive customer retention and expansion by contributing to a streamlined, customer-centered renewal strategy.

In 120 days:

• Take over full management of enterprise renewals.
• Build strong cross-functional partnerships with Customer Success, Sales, Finance, and Legal to support seamless renewal and contract processes.
• Maintain accurate, up-to-date records of activities, opportunities, and forecasts in Salesforce on a daily basis.
• Demonstrate a solid grasp of customer needs, market dynamics, and expansion opportunities to further strengthen retention and revenue growth.

Location: This position can be based anywhere in the US. We operate as a remote-first company and invest in all-company in-person meetings several times a year.

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

Compensation: The 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.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 [email protected]. Your security matters to us — thank you for staying vigilant