[All remote jobs](https://jobicy.com/jobs.md)[![Skillsoft logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/06/cb747022-221.png)](https://jobicy.com/company/skillsoft.md)[Skillsoft](https://jobicy.com/company/skillsoft.md) # Sr. Director, Renewals Operations Review the role, location requirements, compensation details, and application process before deciding whether this opportunity fits your next career move. [Apply for this job](#job-application)[View company](https://jobicy.com/company/skillsoft.md)ShareRemote from[USA](https://jobicy.com/job-region/usa.md)SalaryUSD 215k–235k / yrDepartment[Product & Operations](https://jobicy.com/categories/management.md)EmploymentFull TimeExperienceDirectorPublished14 Oct 2026Apply before13 Nov 2026Listing views29Application actions1Application toolkit ## Make your next move. Prepare your resume, explore your fit, and draft a cover letter for this opportunity. AI Summary ## The role, at a glance. Skillsoft is seeking a senior commercial operations leader to design, launch, and operate an integrated renewals, pricing, deal desk, and contract-governance function. The role owns commercial policy, discount approvals, exception frameworks, and systems requirements across CPQ, workflows, and contract lifecycle management. It requires executive partnership with Sales, Legal, and Finance while building a team and improving ARR, productivity, and deal economics. The position is US-remote, with a preference for Boston or the East Coast and up to 20% travel. Candidates need extensive SaaS or PaaS commercial operations leadership and an AI- and automation-forward process redesign mindset. ## Role DNA A quick view of the complexity, pace, ownership and collaboration implied by the job description. ### Job Complexity 5/5EasyHard ### Pace & Pressure 5/5RelaxedFast-paced ### Autonomy Level 5/5GuidedFull ownership ### Communication Load 5/5IndependentCollaborative AI insightThis is a high-impact director role that combines future-state operating-model design with accountability for running the resulting commercial function. It requires deep pricing and deal-governance expertise, executive influence, systems judgment, and measurable financial outcomes. ## Salary analysis Estimated compensation compared with the broader US market for similar roles. Estimated job median (per year)Market rate$225,000US market range (per year)$210k–$260k0$286k AI insightThe yearly pay period is inferred from the job context; it was not explicitly stated by the employer. The employer discloses an annualized USD base-salary range of $215,000 to $235,000, with a midpoint of $225,000 per year. Estimated US market base pay for a senior SaaS commercial operations director with pricing, deal desk, and renewals governance ownership is approximately $210,000 to $260,000 annually; total compensation may vary based on incentives and equity, which are not quantified in the posting. ## Core skills Skills and capabilities most closely associated with this opportunity. [Commercial operations](https://jobicy.com/jobs?search_keywords=Commercial%20operations.md)[Renewals operations](https://jobicy.com/jobs?search_keywords=Renewals%20operations.md)[Deal desk management](https://jobicy.com/jobs?search_keywords=Deal%20desk%20management.md)[Pricing strategy](https://jobicy.com/jobs?search_keywords=Pricing%20strategy.md)[Discount governance](https://jobicy.com/jobs?search_keywords=Discount%20governance.md)[Commercial policy](https://jobicy.com/jobs?search_keywords=Commercial%20policy.md)[CPQ systems](https://jobicy.com/jobs?search_keywords=CPQ%20systems.md)[Contract lifecycle management](https://jobicy.com/jobs?search_keywords=Contract%20lifecycle%20management.md)[Process redesign](https://jobicy.com/jobs?search_keywords=Process%20redesign.md)[AI automation](https://jobicy.com/jobs?search_keywords=AI%20automation.md)[ARR optimization](https://jobicy.com/jobs?search_keywords=ARR%20optimization.md)[Margin analysis](https://jobicy.com/jobs?search_keywords=Margin%20analysis.md)[Cross-functional leadership](https://jobicy.com/jobs?search_keywords=Cross-functional%20leadership.md)[Executive stakeholder management](https://jobicy.com/jobs?search_keywords=Executive%20stakeholder%20management.md) Sample interview questionsHow would you approach designing an integrated commercial operations function that combines pricing, deal desk, contract negotiation, and RFP support?I would begin with a diagnostic of current processes, decision rights, handoffs, service levels, systems, and exception volumes. I would then define the target operating model, including governance, intake paths, approval matrices, KPIs, staffing, and technology requirements, before piloting priority workflows and scaling based on measurable results. What metrics would you use to evaluate the performance of a renewals and commercial operations function? I would track renewal rate, gross and net revenue retention, ARR at risk, renewal cycle time, discount rate, realized price versus list price, approval turnaround time, exception volume, margin impact, forecast accuracy, and seller satisfaction. The metrics should connect operational speed and quality to commercial outcomes rather than measuring activity alone. Describe how you have balanced deal velocity with pricing and discount discipline. I use clearly tiered approval policies, pre-approved guardrails, and data-backed exception criteria to allow routine deals to move quickly while escalating material economic risk. Regular analysis of discount patterns, win rates, margin, and renewal outcomes helps refine those guardrails and reduce unnecessary friction. How would you apply AI and automation to commercial processes without weakening governance? I would prioritize controlled use cases such as intake classification, policy guidance, contract-risk summarization, approval routing, data-quality checks, and KPI monitoring. Each use case should have defined human decision owners, auditable outputs, access controls, and performance monitoring so automation improves consistency while critical commercial decisions retain appropriate oversight. How do you build alignment among Sales, Legal, and Finance when commercial priorities conflict? I establish shared objectives, transparent decision rights, and a common fact base around revenue, margin, risk, and customer impact. I also create recurring governance forums and escalation paths so disagreements are resolved quickly using agreed policies and business data rather than informal negotiation. Opportunity details ## About this role. At Skillsoft, we believe skills fuel growth. Our mission is to empower every organization and every learner to turn constant change into continuous growth. As part of the team, your skills will help organizations understand what skills they have, what they need next, and how to apply them in ways that drive real performance and progress. Skillsoft is building an integrated commercial function that unifies pricing, deal desk, contract negotiation, and adjacent commercial capabilities, governing price and discount on a ~$250M Enterprise ARR base. As the Director, Renewals Operations, you will have the opportunity to co-lead the future-state design of this function and end-to-end commercial process redesign, then build and run it as its operating leader. This is a design-and-operate full-lifecycle role where you shape the function, pilot its priority capabilities, and carry it into steady-state ownership. Key Responsibilities: * Serve as the future operator of an integrated commercial function unifying pricing, deal desk, contract negotiation, and adjacent capabilities, governing price and discount on a ~$250M Enterprise ARR base * Co-manage future-state design of the function and end-to-end commercial process redesign. * Integrating today’s fragmented pricing, deal desk, contracts, and RFP resources into one function. * Redesign commercial processes for speed and productivity with AI as a radical enabler. * Define enabling systems requirements across CPQ, approval workflows, and contract lifecycle. * Responsible for driving measurable ARR and productivity improvement through stronger pricing, discounting, and deal management by owning commercial policy, approval frameworks, and exceptions. * Lead with an AI-first mindset. Use data, automation, and tooling, including Claude, to optimize the commercial processes, monitor KPIs, and continuously raise the bar on performance. * Build and lead the function’s team; partner and collaborate at the executive level with Sales, Legal, and Finance. Skills & Qualifications to Be Successful: * 12+ years of experience running a SaaS/PaaS integrated commercial operations organization with a Bachelor’s degree or equivalent experience * 6+ years leading teams that own deal desk, pricing, or discount governance at scale. * Experience managing pricing and discount governance at scale, as well as commercial policy design. * Process redesign expertise with an AI/automation-forward orientation * Strong analytical command of deal, discount, and margin economics * Executive presence and cross-functional authority across Sales, Legal, and Finance * Location Preference: Boston, MA or East Coast with the ability to travel up to 20% Preferred Skills & Experience * MBA or Advanced Degree in a quantitative or business field * Industry-specific experience in learning technology or enterprise SaaS MBA or Advanced Degree in Finance Target base salary range for this job requisition is anticipated to be approximately $215,000 – $235,000 annualized. We also offer Enterprise benefits including but not limited to: medical, dental, vision, and paid time off. The company may modify salaries, salary ranges and/or Pay Plans from time to time as it deems necessary. Skillsoft uses AI-enabled tools to screen applications. Recruitment and hiring decisions are made by Skillsoft personnel and are not based solely on automated processing. ### MORE ABOUT SKILLSOFT: Skillsoft (NYSE: SKIL) is a global leader in AI-native skills management for the human + AI era. By unifying learning, real-time skills intelligence, and workforce insights, Skillsoft helps enterprises build their Skillforce™ — humans and AI working together to drive measurable business outcomes. Through personalized, interactive learning across leadership, technology, and compliance, Skillsoft enables organizations to close critical skill gaps and accelerate transformation. Skillsoft is trusted by thousands of organizations worldwide, including 60% of the Fortune 1000, and supports a global community of more than 105 million learners. Learn more at [skillsoft.com](https://nam12.safelinks.protection.outlook.com/?url=https%3A%2F%2Fwww.skillsoft.com%2F&data=05%7C02%7CAlicia.Webb%40skillsoft.com%7C36d2da8de0194a56800708de643c71a1%7C50361608aa23494da2332fd14d6a03f4%7C0%7C0%7C639058407944984460%7CUnknown%7CTWFpbGZsb3d8eyJFbXB0eU1hcGkiOnRydWUsIlYiOiIwLjAuMDAwMCIsIlAiOiJXaW4zMiIsIkFOIjoiTWFpbCIsIldUIjoyfQ%3D%3D%7C0%7C%7C%7C&sdata=vKXEeOW14HJrrID0XOoQJVjVbwOsMZAEXYws7OBBySU%3D&reserved=0). Thank you for taking the time to learn more about us. If this opportunity intrigues you, we would love for you to apply! NOTE TO EMPLOYMENT AGENCIES: We value the partnerships we have built with our preferred vendors. Skillsoft does not accept unsolicited resumes from employment agencies. All resumes submitted by employment agencies directly to any Skillsoft employee or hiring manager in any form without a signed Skillsoft Employment Agency Agreement on file and search engagement for that position will be deemed unsolicited in nature. No fee will be paid in the event the candidate is subsequently hired as a result of the referral or through other means. Skillsoft is an equal opportunity employer. We evaluate qualified applicants without regard to race, color, religion, sex, age, national origin, disability, veteran status, genetic information, and other legally protected categories. 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