EdTech, E-learning, Corporate Training, Software

Sr. Director, Renewals Operations

RemoteRemoteFull TimeDirector$215,000–$235,000 /yrPosted 1 month agoVisa sponsorship available

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Required skills

Enterprise ARR
AI-first mindset
Claude
CPQ
approval workflows
contract lifecycle
commercial policy
approval frameworks
deal management
discount management

Nice to have

quantitative
business field
learning technology
enterprise SaaS
Finance

Role summary

Skillsoft is seeking a Sr. Director, Renewals Operations to lead the design and operation of an integrated commercial function. This role will unify pricing, deal desk, contract negotiation, and related capabilities, governing a significant Enterprise ARR base. The ideal candidate will redesign commercial processes with an AI-first approach, leveraging data and automation to drive ARR and productivity improvements. Responsibilities include defining system requirements for CPQ and contract lifecycle management, owning commercial policy, and building/leading the function's team. This is a strategic, hands-on role requiring strong analytical skills and executive presence to collaborate with Sales, Legal, and Finance.

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.

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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