Remote opportunity at
SkillsoftSr. Director, Renewals Operations
Skillsoft is currently seeking a Sr. Director, Renewals Operations to operate on a remote basis. As a global leader in AI-native skills management, Skillsoft helps thousands…
Career Tools
About This Role
Skillsoft is currently seeking a Sr. Director, Renewals Operations to operate on a remote basis. As a global leader in AI-native skills management, Skillsoft helps thousands of organizations globally bridge critical skill gaps through integrated learning and workforce insights. In this full-time role, the professional will shape and run an integrated commercial function that governs pricing, contract negotiation, and deal desk operations across a roughly $250M Enterprise ARR base. This…
Job Description
Skillsoft is currently seeking a Sr. Director, Renewals Operations to operate on a remote basis. As a global leader in AI-native skills management, Skillsoft helps thousands of organizations globally bridge critical skill gaps through integrated learning and workforce insights. In this full-time role, the professional will shape and run an integrated commercial function that governs pricing, contract negotiation, and deal desk operations across a roughly $250M Enterprise ARR base.
This position requires an individual who can co-lead the future-state design of the commercial process, utilizing artificial intelligence as an enabler for speed and productivity. The incoming leader will own commercial policy, exceptions, and approval frameworks, driving measurable improvements in ARR and efficiency. Collaboration at the executive level with Legal, Finance, and Sales teams is essential, alongside building and directing the function's team. Candidates who thrive in strategic operations, possess strong analytical expertise in margin economics, and champion an AI-first approach will find this role a strong match.
The target base salary for this requisition ranges from $215,000 to $235,000 per year, accompanied by enterprise benefits including paid time off, medical, dental, and vision coverage.
Responsibilities
- Operate an integrated commercial function unifying pricing, deal desk, and contract negotiation for a ~$250M Enterprise ARR base
- Co-manage the future-state design of the commercial function and end-to-end process redesign
- Consolidate fragmented pricing, deal desk, contracts, and RFP resources into a single unit
- Redesign commercial workflows for enhanced productivity and speed using AI tools like Claude
- Establish enabling systems requirements across CPQ, contract lifecycle, and approval workflows
- Manage commercial policy, exception processes, and approval frameworks to drive measurable ARR and productivity gains
- Build, lead, and direct the team while collaborating across Sales, Legal, and Finance at the executive level
Requirements
- At least 12 years of experience running an integrated commercial operations organization within a SaaS or PaaS environment
- Minimum 6 years of leadership experience managing deal desk, pricing, or discount governance at scale
- Demonstrated expertise in commercial policy design and large-scale pricing and discount governance
- Process redesign background with an AI and automation-focused perspective
- Deep analytical command of deal, discount, and margin economics
- Executive presence with cross-functional authority spanning Finance, Legal, and Sales
Qualifications
- Bachelor's degree or equivalent experience
- MBA or advanced degree in a quantitative or business discipline
- Industry-specific background in enterprise SaaS or learning technology
- Advanced degree in Finance
Core Skills
Benefits
- Medical coverage
- Dental coverage
- Vision coverage
- Paid time off
Frequently Asked Questions
Answers are based only on the employer’s listing; where it doesn’t say, neither do we.
Is this position remote?
Yes, the posting specifies that the employment is remote, though there is a location preference for Boston, Massachusetts or the East Coast with up to 20 percent travel.
What is the salary for the Sr. Director, Renewals Operations role?
The target base salary range is anticipated to be approximately $215,000 to $235,000 annualized.
What are the core educational requirements?
Candidates must have a Bachelor's degree or equivalent experience, with a preference for an MBA or advanced degree in finance or a quantitative or business field.
What benefits are included?
Enterprise benefits provided include medical, dental, vision, and paid time off.
Sample Interview Questions
AI-generated questions tailored to this specific role — a preview of the full practice set.