Senior Director, Commercial Operations
Confirmed on the employer's own hiring board on Oct 21, 2026. First seen by Alion on Sep 21, 2026.
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.
Senior Director, Commercial Operations
Skillsoft is redesigning its end-to-end commercial processes and building an integrated commercial function covering pricing, deal desk, contract negotiation, and RFP support. As Senior Director, Commercial Operations, you will have the opportunity to join at the design stage; build the new commercial processes, analytics, and systems, then own and run them as a permanent member of the function. This is a hands-on build-then-operate role in the commercial organization, not a rotational transformation position.
Key Responsibilities:
- Assess end-to-end commercial processes, policies, and resources across the deal lifecycle, and design and document the future state, including pricing, discount, and conversion analytics.
- Define enabling systems requirements and support implementation across CPQ, approval workflows, and contract lifecycle, with AI as a radical enabler of process speed and productivity.
- Support pilots in live operations and refine designs based on results; may flex across adjacent initiatives early before moving full-time into the function.
- Responsible for owning and running core commercial processes within the function as process owner and subject-matter expert, managing exception handling and driving continuous improvement in speed and quality.
- Deliver ongoing pricing, discount, and deal data evaluations that inform commercial decisions and policy.
Skills & Qualifications to Be Successful:
- 12+ years of a strategic transformation experience with and analytical process, technology and business experience in SaaS or PaaS environments
- 2+ years leading a team and driving outcomes
- Hands-on process & technology business experience
- Robust knowledge of the Commercial-space with exposure to deal desk, contracts, pricing systems, as well as Configure, Price, Quote (CPQ)
- Strong modeling and analytics ability with change execution in live operations
- Polished written and verbal communication & collaboration skills with Executive Presentation skills
- Location: 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
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.