---
title: 'Senior Director, Commercial Operations at Skillsoft'
canonical: 'https://feeny.ai/job/senior-director-commercial-operations-skillsoft-united-states-hvjpgppg5v64'
type: 'job'
last_seen: '2026-09-26'
---

# Senior Director, Commercial Operations at Skillsoft

- **Company:** Skillsoft
- **Location:** United States
- **Work type:** remote
- **Posted:** 2026-09-21
- **Last confirmed live:** 2026-09-26
- **Apply:** https://www.skillsoft.com/about/job/apply?id=4736302005&gh_jid=4736302005

## Job description

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](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.

## About Skillsoft

## Company Overview
- **One-liner**: AI-native enterprise skills management platform that helps organizations manage the human and AI skills lifecycle – from visibility and benchmarking to development and deployment.
- **Entity Type**: Public (NYSE: SKIL)
- **Headquarters**: Nashua, New Hampshire, USA (common knowledge; corroborated by multiple regional offices listed globally)
- **Founded**: 1998 (per “over 20 years of industry knowledge” on the about page)
- **Founders**: Not publicly available

## Core Business
- **Primary industry**: Corporate skills management, enterprise learning, workforce readiness & talent development
- **Target customers**: B2B – predominantly large enterprises (60% of Fortune 1000 are customers), mid-market organizations, and government agencies
- **Mission statement**: “To empower every organization and every learner to turn constant change into continuous growth.”

## Products & Services
- **Skillsoft Percipio Platform**: AI-native enterprise skills management platform combining proprietary and licensed learning content, skills benchmarking, content creation tools, analytics, and administrative controls. Delivered via subscription. Includes CAISY® (AI role-play simulation) and LX Design Studio™ (customer-generated content creation).
- **Global Knowledge (GK)**: Instructor-led training (ILT) platform – complementary in-person and virtual classroom delivery for technical and professional skills.
- **Learner Platform**: Interactive, practice-based technology skill development environment serving ~59 million registered learners, also available as an extension of the enterprise Skills Management Platform.

## Market Standing
- **Valuation / Market Cap**: Public – figures fluctuate; not provided in search results. Refer to NYSE: SKIL for real-time data.
- **Key Metric**: Serves over 3,000 enterprise customers and provides skills management to 42 million employees worldwide. As of January 31, 2026, the company had 2,247 total employees.
- **Notable Investors / Partners**: Not detailed in search results (as a public company, major institutional holders are disclosed in SEC filings).
- **Growth Signals**: Shift from a content-centric to an integrated skills management platform (fiscal 2026); growing demand for AI‑readiness and skills visibility; leader in IDC MarketScape 2025 for IT Training Services North America.

## Competitive Advantages
- **AI-native architecture** built on a centralized skills data foundation that generates signals for personalization, benchmarking, and workflow automation.
- **End-to-end skills lifecycle** (visibility → building → validation → deployment) in a single platform – rare among learning/content-only vendors.
- **Trusted by 60% of the Fortune 1000** and over 20 years of learning content expertise.
- **Proprietary content** across leadership/business, technology, and compliance, supplemented by customer-created content with IP protection.

## Strategic Focus
- Continuing to evolve from content delivery to a **skills management platform** that aligns learning directly to business priorities and workforce readiness.
- Expanding **AI capabilities** (CAISY, content creation, benchmarking) and integrating them into every layer of the platform.
- Driving **customer-created content** and governance tools so enterprises retain ownership of their proprietary learning IP.
- Emphasizing **skills-first workforce development** – both human and AI skills managed together.

## Why Work Here
- **Culture**: “Casual, down to earth work environment” – open collaboration, jeans, celebrating wins together, “one team” values.
- **Benefits**: Free drinks & snacks, gym reimbursement, paid vacation & holidays, special birthday holiday, paid volunteer hours, family access to the Skillsoft Percipio platform, leadership development programs, scholarship program for employee dependents, recognition and wellness programs.
- **Work Policy**: Not explicitly stated as fully remote or hybrid; global offices across North America, EMEA, and APAC suggest flexible/office blend.
- **Growth Opportunity**: Internal mobility is emphasized; employees have access to the same Percipio platform for continuous skill development.
- **DEI**: Equal opportunity employer with a “Know Your Rights” poster and accommodations for disabilities.

## Sources
1. [Skillsoft Corporate Website](https://www.skillsoft.com/)
2. [Skillsoft Careers Page](https://www.skillsoft.com/about/careers)
3. [Skillsoft Current Opportunities](https://www.skillsoft.com/about/careers/current-opportunities)
4. [Skillsoft 10-K (April 2026) – SEC Filing](https://investor.skillsoft.com/sec-filings/all-sec-filings/content/0001437749-26-011602/skil20260131_10k.htm)

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