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 seeking an experienced Sales Enablement Director to lead and execute scalable enablement programs that embed solution-selling behaviors across Sales, Business Development Reps, Customer Success and Partner teams. In this senior individual contributor role, you will have the opportunity to translate go-to-market strategy into programmatic enablement systems that improve discovery quality, value articulation, and deal execution at scale. This role drives impact through programs, systems, and manager enablement, not individual one-to-one seller coaching.
Key Responsibilities
- Establish and operationalize a consistent solution-selling standard focused on discovery, problem framing, stakeholder alignment, and value narratives.
- Lead end-to-end enablement programs from design through rollout, reinforcement, and iteration.
- Facilitate high-impact virtual sessions and development of courses including workshops, practice labs, and cohort-based learning.
- Design manager-led coaching and reinforcement models; no ongoing one-to-one seller coaching is required.
- Partner with Sales, BDR, Partners, Marketing, Product, and RevOps leaders to drive adoption.
- Track enablement effectiveness using adoption, proficiency, and leading performance indicators.
- Design certification and proficiency standards tied to observable behaviors, required skill gains, and business outcomes.
- Deliver executive-ready updates and recommendations.
Successful Attributes
- Consistent solution-selling behaviors across roles and regions
- Improved discovery quality and value-based deal execution
- High manager adoption of coaching and inspection models
- Enablement programs that scale without individual dependency
Required Skills & Experience
- 12+ years in Sales Enablement, Sales Effectiveness, or related fields
- Deep expertise in solution selling and consultative sales motions
- Proficient in
- Proven success leading program-based enablement initiatives
- Excellent communication skills with strong facilitation, program management, and stakeholder influencing skills
Preferred Experience
- Prior experience as a seller or sales-adjacent leader
- B2B Enterprise level enablement experience
- Familiarity with MEDDPICC, Force Management, or similar
Target base salary range for this job requisition is anticipated to be approximately $180,000- $210,000 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 (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.
Skills Required
- 12+ years in Sales Enablement, Sales Effectiveness, or related fields
- Deep expertise in solution selling and consultative sales motions
- Proficient in leading program-based enablement initiatives
- Excellent communication skills
What the Team is Saying
What We Do
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.
Why Work With Us
We help the world's biggest companies build better workforces — and we invest just as much in our own people. Learning new skills is a core part of your job here. We're fully remote, spread across the globe, and united by a shared belief that learning changes careers.
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