SkillSoft

Sales Enablement, Director

SkillSoft$180K — $210K *
US-AnywhereRemote in United States
Business Services
11 - 15 years of experience
Job Overview by Ladders

Qualifications

  • 12+ years in Sales Enablement, Sales Effectiveness, or related fields
  • Deep expertise in solution selling and consultative sales processes
  • Proven success in leading program-based enablement initiatives
  • Excellent communication skills with strong facilitation and program management skills
  • Ability to influence stakeholders at various levels

Responsibilities

  • Establish and implement a standardized solution-selling approach focusing on discovery and stakeholder alignment
  • Lead the design, rollout, and improvement of enablement programs
  • Facilitate impactful virtual learning sessions, including workshops and practice labs
  • Design manager-led coaching models to support team enablement
  • Collaborate with cross-functional leaders to enhance program adoption
  • Measure effectiveness of programs through key performance indicators
  • Develop certification standards linked to observable behaviors and business outcomes

Benefits

  • Comprehensive medical, dental, and vision coverage
  • Paid time off to support work-life balance
  • Enterprise-level benefits offerings
Full Job Description
Sales Enablement Director

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.

About SkillSoft

Skillsoft is a global leader in corporate learning, delivering beautiful technology and engaging content that drives business impact for modern enterprises. Skillsoft comprises three award-winning systems that support learning, performance and success: Skillsoft learning content, the Percipio intelligent learning experience platform and the SumTotal suite for Human Capital Management.
Learn more about SkillSoft
Size
2,200 employees
Market Cap
$206.6 million
Industry
Founded
1997
NASDAQ

Similar Jobs

More Jobs at SkillSoft

More Business Services Jobs

Find similar Sales Enablement, Director jobs: