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 Senior Customer Success Manager (CSM) to be a strategic advisor responsible for driving skills-based outcomes in our Solutions Organization. In this role, you will have the opportunity to lead outcome-based executive level conversations tied to business priorities, not just learning activity.
RESPONSIBILITIES
- Strategic and Executive Engagement
- Translate customer goals into clear success plans with measurable impact
- Advise on skills-based workforce transformation, not just learning programs
Platform, Solution & AI Confidence
- Mastery of our solutions and be an expert in the evolving product offering
- Speak Credibly about AI-enabled capabilities and limitations
- Explain "why this matters" in practical, business terms
- Guide customers through ethical, responsible adoption conversations
Skills Intelligence & Workforce Strategy Fluency
- Confidently explain skills vs. competencies, job architectures, and proficiency models
- Guide customers through taxonomy decisions, benchmarks, and readiness planning
- Articulate the value to the customer of each of these approaches
Data-Led Insights and Decision Making
- Use data to prioritize risk, opportunity, and expansion conversations
- Interpret dashboards and metrics to tell a clear story
- Tie Engagement and adoption data back to business outcomes
Cross Functional Orchestration
- The quarterback across Product, Professional Services (PS), Sales and Support
- The voice of the customer at the account level, into roadmap and prioritization discussion, by feeding product and pricing teams with monetizable insights
- A partner in shaping repeatable plays and best practices
Commercial Acumen & Growth Strategy
- Understand commercial levers and account economics
- Identify growth signals tied to maturity and outcomes
- Confidently partner with Sales on timing, readiness and value
Change Management & Customer Enablement
- Lead customers through change, ambiguity and new operating models
- Prepare customers ahead of launches and transitions
- Reinforce adoption through structured enablement and reinforcement
Skills & Qualifications Required
- 8+ years of professional B2B Customer Success Manager experience with a Bachelor’s degree or commensurate experience
- Expertise in being a strategic advisor, have a solution mindset, experience in customer relationship management, to include strengthening C-suite connections and cultivating customer champions.
- Proficient in Salesforce, Business Intelligence tools, MS Office Suite, and Customer Success Platform experience such as Gainsight or Churnzero
- Excellent communications skills with robust Executive presentation experience
- Operational rigor with the ability to drive data-led insights and decision making, as well as, conduct regular pipeline and performance reviews
- Deep understanding of and comfortable operating in an AI-enabled, skills based environment
- Strategic thinking and problem-solving, with the ability to confidently lead customers through change and platform evolution
- Location: West Coast to Central US (Chicago & Colorado preferred)
- Ability to Travel up to 20-30%
Target base salary range for this job requisition is anticipated to be approximately $85,000 - $115,000 annualized with average on target earnings including commissions of approximately $110, 500- $149,500 annually.
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.
What the Team is Saying
Skillsoft Compensation & Benefits Highlights
How does Skillsoft ensure its pay and bonus plans are competitive?
Skillsoft’s compensation is supported by employee feedback around market-rate pay, bonus opportunities, benefits and total rewards. The company pairs compensation with flexibility, learning access and career development programs that employees describe as part of the overall value of working there.
- Market-aligned pay and bonus opportunities: Employees describe Skillsoft’s compensation as competitive, especially in roles with bonus potential. Employees surveyed on external review sites cite “salary plus bonus potential” as market rate, quarterly bonus access in sales and a strong compensation plan. A marketing employee cited “great pay,” while a solution design architect described Skillsoft as offering a “very competitive benefits and total compensation package.” (Comparably; Glassdoor)
- Performance-based rewards: Skillsoft employees point to bonus opportunities as part of the company’s rewards approach. A software engineer said their bonus was “excellent,” while sales employees cite quarterly bonus access as part of their compensation package.
- Benefits as part of total rewards: Skillsoft’s total rewards are also supported by employee comments about health benefits, insurance benefits, flexible time off, remote work and work-life balance. Employees surveyed on external review sites cite health benefits and insurance benefits as strengths, while other employees highlight great benefits, remote-first work and flexibility as part of the employee experience. (Comparably; Glassdoor)
- Growth and learning as added value: Skillsoft’s rewards approach is connected to its employee growth culture. The company provides employees with access to Percipio, Aspire Journeys, role-based pathways, instructor-led training, coaching and CAISY® simulations. Employees describe Skillsoft as a place with “continuous learning opportunities across the tech stack” and “no better place to learn and grow.”
● External signals:
○ Compensation and bonus: Employees on external review sites cite market-rate salary plus bonus potential, quarterly bonus access in sales, a strong compensation plan, “great pay” and an “excellent” bonus as compensation strengths. (Comparably; Glassdoor)
○ Total rewards: Employees on external review sites describe Skillsoft as offering “great benefits,” a “very competitive benefits and total compensation package” and benefits that support work-life balance, flexibility and employee growth. (Glassdoor)
○ Health and insurance: Employees on external review sites cite health benefits, insurance benefits and good health plans as strengths of Skillsoft’s employee experience. Mental health benefits are also listed among Skillsoft’s employee benefits. (Comparably)
○ Flexibility as a reward: Employees on external review sites connect rewards not only to pay, but also to remote work, flexible hours, flexible time off, independence and management that avoids micromanaging. (Glassdoor; Comparably)
Bottom line: Skillsoft supports competitive pay through market-rate compensation, bonus opportunities and a broader total rewards experience that includes benefits, flexibility and career development.
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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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