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 Customer Success Manager to partner with enterprise organizations as they build workforce capabilities, develop critical skills, and drive measurable business outcomes. This role is responsible for managing a portfolio of strategic enterprise customers with accountability for retention, customer outcomes, expansion readiness, and long-term partnership success.
As a Customer Success Manager, you will serve as a trusted advisor to senior customer stakeholders, helping organizations align workforce development strategies to business priorities. You will guide customers through onboarding, adoption, value realization, renewal readiness, and growth while ensuring they achieve meaningful outcomes from their Skillsoft investment.
The Enterprise Customer Success Manager serves as the strategic post-sale owner of the customer relationship, working closely with Account Executives, Solution Partners, Professional Services, Product, and Support teams to drive customer value, retention, and growth.
Responsibilities:
- Serve as a strategic advisor to enterprise customers, connecting Skillsoft solutions to workforce, talent, skilling, and business transformation priorities.
- Act as the source of truth for customer health, account strategy, stakeholder dynamics, risks, opportunities, and next actions.
- Develop and execute customer success plans aligned to business objectives, success measures, workforce initiatives, and desired outcomes.
- Build and maintain trusted relationships across executive sponsors, business leaders, HR, talent, learning, and technology stakeholders.
- Drive customer outcomes by helping organizations define, measure, and achieve meaningful workforce and business results.
- Lead strategic reviews that connect customer goals, skills development, adoption trends, business impact, and future opportunities.
- Identify and mitigate customer risk early by monitoring account health, stakeholder engagement, adoption signals, and business changes.
- Own renewal readiness through proactive planning, risk management, stakeholder alignment, and value realization long before the renewal window.
- Create executive alignment by facilitating conversations that strengthen sponsorship, governance, and organizational commitment.
- Partner cross-functionally with sales, solutions, services, support, and product teams to deliver a seamless customer experience.
- Surface growth opportunities by identifying expansion signals, workforce initiatives, and emerging customer priorities.
- Leverage customer insights to influence product direction, service improvements, customer programs, and go-to-market strategy.
Skills & Qualification Requirements
- 5+ years of professional Customer Success, Sales or Professional services experience with a Bachelor's Degree in business, education, or related field; or equivalent experience
- Experience leading complex customer relationships and driving measurable business outcomes within enterprise organizations.
- Solid knowledge of the digital learning industry with the ability to articulate its features and benefits to all levels of the business enterprise, including understanding of the customer's business drivers
- Demonstrated ability to analyze data, identify trends, and translate insights into strategic recommendations and action plans.
- Excellent communication skills with the ability to influence stakeholders from program managers through executive leadership.
Preferred Skills & Experience
- Experience using Salesforce CRM and Churn Zero or CSP equivalent
- Advanced proficiency in Excel, PowerPoint, and data-driven storytelling tools
- Knowledge of workforce transformation, AI-enabled learning solutions, talent development, or HR technology ecosystems.
Target base salary range for this job requisition is anticipated to be approximately $80,000 - 91,200 annualized with average on target earnings including commissions of approximately $100,000 - $114,000 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 uses AI-enabled tools to screen applications. Recruitment and hiring decisions are made by Skillsoft personnel and are not based solely on automated processing.
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
- 5+ years of professional experience in Customer Success, Sales, or Professional Services
- Bachelor’s degree in business, education, or a related field, or equivalent experience
- Experience leading complex customer relationships within enterprise organizations
- Experience driving measurable business outcomes
- Solid knowledge of the digital learning industry and ability to articulate solution features and benefits
- Understanding of customer business drivers
- Ability to analyze data, identify trends, and translate insights into strategic recommendations and action plans
- Excellent communication and stakeholder-influence skills, including with executive leadership
- Experience using Salesforce CRM and ChurnZero or an equivalent customer success platform
- Advanced proficiency in Excel, PowerPoint, and data-driven storytelling tools
- Knowledge of workforce transformation, AI-enabled learning solutions, talent development, or HR technology ecosystems
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.
Skillsoft Insights
Similar Jobs
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 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.
Gallery
Skillsoft Offices
Remote Workspace
Employees work remotely.
