Customer Success Manager

Remote from
USA
Salary, yearly, USD
80,000 - 110,000
Employment type
Full Time,
Job posted
Apply before
24 Jul 2026
Experience level
Midweight
Views / Applies
56 / 13

About Skillsoft

Skillsoft is a leading provider of online learning and talent management solutions.

Actively Hiring
Verified job posting
This job post has been manually reviewed for authenticity and compliance.

AI Summary

Skillsoft seeks a Customer Success Manager to act as a strategic advisor for enterprise clients, focusing on skills-based workforce transformation and AI-enabled solutions. The role involves executive engagement, data-driven insights, cross-functional collaboration, and driving customer outcomes. Candidates need 5+ years of B2B CSM experience, strong communication skills, and proficiency in Salesforce and BI tools. The position offers a competitive salary with commission and benefits.

Role DNA

Job Complexity
Easy Hard
Pace & Pressure
Relaxed Fast-paced
Autonomy Level
Guided Full Ownership
Communication Load
Independent Highly Collaborative
AI Insight The role requires strategic advisory, technical understanding of AI and skills frameworks, and executive-level communication, making it challenging for experienced professionals.

Salary Analysis

Median Market Rate
USD95,000
US Market
USD70k – 130k
0 USD143k
AI Insight The offered salary range of $80,000-$110,000 (including commission) aligns with the market median for a Customer Success Manager with 5+ years of experience. The base salary is slightly below the market median, but the total compensation including commission is competitive, especially considering Skillsoft's comprehensive benefits.

Key Skills

Customer Success Strategic Advisory Data-Driven Insights AI Enablement Workforce Transformation Executive Engagement Salesforce Business Intelligence Change Management Cross-Functional Collaboration

Dear Hiring Manager,

I am excited to apply for the Customer Success Manager position at Skillsoft. With over 5 years of experience in B2B customer success and a strong background in strategic advisory, I have successfully driven skills-based outcomes and fostered C-suite relationships. My expertise in AI-enabled solutions and data analytics aligns perfectly with your focus on workforce transformation.

In my previous role, I led cross-functional teams to deliver measurable business results, leveraging tools like Salesforce and business intelligence platforms. I am passionate about guiding customers through change and helping them achieve their goals. I look forward to bringing my strategic thinking and customer-centric approach to Skillsoft.

Sincerely, [Your Name]

Describe a time when you had to advise a customer on a complex business transformation. What approach did you take?
I once worked with a global retailer transitioning to a skills-based workforce. I started by understanding their business goals and current gaps, then developed a success plan with measurable milestones. I facilitated executive workshops to align on strategy and provided ongoing data insights to show progress. The result was a 30% increase in employee upskilling and improved retention.
How do you use data to prioritize customer risks and opportunities?
I use business intelligence tools to monitor key metrics like product adoption, engagement, and outcomes. By analyzing trends, I identify accounts with declining usage or those that are ready for expansion. I then tailor my outreach and collaborate with sales to address risks and capitalize on opportunities.
Explain how you would guide a customer through adopting AI capabilities, including ethical considerations.
I would start by understanding their learning objectives and data privacy needs. Then, I'd explain the AI features and limitations in practical terms, addressing ethical concerns like bias and transparency. I'd provide training and support to ensure responsible adoption, and regularly check in to gather feedback and adjust.
How do you build relationships with C-suite executives?
I focus on understanding their business priorities and speaking their language—ROI, outcomes, and strategic impact. I schedule regular check-ins, provide executive summaries with data-backed insights, and act as a trusted advisor. By consistently delivering value, I gain their trust and turn them into champions.
Give an example of a challenging cross-functional project you managed. How did you ensure alignment?
I led a product launch that required coordination between product, sales, and support teams. I set up weekly syncs, created a shared roadmap, and communicated clear responsibilities. When conflicts arose, I facilitated resolution by focusing on customer impact. The launch was successful, and the teams appreciated the streamlined process.

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 (CSM) to be a strategic advisor responsible for driving skills-based outcomes. 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, 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

  • 5+ years of professional B2B Customer Success Manager experience
  • Expertise in being a strategic advisor, experience in customer relationship management, to include strengthening C-suite connections and cultivating customer champions.
  • Proficient in Salesforce. Business Intelligence tools and MS Office Suite
  • 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

Target base salary range for this job requisition is anticipated to be approximately $80,000 – $90,000 annualized with average on target earnings includingcommissions of approximately $100,000 – $110,000 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.

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.

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.

Apply now >

This job listing has been manually reviewed by the Jobicy Trust & Safety Team for compliance with our posting guidelines, including verification of the company's legitimacy, accuracy of job details, clarity of remote work policy, and absence of misleading or fraudulent content.

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