Sr. Federal Customer Success Manager

Remote from
USA
Salary, yearly, USD
95,000 - 131,250
Employment type
Full Time,
Job posted
Apply before
25 Jul 2026
Experience level
Senior
Views / Applies
17 / 4

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 is seeking a Sr. Federal Customer Success Manager to drive skills-based outcomes for complex Federal customers. The role involves strategic executive engagement, data-led insights, cross-functional orchestration, and commercial acumen. Candidates need 8+ years of B2B CSM experience and expertise in AI-enabled environments. The position offers a target base salary of $95,000-$105,000 plus commissions.

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 deep expertise in strategic advisory, change management, and AI-enabled skills transformation, with complex Federal customers, making it highly challenging.

Salary Analysis

Median Market Rate
USD113,125
US Market
USD90k – 160k
0 USD176k
AI Insight The offered base salary range of $95,000-$105,000 (with OTE up to $131,250) is competitive for a senior Federal CSM role. The market median for such positions is around $113,000, so the company's offer aligns well with industry standards.

Key Skills

Customer Success Federal Government Strategic Advisory Change Management AI-Enabled Solutions Salesforce Gainsight Data-Led Insights Executive Engagement Workforce Transformation

Dear Hiring Manager,

I am excited to apply for the Sr. Federal Customer Success Manager position at Skillsoft. With over 8 years of experience in B2B customer success and a strong background in strategic advisory for federal clients, I am confident in my ability to drive skills-based outcomes and foster long-term partnerships.

My expertise in data-led insights, change management, and cross-functional orchestration aligns perfectly with the responsibilities outlined. I have successfully guided customers through technology transformations and leveraged AI-enabled solutions to deliver measurable business impact.

I am particularly drawn to Skillsoft's mission of turning constant change into continuous growth and would be honored to contribute to your team. Thank you for considering my application.

Sincerely,
[Your Name]

Describe a time you managed a complex Federal customer relationship. What strategies did you use to align their goals with your solutions?
I once handled a large federal agency where initial adoption was low. I conducted executive workshops to map their training needs to our platform, implemented a phased rollout with clear metrics, and provided regular data reviews to demonstrate value. This led to a 30% increase in engagement and renewal.
How do you approach change management when introducing new AI capabilities to a federal customer?
I start by understanding their risk tolerance and compliance requirements. Then I educate stakeholders on AI's limitations and ethical use, provide tailored training, and set up a sandbox environment for them to test. I also establish clear governance and feedback loops to address concerns proactively.
Can you give an example of using data to drive a strategic conversation with a C-level executive?
I presented a dashboard showing correlation between learning completion and performance metrics. The VP of Talent saw that teams with higher adoption had 20% faster project delivery. This led to a sponsorship for a company-wide upskilling initiative.
How do you balance customer advocacy with driving commercial growth?
I view customer success and growth as complementary. By identifying expansion signals like new department needs or product adoption gaps, I can propose additional value while ensuring current goals are met. I communicate openly about ROI and tie outcomes to business priorities.
What experience do you have with skills-based workforce transformation? How do you guide customers through taxonomy decisions?
I have worked with customers to map job roles to skills frameworks. I facilitate workshops to define proficiency levels and align taxonomies with industry standards. By showing benchmarks and readiness pilots, I help them make informed decisions that support long-term workforce planning.

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 Federal Customer Success Manager (CSM) to be a strategic advisor who is 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.

Remote – Eastern Time Zone

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
  • Experience working with highly complex Federal customers
  • 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
  • Ability to Travel up to 20%

Target base salary range for this job requisition is anticipated to be approximately $95,000 – $105,000 annualized with average on target earnings includingcommissions of approximately $118,750 – $131,250 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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