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Customer Success Manager (DoD)

Learn to Win

Learn to Win

Customer Service, Sales & Business Development
Remote
Posted on Apr 19, 2025

Customer Success Manager - DoD

Location: Remote
To Apply: Please send your resume to cs@learntowin.com

About Learn to Win

Learn to Win’s mission is to ignite the potential in all learners by transforming how organizations teach.
Learn to Win recently closed a Series A Funding round of $30M that will help us scale our modern training platform that redefines the way people learn essential information in high-stakes environments.
We are the leading provider of personalized, predictive, and secure enterprise training software. By leveraging artificial intelligence, data science, and a modern cloud-native platform, Learn to Win transforms how organizations train their teams to drive winning outcomes in complex, fast-paced environments.
The company is trusted by the most critical systems in the world and serves hundreds of enterprise customers across the U.S. military, life sciences, manufacturing, supply chain, and professional sports industries.
Founded in 2019, Learn to Win is headquartered in Redwood City, California, and backed by top investors, including the Westly Group, Norwest Venture Partners, and Pear VC.

About the role

This pivotal role will ensure the Department of Defense achieves success and satisfaction with Learn to Win. As a key player, you will be responsible for effectively onboarding new teams and training use cases onto our platform, driving usage in the early and ongoing stages, and fostering high customer value and satisfaction. Your work with strategic accounts will drive adoption, and you will serve as the voice of your customers internally at Learn to Win.
Your self-driven, curious, and determined nature will enable you to understand each branch’s use cases and be a trusted partner, ensuring they stay and grow with Learn to Win. Your ability to manage several customers with different projects at different stages in their rollouts with ease will be a testament to your skills. You are passionate about discovering and understanding a use case’s ROI and naturally sharing stories across different teams to help scale its impact.

What you’ll do

Manage post-sales activity by leveraging your product knowledge, planning, and execution skills for Learn to Win’s top DoD customers through strong relationship-building with leaders across MAJCOMs and program offices.
Maintain a deep understanding of the command hierarchy of the branches within the Department of Defense, and speak with leaders on how newly secure and compliant capabilities unlock airmen’s bandwidth
Use existing awareness of needs, opportunities, and challenges that are specific to the DoD space to advance the adoption of the Learn to Win platform while encouraging new and additional relevant use cases
Develop joint success plans and change management activities with customers to ensure there is a strategy in place to drive adoption and high-value use cases
Increase customer adoption by conducting regular check-in calls for tactical items and performing strategic business reviews for alignment of objectives and outcomes
Track accounts to identify churn risk and work actively to eliminate that risk
Partner with Sales and the content development services team to make Learn to Win a part of each customer’s core training strategy
Work closely with Product, Engineering, and Customer Support on tracking product releases and paths to deployment in secure DoD environments
Function as the customer advocate and provide internal feedback on how Learn to Win can better serve our enterprise customers

Who you are

Bachelors degree required
3-5 years prior account management, customer success, or solutions engineering experience in SaaS environment
Experience working for or with the Department of Defense
Strong communication skills and technical aptitude - driven by and excel with creating and delivering presentations to high-level DoD stakeholders
Ability to drive use-case conversations, uncovering pain points and insights that we can use to drive value for our customer organizations.
Proactive team player who has fresh ideas when it comes to user adoption and churn mitigation
Enjoys working closely with customers’ leadership to ensure satisfaction at all levels and growth of true enterprise rollouts
A self-starter who takes the initiative to get things done

A note on what we’re looking for

Head-over-heels about this role, but you don’t meet every single requirement? Studies have shown that women and people of color are less likely to apply for jobs unless they meet every qualification. At Learn to Win, we are dedicated to building a diverse, inclusive, and authentic workplace, so if you’re excited about this role but your experience doesn’t align perfectly with every qualification in the job description, we encourage you to apply anyway. You may be just the right candidate for this or other roles.

To Apply

Please send your resume to cs@learntowin.com