Learn To Win - Transforming How Companies Teach

Company & Team Introduction

Learn To Win is an innovative microlearning platform designed to revolutionize how companies acquire and retain critical knowledge. The company got its start at Stanford University, participating in the Hacking For Defense program, where the founding team spent months interviewing, researching and uncovering significant training problems across the DoD. Founded in 2019 by Andrew Powell (CEO), Sasha Seymour (COO), and Tommy Hatton, the company has blended its diverse expertise to address the evolving training needs of modern enterprises. Andrew brings extensive experience from the education industry, having worked at the EdTech platform Coursera and as a course designer at Stanford University. Sasha formerly worked as a Consultant at McKinsey, and Tommy was a former NCAA football player at the University of North Carolina with many influential connections in the world of sports. Their early work with the DoD and leveraging Tommy’s influential network in the sports world played pivotal roles in the company breaking into these historically difficult verticals of government and professional sports. Based in Redwood City, California, Learn To Win has grown to a team of approximately 60 employees.

Product Overview

Learn To Win is transforming enterprise training with its cutting-edge, personalized, and secure platform. By combining artificial intelligence, data science, and cloud-native infrastructure, Learn To Win enables organizations to train their teams more effectively, driving performance in dynamic, high-stakes environments. The platform delivers highly targeted microlearning lessons (3-5 minutes), making it easy to quickly create interactive, data-driven training programs that yield faster, more impactful results. Learn To Win’s robust analytics provide leadership teams with actionable insights, empowering them to make data-backed decisions and optimize training strategies. In addition, Learn To Win is the only modern training technology accredited for IL6 (SECRET) clients within the Department of Defense, offering secure, classified training capabilities.

Total Addressable Market

The market for employee training software is well-established, enormous, and rapidly growing. Research from marketresearchintellect.com estimates the total addressable market for employee training software was valued at ~$90.89B in 2023 and is expected to grow to $133.21B by 2031, growing at an impressive 10.33% compound annual growth rate through the period, which is particularly impressive given the already massive existing market.

Business Model & The Numbers

Learn To Win offers a highly customizable pricing model tailored to the specific needs of each enterprise client. The company’s customer-centric approach is evidenced by its remarkable 140% Net Dollar Retention rate, displaying strong customer loyalty and significant expansion within existing customer accounts. Additionally, Learn To Win has experienced impressive growth in new customer acquisition, with the company announcing earlier this year that it was on pace to triple its annual recurring revenue.

Traction

Learn To Win has established itself as an up-and-coming player in modern enterprise training, serving over 75 of the world’s largest organizations, including high-profile customers like the PGA Tour, the U.S. Air Force and Navy, AbbVie, the LA Rams, Mercedes-Benz, and Chick-fil-A. The company’s scalability and security make it an attractive choice for large enterprises. Learn To Win is also the only modern training platform approved by the U.S. Department of Defense as the sole source contracting authority to serve IL6 customers at the Department of Defense, which is typically a complex and rigorous process requiring strict security standards. This accreditation is a key differentiator and further solidifies Learn To Win’s competitive edge in the enterprise training market.

Competitors

The enterprise training software market is highly competitive, but Learn To Win stands apart with its unique blend of modern technology and security features. Traditional training software solutions often require extensive time to create new content, are limited in media types (primarily text and images), offer poor analytics and performance visibility, and are not mobile-friendly. In contrast, Learn To Win enables quick lesson creation with minimal platform knowledge, supports a wide range of media (including PowerPoints, PDFs, videos, and images), provides robust analytics on learner engagement and performance, and offers secure mobile deployment, including for classified information. Learn To Win’s blend of security, ease of use, and digestible microlearning sets it apart from the competition, particularly in high-stakes industries like defence and professional sports.

Funding

Learn to Win has raised two major funding rounds thus far, alongside a host of funding from participation in accelerators/startup competitions. The company's first large funding event was its $4M Seed round in January 2021, spearheaded by Norwest Venture Partners and additional participation from Pear VC and 20|20 Fund. The capital was used to expand product awareness, build new platform features and expand into new verticals. The company’s next funding event wasn’t until June 2024 when Learn To Win announced they had raised $30M in Series A funding in a round led by the Westly Group and follow-on participation from Pear VC and Norwest Venture Partners and new investor Bull City Ventures.