Edtech Insiders

Building Accessible Tutoring Solutions with Chuck Cohn, Founder of Nerdy & Varsity Tutors


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Chuck Cohn is the Founder, Chairman & CEO of Nerdy (parent company of Varsity Tutors). Chuck founded the company in 2007 during his junior year of college after experiencing frustration finding the personalized help he needed for a calculus course. He spent his early career working in energy & power investment banking at Wells Fargo Securities (Wachovia) and healthcare private equity at Ascension Ventures, an $800M AUM private equity fund. Chuck bootstrapped Nerdy before leaving his private equity role to focus on growing Nerdy full-time at the end of 2011.

💡 5 Things You’ll Learn in This Episode:

  • How Varsity Tutors scaled from a startup to a public company and the evolving business model for reaching individual and institutional customers.
  • The critical role of “high-dosage tutoring” in overcoming learning loss and why regular, personalized sessions outperform on-demand solutions.
  • How AI tools are enhancing personalized education by creating adaptive lesson plans and optimizing tutor-student matching.
  • The challenges and strategies in transitioning from direct-to-consumer to B2B in the K-12 education sector.
  • The future of AI in tutoring, including real-time translation and adaptive content, and how it’s reshaping the role of human tutors.

✨ Episode Highlights:

[00:03:07] Chuck’s founding story of Nerdy and his vision for accessible tutoring
[00:05:20] Scaling Varsity Tutors from individual tutoring to institutional partnerships.
[00:07:27] Early entrepreneurial lessons from bootstrapping and finance
[00:13:17] Ensuring quality through effective tutor-student matching.
[00:16:45] Why high-dosage, relationship-based tutoring drives better outcomes
[00:24:10] Balancing logistics with personalization in tutoring.
[00:30:46] Chuck’s outlook on sustainable tutoring post-ESSER funding
[00:35:00] How AI enhances personalization and tutor matching at Varsity Tutors
[00:41:03] Consistent tutoring's impact on improving school attendance
[00:50:06] The promise of real-time language translation for ELL students.

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This season of Edtech Insiders is brought to you by Starbridge. Every year, K-12 districts and higher ed institutions spend over half a trillion dollars—but most sales teams miss the signals. Starbridge tracks early signs like board minutes, budget drafts, and strategic plans, then helps you turn them into personalized outreach—fast. Win the deal before it hits the RFP stage. That’s how top edtech teams stay ahead.

This season of Edtech Insiders is once again brought to you by Tuck Advisors, the M&A firm for EdTech companies. Run by serial entrepreneurs with over 25 years of experience founding, investing in, and selling companies, Tuck believes you deserve M&A advisors who work as hard as you do.

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Edtech InsidersBy Alex Sarlin and Ben Kornell

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