Timing is Everything: Buying a $30m Tutoring Business

November 3, 2025
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I

n our world we spend a lot of time imagining sellers, trying to understand their motivations, get inside their heads.

But for all that study, we rarely hear from them directly.

In today's episode you will.

We have two guests here, the first, buyer Jared Lenner, who acquired Grade Potential from the second, seller Dave Serwitz.

So we get the journey of this transaction from both perspectives.

And hopefully you come away with a more concrete sense of that "mythical, theoretical thing", as Jared jokingly called it, the seller.

If you want to hear another interview with a seller, listen to episode 181 with Peter Wild, the founder of a tree business he'd founded in the 70s.

In that interview, Peter's motivation to sell is retirement.

In today's interview, seller Dave is only 42 and has different motivations. (A good reminder that retirement isn't the only valid reason to sell a business.)

As always, we also learn about the subject business and industry. Grade Potential sends in-person tutors to family homes. It has a national footprint and does over $30m in revenue.

Please enjoy this conversation with Jared Lenner, CEO of Grade Potential, and Dave Serwitz, founder and seller of Grade Potential.

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Timing is Everything: Buying a $30m Tutoring Business

Both buyer Jared Lenner and seller Dave Serwitz share their perspectives on the acquisition of a 20-year-old business.

Key Takeaways

Introduction

Listen to the introduction from the host
I

n our world we spend a lot of time imagining sellers, trying to understand their motivations, get inside their heads.

But for all that study, we rarely hear from them directly.

In today's episode you will.

We have two guests here, the first, buyer Jared Lenner, who acquired Grade Potential from the second, seller Dave Serwitz.

So we get the journey of this transaction from both perspectives.

And hopefully you come away with a more concrete sense of that "mythical, theoretical thing", as Jared jokingly called it, the seller.

If you want to hear another interview with a seller, listen to episode 181 with Peter Wild, the founder of a tree business he'd founded in the 70s.

In that interview, Peter's motivation to sell is retirement.

In today's interview, seller Dave is only 42 and has different motivations. (A good reminder that retirement isn't the only valid reason to sell a business.)

As always, we also learn about the subject business and industry. Grade Potential sends in-person tutors to family homes. It has a national footprint and does over $30m in revenue.

Please enjoy this conversation with Jared Lenner, CEO of Grade Potential, and Dave Serwitz, founder and seller of Grade Potential.

About

David Serwitz and Jared Lenner

David Serwitz and Jared Lenner
David Serwitz and Jared Lenner

Show Notes

Episode Transcript

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