Stars Align After 4 Broken Deals

April 10, 2025
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e know from the Stanford Study that over a third of traditional searches end without an acquisition.

Today's guest was in that unhappy cohort — initially.

After 2 years and 4 deals under LOI, none of which closed, traditional searcher Keegan Dum wound down his search.

But then things took an interesting turn.

Keegan ended up working for and ultimately acquiring one of those 4 deals he'd had under LOI.

The terms changed, both with the seller and with his investors.

We get into those details.

And then, after those 2 years of frustrated searching and dead deals, for the next 5 years a number of things break in the right direction for Keegan, and the journey in its entirety ends up a big success.

Here he is, Keegan Dum, former CEO of eGenuity.

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Stars Align After 4 Broken Deals

Keegan Dum wound down his search fund after 2 years without a deal, but he went on to acquire & create a great outcome.

Key Takeaways

Introduction

Listen to the introduction from the host

e know from the Stanford Study that over a third of traditional searches end without an acquisition.

Today's guest was in that unhappy cohort — initially.

After 2 years and 4 deals under LOI, none of which closed, traditional searcher Keegan Dum wound down his search.

But then things took an interesting turn.

Keegan ended up working for and ultimately acquiring one of those 4 deals he'd had under LOI.

The terms changed, both with the seller and with his investors.

We get into those details.

And then, after those 2 years of frustrated searching and dead deals, for the next 5 years a number of things break in the right direction for Keegan, and the journey in its entirety ends up a big success.

Here he is, Keegan Dum, former CEO of eGenuity.

About

Keegan Dum

Keegan Dum
Olivia Rhye
Product Designer

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