
Royce Yudkoff
2
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Jul 19, 2026
Entrepreneurship Through Acquisition -- Insights from Harvard Business School Experts
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Jacob OrosHOST
Royce, when you were in private equity, what size companies were you investing in? Again, you were in the middle market investing in service companies.

Royce YudkoffGUEST
The size of companies we were investing in would be sort of a purchase price of $200 to $300 million.

Royce YudkoffGUEST
But the important thing is the principles of what you want to look for to have safety and an opportunity for value creation, those are the same.

Royce YudkoffGUEST
Why 4 to 15 million? My partner, Rick Ruback, likes to say the magic is in the multiples.

Royce YudkoffGUEST
And what he means by that, of course, is that when you go to the low end of the size market, You're not getting a lot of institutional competition from PE firms.
9 MINS LATER

Jacob OrosHOST
Why retirement? Is that intentional or did you just say kind of, oh, most of these people are retiring?
Richard S. Ruback and Royce Yudkoff, "HBR Guide to Buying a Small Business: Think Big, Buy Small, Own Your Own Company" (HBR Press, 2017)
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Royce YudkoffGUEST
And I do agree with your description, Caleb, and I know Rick does, which is it is a tough process.

Royce YudkoffGUEST
First, in most tasks, it's a little like climbing a mountain where every hour you get closer and closer to the summit and you can see that you're getting closer.

Royce YudkoffGUEST
But here, you know, Until you get a deal done, you can convince yourself that you've made no progress.
17 MINS LATER
C
32:49Caleb ZakarinHOST
So how do people, uh, how should you actually recommend people think about valuation? Because, um, You can always have someone trying to tack on extra multiples using all sorts of arguments.
