Episode 350: Strategic Capital Raising and Exit Planning with Tom Dillon

Most entrepreneurs think raising VC money means they've "made it."

But Tom Dillon learned something different during his years in investment banking and running a PE-backed company.
After analyzing countless deals and experiencing the pressure firsthand, he discovered that VC money comes with a specific expectation: IPO-level returns.

"For a lot of VCs, they kinda look at things in terms of roulette table. They really need one of those to hit big."
The problem? Most successful businesses exit through M&A, not IPOs.

So if you're building a profitable company that could sell for $20-50M in a few years, VC funding might actually work against you.

Tom now helps founders as a fractional CFO, matching funding strategies to realistic business goals rather than chasing the biggest check.

In this episode, we explore:
• Why thinking multiple rounds ahead is crucial for any capital raise
• Alternative funding sources that align with M&A exits
• The growing trend of buying your first business instead of starting one
• How to set realistic valuation expectations
• The mindset shifts that separate successful founders from those who struggle

Perfect for entrepreneurs evaluating funding options and business owners planning exit strategies.

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FOR MORE ON THIS EPISODE:
https://www.coreykupfer.com/blog/tomdillon

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FOR MORE ON TOM DILLON
https://www.linkedin.com/in/tomdilloncfa/
https://fracfinance.com/

FOR MORE ON COREY KUPFER
https://www.linkedin.com/in/coreykupfer/
https://www.coreykupfer.com/

Corey Kupfer is an expert strategist, negotiator, and dealmaker. He has more than 35 years of professional deal-making and negotiating experience. Corey is a successful entrepreneur, attorney, consultant, author, and professional speaker. He is deeply passionate about deal-driven growth. He is also the creator and host of the DealQuest Podcast.

Get deal-ready with the DealQuest Podcast with Corey Kupfer, where like-minded entrepreneurs and business leaders converge, share insights and challenges, and success stories. Equip yourself with the tools, resources, and support necessary to navigate the complex yet rewarding world of dealmaking. Dive into the world of deal-driven growth today!