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The Exit - Presented By Flippa

The Exit That Never Happened: Turning a Family Failure Into a Mission to Help Founders Exit Right with Ben Brickweg

The Exit - Presented By Flippa

The Exit - Presented By Flippa

Technology

52K Ratings

🗓️ 9 June 2025

⏱️ 34 minutes

🧾️ Download transcript

Summary

Want a quick estimate of how much your business is worth? With our free valuation calculator, answer a few questions about your business and you’ll get an immediate estimate of the value of your business. You might be surprised by how much you can get for it: https://flippa.com/exit -- What happens when an eight-figure exit falls apart? For Ben Brickweg, it sparked a decades-long mission to ensure no other founder has to experience the same heartbreak his family did. In the latest episode of The Exit, Ben — founder of Exitworthy, attorney, and seasoned M&A advisor — pulls back the curtain on what really goes wrong in business exits… and how to fix it. What You’ll Learn: The family deal that blew up and why it changed Ben’s life forever How Ben accidentally fell into M&A and worked on 200+ deals his first year Why most founders are unprepared to exit — and how to change that The three-part “Value Mountain” framework: Valuation, Sellability, and Transferability The biggest legal mistakes business owners make when selling Why private equity offers often shift post-LOI — and what to do about it How lifestyle inflation and poor financial planning derail more exits than you'd think What it really means to build an “exit-worthy” business Ben doesn’t just talk theory. He’s been on every side of the table — founder, lawyer, broker, buyer — and he’s seen deals thrive, collapse, and quietly destroy the dreams of unprepared sellers. His advice? Don’t wait until you’re ready to sell. Build your business like you're going to exit — from day one. This is a no-BS, deeply practical episode for anyone who owns a business and wants optionality — whether that means exiting now, or 10 years from now. -- Personal &/or Company Bio: Ben Brickweg has worked with over 2,000 business owners, helping them grow, protect, and sell their companies the right way. He runs two companies, Sagewood Business Advisors and Lodgepole Law, both built to help business owners navigate complex deals and legal challenges. Sagewood Business Advisors is a boutique M&A firm that helps owners understand their value, structure strong deals, and exit on their terms. Lodgepole Law is a provider of fractional general counsel services for acquisition entrepreneurs who need a proactive legal strategy, not last-minute chaos and hourly meters. He is also the creator of Exit Worthy, a platform that includes the podcast, training materials, and resources to help business owners get serious about preparing for a real exit; and Business Legal Fortress, bridging the gap between legal template stores and full-service firms, giving business owners affordable, effective legal protection without the unpredictability of hourly fees. Ben on LinkedIn: https://www.linkedin.com/in/benbrickweg/ Website: https://gosagewood.com/ - https://exitworthy.com/ - https://lodgepolelaw.com/ -- The Exit—Presented By Flippa: A 30-minute podcast featuring expert entrepreneurs who have been there and done it. The Exit talks to operators who have bought and sold a business. You’ll learn how they did it, why they did it, and get exposure to the world of exits, a world occupied by a small few, but accessible to many. To listen to the podcast or get daily listing updates, click on flippa.com/the-exit-podcast/

Transcript

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0:00.0

Before we get into the exit today, I want to talk about the certified M&A advisors that are on Flippa.

0:06.1

If you are an operator right now running a business and you're thinking about exiting,

0:10.8

you are going to want to get a free online business valuation on the exit landing page.

0:16.7

Without a doubt, it is the smartest thing you can do to start a process and get yourself organized.

0:23.0

So you're going to go to the URL, flippa.com, slash exit, to check out more, and let's jump into

0:28.1

the interview.

0:29.2

Below and welcome to the exit presented by Flipup, the number one platform to buy and sell online

0:34.2

businesses.

0:35.2

Flipa manages over a billion in deal value annually and combines

0:39.4

expert buy and sell side advisory with its market leading valuation tool, deal room,

0:43.9

off market offering, market insights, an AI-based deal-by-deal matching engine. Now for the exit.

0:50.9

The exit is a 30-minute podcast featuring awesome entrepreneurs who have been there and they

0:54.8

have done it. The exit talks to operators who have bought and sold businesses of all different sizes.

1:00.3

You learn how they did it, why they did it, and get exposure to the world of exits. It's a world

1:05.1

occupied by a small few, but accessible to many. On this episode of theit, I sit down with Ben Brickweg.

1:12.0

This is a fantastic conversation about origin stories,

1:15.4

and Ben not only talks about why he got in to the space

1:19.0

because his family business went through a process that fell through at the last minute,

1:25.3

and it really just started him on this path

1:28.0

to make sure that other businesses didn't experience this

1:32.0

and had a successful process and a successful exit.

1:35.0

And also the fact that while he was working at a company

...

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