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Join me, Nik (https://x.com/CoFoundersNik), as I interview Clint Fiore (https://x.com/ClintFiore). Clint, the founder of Bison Business and the newly launched Dealonomy, brings immense experience from over 500 M&A deals, totaling over $100 million in enterprise value.

We unpack the crucial red flags he looks for when sellers approach him, from their motive to sell to how their financials might be impacted by aggressive tax avoidance strategies. Clint explains why prioritizing tax deductions can actually be "stepping over dollars to pick up dimes" when selling your business.

We also dive into the red flags to watch out for in buyers, emphasizing the importance of financial wherewithal, relevant experience, and a strong deal team. A significant part of our chat focuses on Dealonomy, Clint's innovative platform that aims to revolutionize the traditional brokerage model by being buyer-centric, offering services free for sellers with guaranteed offers, and providing buyers a membership model with a first mover advantage.

Questions This Episode Answers:
What are the biggest red flags you look for when a seller wants to sell their business?
How does aggressive tax avoidance affect a business's valuation and sale?
What red flags do you look for when a buyer shows interest in a business?
Why is the traditional brokerage model "broken," and how does Dealonomy fix it?
What's the most important advice for searchers struggling to close a deal?

Enjoy the conversation!
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This week we covered:

00:00 Transforming the Brokerage Experience

06:10 Navigating Seller Dynamics

11:57 Understanding Business Valuation Metrics

18:10 Red Flags in Seller Behavior

26:08 Identifying Buyer Red Flags

29:31 Investor Credibility and Experience

32:53 Identifying Broken Processes in Business Brokerage

36:38 Innovating the Brokerage Model with Dealonomy

40:54 Navigating the Buyer-Seller Landscape

44:35 Creating Irresistible Offers for Sellers

49:00 Building a Buyer-Friendly Platform

54:44 Advice for Aspiring Business Buyers