Poker, Psychology, and Preparing to Sell Your Business episode artwork

EPISODE · Oct 27, 2025 · 36 MIN

Poker, Psychology, and Preparing to Sell Your Business

from The Deal Podcast · host Joshua Wilson

In this episode, we sit down with Scott Shea, a sell-side advisor, former family business operator, and recovering professional poker player who brings a uniquely grounded perspective to helping owners navigate the sale of their company.From growing up in an oilfield services family business to sitting across from buyers in private equity, Scott shares how poker taught him more about deals than business school ever could. He breaks down how sellers sabotage their own exits by getting emotional, managing for dollars instead of percentages, and waiting too long to prepare.Whether you’re years away from selling or getting offers now, this conversation offers a masterclass in readiness, realism, and negotiation psychology.Topics Covered:How to manage deal fatigue and emotional detachment during a saleWhy timing and identity are critical for business owners looking to exitThe myth of “I can just sell it myself” and where it goes wrongThe danger of bad buyer psychology and off-market lowball offersWhy culture, not just capital, matters in acquisitionsHow to create real buyer competition and why it changes everythingConnect with the Guest:Scott SheaSell-Side Advisor, FA MergersEmail: [email protected]: https://www.famergers.comLinkedIn: https://www.linkedin.com/in/escottshea/Connect with the Hosts & The Deal Podcast:Joshua WilsonLinkedIn: https://www.linkedin.com/in/joshuabrucewilson/YouTube Channel: https://www.youtube.com/@TheDealPodcastWebsite: https://www.thedealpodcast.comCurious what your business is worth? Request your free valuation at famergers.comDisclaimer: Joshua Wilson is a licensed Florida real estate broker and holds FINRA Series 79 and Series 63 licensure. The Deal Podcast is presented by FA Mergers and is produced for informational and educational purposes only. Nothing discussed constitutes investment advice, legal or tax advice, a solicitation, or a recommendation to buy or sell any security or to pursue or avoid any transaction. All views and opinions expressed by the hosts, co-hosts, and guests are their own and do not necessarily reflect the positions of FA Mergers, One Iron Network LLC, any regulatory agency, or any employer. Listeners should consult their own legal, financial, and tax professionals before making any business, financial, or transaction decision. This podcast does not constitute a solicitation or recommendation for any financial products or services.Let's Connect on LinkedIn:https://www.linkedin.com/in/joshuabrucewilson/To Contact Us, Please Visit:https://www.thedealpodcast.com/contact/

Episode metadata supplied by the publisher feed · Published Oct 27, 2025

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In this episode, we sit down with Scott Shea, a sell-side advisor, former family business operator, and recovering professional poker player who brings a uniquely grounded perspective to helping owners navigate the sale of their company. From growing up in an oilfield services family business to sitting across from buyers in private equity, Scott shares how poker taught him more about deals than business school ever could. He breaks down how sellers sabotage their own exits by getting emotion...

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Poker, Psychology, and Preparing to Sell Your Business

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This episode was published on October 27, 2025.

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