Home Podcasts What's Your Deal? | Business Buying, Business Acquisitions, Investing & Exit Strategies
What's Your Deal? | Business Buying, Business Acquisitions, Investing & Exit Strategies

What's Your Deal? | Business Buying, Business Acquisitions, Investing & Exit Strategies

Matt Uhler 68 Episodes Oct 7, 2026

What's Your Deal? is hosted by Matt Uhler and focuses on buying, acquiring, and investing in small businesses. It covers deal structures, financing options such as SBA loans and owner financing, and strategies for growing cash flow. The show also addresses exit planning and preparing a business for a profitable sale. It is aimed at entrepreneurs, investors, and business owners who want to build long-term wealth through small business ownership.

Episodes

Two Business Brokers Talk LOIs, Due Diligence & Deal Killers - Ryan Armstrong
Two Business Brokers Talk LOIs, Due Diligence & Deal Killers - Ryan Armstrong Oct 7, 2026 45:16 For the first time on What's Your Deal, Matt Uhler sits down with a fellow business broker, Ryan Armstrong of Transworld Phoenix. He and Matt walk through the full life of a Main Street deal: preparing the seller emotionally, building a data-driven listing, and vetting buyers. They also cover LOIs, due diligence, financing and closing, and why the best deals leave buyer and seller as friends.   Co
Why Smart Leaders Fail: Emotional Intelligence Lessons from Amazon - Rich Hua
Why Smart Leaders Fail: Emotional Intelligence Lessons from Amazon - Rich Hua Sep 30, 2026 38:15 Why do brilliant people sometimes make terrible decisions? According to Rich Hua, former Chief EQ Evangelist at Amazon, it's because stress can cut your effective IQ in half, and most leaders were never taught how to manage it.   In this episode of What's Your Deal, host Matt Uhler sits down with Rich to talk about emotional intelligence and why it may be the most underrated skill in business toda
How Losing Everything Led to Success - Ryan Beckmann
How Losing Everything Led to Success - Ryan Beckmann Sep 23, 2026 52:08 Ryan Beckmann built and lost multi-million-dollar RV dealerships, won a 40 Under 40 award the same year he became homeless, and fought his way back from addiction to found Hero Picks and The Last Save. In this raw conversation, Ryan shares what it took to hit bottom, why service to others became the key to his own healing, and how he's now building "Beyond Awareness" — a platform designed to conne
Building a Business From Nothing (Literally) — Rodney Steidinger
Building a Business From Nothing (Literally) — Rodney Steidinger Sep 16, 2026 45:22 Matt sits down with longtime friend and ZebraScapes Landscaping founder Rodney Steidinger, who built his company from a minivan and a trailer during the 2008 recession into a thriving, multi-generational business. Rodney shares the breaking point that forced him to hire real leadership, how he built a family business empire with his three daughters, and the core values that guide every hire and pr
Why Most Business Owners Are Afraid of Social Media (And How to Fix It) - Beau Bullard
Why Most Business Owners Are Afraid of Social Media (And How to Fix It) - Beau Bullard Sep 9, 2026 43:17 Most business owners over 40 have never posted on social media — and it's not because they don't know how. It's fear. Matt Uhler sits down with Beau Bullard, founder of Bullard Media, to unpack why attention is today's most valuable currency, why iPhone content outperforms professional cameras by up to 800%, and how business owners (and the buyers who acquire their companies) should think about pe
The Costco Write-Off Trap and How Bad Tax Advice Kills Your Business's Sale Price - Nik Agharkar
The Costco Write-Off Trap and How Bad Tax Advice Kills Your Business's Sale Price - Nik Agharkar Sep 1, 2026 42:53 Tax attorney and wealth advisor Nik Agharkar of Crown Point Tax joins Matt to unpack the difference between tax evasion, tax deferral, and legitimate tax strategy — and why so many business owners unknowingly torch their company's sale value with aggressive write-offs. They dig into the "Costco conversation," why most CPAs aren't equipped to strategize (only to prepare). A must-listen for anyone p
Know Your Number: Exit Planning Secrets - Anthony Perez
Know Your Number: Exit Planning Secrets - Anthony Perez Aug 26, 2026 40:43 Most business owners spend decades building their company but almost no time planning what happens after they sell it. In this episode, Matt sits down with Anthony Perez of Harvest Wealth Strategies to talk about "knowing your number," why owner dependency is the #1 deal killer, and how to turn business equity into lasting personal and generational wealth — before it's too late to plan.   Connect
Buying a Business 101: A First-Time Buyer Asks Matt Everything
Buying a Business 101: A First-Time Buyer Asks Matt Everything Aug 17, 2026 51:05 This week's episode flips the script — Beau Bullard, who's never bought a business himself, turns the tables and interviews Matt with the exact questions first-time buyers ask most. They cover finding your core competency, why profitable businesses go up for sale, how valuations really work, SBA loan qualification, seller-carried notes, blue sky, employee retention, and what actually makes a Main
What Private Equity Looks For in a Deal - Eric Wiklendt
What Private Equity Looks For in a Deal - Eric Wiklendt Aug 10, 2026 44:16 Eric Wiklendt, Managing Director of SpySide Equity, joins Matt Uhler to break down how private equity firms evaluate, acquire, and transform manufacturing businesses.    Eric shares the "fix and build" framework his firm uses to grow EBITDA and scale revenue, how they handle underperforming key employees, why smaller businesses struggle to execute transformation, and what a five-to-seven-year hold
Nearshoring Explained: How to Build Remote Teams - Brian Samson
Nearshoring Explained: How to Build Remote Teams - Brian Samson Aug 5, 2026 39:42 Nearshoring is reshaping how U.S. companies build teams — and Brian Samson, founder of Plugg Technologies, has spent over a decade helping businesses do it right. In this episode of What's Your Deal, Brian joins Matt Uhler to break down why nearshoring has become a go-to strategy for outsourced talent.   Brian shares firsthand experience building an 80-person remote team from the ground up, the re
Introducing Our New Community: Get Your Business Buying Questions Answered Live
Introducing Our New Community: Get Your Business Buying Questions Answered Live Jul 30, 2026 07:55 In this special episode, Sarah turns the tables and interviews Matt about an exciting new project: a community built for anyone thinking about buying a business. This new space opens the door for the masses to get questions answered live, weekly, with everything archived and searchable. Buying a business doesn't have to be guesswork. Get direct access to a business broker with nearly 30 years of e
Buying vs. Starting a Business: Lessons from 9 Deals with Eben & Ali Hartzenberg
Buying vs. Starting a Business: Lessons from 9 Deals with Eben & Ali Hartzenberg Jul 22, 2026 53:45 Eben and Ali Hartzenberg arrived in America with nothing, started from scratch, and built a portfolio of nine retail businesses.   In this episode, they open up about facing fear, the power of data over intuition, what makes their marriage-meets-business-partnership work, and the red flags that tell them to walk away from a deal.   Connect with Ali and Eben Hartzenberg:   Ali@bennali.com Eben@benn

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