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

Interviews on buying businesses, deal structures, financing and exit planning AI summary

Matt Uhler Visit website › Business · EN · 75 episodes · latest 2026-11-11

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What it is about

What's Your Deal? with Matt Uhler is a podcast for entrepreneurs, investors, and business owners looking to buy businesses, build multiple streams of income, and prepare for a profitable exit. Throughout the show, we break down real-world business deals, small business investing strategies, business financing—including SBA loans and owner financing—and exit planning, so you can make confident decisions, reduce risk, and build long-term wealth through small business ownership. From first-time buyers to experienced investors, we cover how to find the right business to buy, structure deals, secure financing, grow cash flow, and position your business exit. If you're serious about buying a business, investing in small businesses, scaling income, and creating financial freedom through ownership and exits, this podcast is for you. New episodes weekly. Subscribe and start building your path to business ownership and long-term wealth.

Publisher’s own description, taken unchanged from the podcast feed.
2025

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Latest episodes

How to Tell if a Business Can Scale Before You Buy or Start It - Steve Rolle

2026-11-11 · 45 min · Season 2, episode 45

Steve Rolle, author of The Future You Choose, joins Matt Uhler in studio to share how he went from growing up near poverty to building a business that runs and grows without him. They talk about why the paycheck isn't…
The Silent Deal Killer in Due Diligence and How to Avoid It - Mark Sims

2026-11-04 · 46 min · Season 2, episode 44

What does a business look like through the eyes of a big corporate buyer? Matt Uhler sits down with Mark Sims, managing principal of Consult MSG and former CIO and head of strategy and M&A at Scotts Miracle-Gro, to…
Buying a Business While Keeping Your Career - Nichole Hines

2026-10-28 · 48 min · Season 2, episode 36

Nicole Hines joins Matt Uhler to share her journey buying a business without leaving the career she loves. She explains how she narrowed a wide-open buy box down to e-commerce and stationery, and why she walked away…
Failure Is an Option: Lessons from 6 Venture-Funded CEO Roles - Mike Grossman

2026-10-21 · 46 min · Season 2, episode 42

Matt Uhler sits down with Mike Grossman, author of Failure Is an Option and a veteran CEO of six venture-funded companies. Mike explains how two failed attempts to take a company public led to an acquisition worth…
Fast Failure, Real Growth: Lessons From Lawyer.com CEO - Colleen Joyce

2026-10-14 · 42 min · Season 2, episode 41

Colleen Joyce, CEO of Lawyer.com, joins Matt Uhler to share how she built an eight-figure legal marketplace from a single room and a great domain name. She explains her "sell it, then build it" approach, why the team…
Two Business Brokers Talk LOIs, Due Diligence & Deal Killers - Ryan Armstrong

2026-10-07 · 45 min · Season 2, episode 40

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…
Why Smart Leaders Fail: Emotional Intelligence Lessons from Amazon - Rich Hua

2026-09-30 · 38 min · Season 2, episode 39

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…
How Losing Everything Led to Success - Ryan Beckmann

2026-09-23 · 52 min · Season 2, episode 38

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…
Building a Business From Nothing (Literally) — Rodney Steidinger

2026-09-16 · 45 min · Season 2, episode 37

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.…
Why Most Business Owners Are Afraid of Social Media (And How to Fix It) - Beau Bullard

2026-09-09 · 43 min · Season 2, episode 36

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…

Episode details from the publisher’s feed. Playback happens at the publisher.

Publisher details

Oldest episode in feed: 03/2025 · over a year
Typical length: 44 min
Format: Episodic Newest first, episodes stand alone

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