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

Investing · Matt Uhler

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

by Matt Uhler

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.

Latest episodes

Showing 20 · updated from the feed

Fast Failure, Real Growth: Lessons From Lawyer.com CEO - Colleen Joyce

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 "

Oct 14
41 min

Two Business Brokers Talk LOIs, Due Diligence & Deal Killers - Ryan Armstrong

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 o

Oct 7
45 min

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

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 h

Sep 30
38 min

How Losing Everything Led to Success - Ryan Beckmann

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 foun

Sep 23
52 min

Building a Business From Nothing (Literally) — Rodney Steidinger

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 in

Sep 16
45 min

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

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 B

Sep 9
43 min

The Costco Write-Off Trap and How Bad Tax Advice Kills Your Business's Sale Price - Nik Agharkar

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 w

Sep 1
42 min

Know Your Number: Exit Planning Secrets - Anthony Perez

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

Aug 26
40 min

Buying a Business 101: A First-Time Buyer Asks Matt Everything

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 buyer

Aug 17
51 min

What Private Equity Looks For in a Deal - Eric Wiklendt

Eric Wiklendt, Managing Director of SpySide Equity, joins Matt Uhler to break down how private equity firms evaluate, acquire, and transform manufacturing businesses. 

Aug 10
44 min

Nearshoring Explained: How to Build Remote Teams - Brian Samson

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

Aug 5
39 min

Introducing Our New Community: Get Your Business Buying Questions Answered Live

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

Jul 30
7 min

Buying vs. Starting a Business: Lessons from 9 Deals with Eben & Ali Hartzenberg

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

Jul 22
53 min

What Is an ESOP? Employee Stock Ownership Plans Explained - Matt Middendorp

Most business owners exploring an exit only hear one pitch: sell to private equity or a strategic buyer. Matt Middendorp, Director of ESOP Consulting at VisionPoint Capit

Jul 15
49 min

Why High Performers Break: Trauma, Stress & Business Success - Robin Afinowich

Most business owners think they're making rational decisions. Robin Afinowich says otherwise. In this episode, Matt sits down with Robin Afinowich — a clinically traine

Jul 9
52 min

The Truth About Building Wealth Nobody Talks About - Alexa D'Agostino

What actually creates lasting wealth? And why do so many entrepreneurs hit a ceiling despite working harder than ever?   In this episode of What's Your Deal?, Matt Uh

Jul 1
48 min

Building Wealth Beyond Your Business - Ted Young

Most business owners spend years building income through their business, but far fewer create a strategy to turn that income into lasting wealth.   In this episode of

Jun 24
44 min

The Mindset That Changes Everything - Robert Kiyosaki

What happens when one of the most influential financial educators of all time sits down to talk business, investing, and the mindset behind wealth creation?   In this

Jun 17
49 min

How Matt Built Ownership in 30+ Businesses Through Equity Deals - Matt Uhler

What if you could build multiple streams of income through ownership in small businesses — without running every business yourself? In this solo episode of What's Your

Jun 9
16 min

The Hidden Cost of High Performance: How to Grow Without Burning Out - MJ Gordon & Audrey Uhler

What if the biggest threat to your business isn't competition, the economy, or a bad deal—but your own operating system?   In this episode of What's Your Deal?, Matt

Jun 3
48 min

Chart trend

Position in the Investing chart (US), last 90 days.

#7
all-time peak
6
days in the top 10 since Sep 2026

Chart positions

Where What's Your Deal? | Business Buying, Business Acquisitions, Investing & Exit Strategies ranks today in each Apple Podcasts chart (US, Oct 15, 2026).

#48 ▼ 6 Business US
#9 ▼ 1 Investing US

What listeners say

A curated, balanced selection of Apple Podcasts reviews.

After listening to just a few episodes it’s clear that Matt’s experience and knowledge are a must have for any business owner or aspiring entrepreneur. Being in a similar space I’ve learned so much from these podcasts.

Ariz1758 · May 2026

It’s a relief to hear from skilled and talented people on this topic. There are a lot of “experts” on social media that don’t seem to be very deep. but Matt and Sarah are inspiring, experienced, and real.

Dwdavistx · Mar 2025

This podcast covers a wide variety of business topics and is very informative and helpful. Such a wealth of wisdom and knowledge. I highly recommend!

Denise Steid · Jul 2026

Wonderful education if you are thinking about business acquisition, this is the place to be 🙌🏼

Iheartvfit · Mar 2025

We strive to present a balanced view by showing a diverse range of reviews from Apple Podcasts.

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About What's Your Deal? | Business Buying, Business Acquisitions, Investing & Exit Strategies on Reason.fm

Here you find the Apple Podcasts chart positions of What's Your Deal? | Business Buying, Business Acquisitions, Investing & Exit Strategies, its latest episodes to listen to directly, and reviews from listeners. Rankings are updated daily for the United States.

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