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

Matt Uhler
SBA Financing
Trauma
Real Estate
Entrepreneurship
Buying a Business
Bitcoin
Franchising
Private Money Lending
Small Business Investing
Family Bank
Employee Stock Ownership Plan
Business Acquisition
Nearshoring
Spyside Equity
Private Equity
Manufacturing
Social Media
Multifamily Real Estate
Bennett Glass
Business Ownership

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 deci... more

PublishesWeeklyEpisodes68Founded2 years ago
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InvestingBusiness

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Artwork for What's Your Deal?

Latest Episodes

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 to... more

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 tha... more

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 iPh... more

YouTube

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 agg... more

YouTube

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Recent Guests

Rodney Steidinger
Co-owner of ZebraScapes Landscaping, partner in the business
ZebraScapes Landscaping
Episode: Building a Business From Nothing (Literally) — Rodney Steidinger
Nikhil Agharkar
Tax attorney, wealth advisor, owner of Crown Point Tax
Crown Point Tax
Episode: The Costco Write-Off Trap and How Bad Tax Advice Kills Your Business's Sale Price - Nik Agharkar
Anthony Perez
Founder/Principal at Harvest Wealth Strategies
Harvest Wealth Strategies
Episode: Know Your Number: Exit Planning Secrets - Anthony Perez
Beau Bullard
Social media expert, owner of Bullard Media
Bullard Media
Episode: Buying a Business 101: A First-Time Buyer Asks Matt Everything
Eric Wiklendt
Managing Director at SpySide Equity, operator-focused private equity investor
SpySide Equity
Episode: What Private Equity Looks For in a Deal - Eric Wiklendt
Brian Sampson
Founder of Plug Technologies, helps US companies scale by building high-performing teams in Latin America
Plug Technologies
Episode: Nearshoring Explained: How to Build Remote Teams - Brian Samson
Eben Hartzenberg
Entrepreneur, operator, and co-owner of multiple retail businesses
Self-employed/Entrepreneur
Episode: Buying vs. Starting a Business: Lessons from 9 Deals with Eben & Ali Hartzenberg
Ali Hartzenberg
Entrepreneur, strategist, and co-owner, with strong analytical and brand/merchandising focus
Self-employed/Entrepreneur
Episode: Buying vs. Starting a Business: Lessons from 9 Deals with Eben & Ali Hartzenberg
Matt Middendorp
Director of ESOP Consulting at VisionPoint Capital
VisionPoint Capital
Episode: What Is an ESOP? Employee Stock Ownership Plans Explained - Matt Middendorp

Host

Matt Uhler
Host focusing on ownership deals, deal structure, and practical pathways to buying and exiting small businesses.

Reviews

5.0 out of 5 stars from 23 ratings
  • Very informative & helpful podcast. Wealth of knowledge

    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!

    Apple Podcasts
    5
    Denise Steid
    United States2 months ago
  • What every entrepreneur needs to know

    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.

    Apple Podcasts
    5
    Ariz1758
    United States5 months ago
  • Invaluable information

    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.

    Apple Podcasts
    5
    Dwdavistx
    United States2 years ago
  • Great education!

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

    Apple Podcasts
    5
    Iheartvfit
    United States2 years ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

High-caliber guests who deliver tangible takeaways for buyers and investors.
Guests consistently add practical, outcome-focused insights.
Hosts bring depth and real-world experience, not hype.
Content centers on actionable steps for acquisitions and exits, not theory.

Top Investing Podcasts

The Ramsey Show
The Ramsey ShowRamsey Network
The MORE Show
The MORE ShowJustin Colby, Bleav, Justin Colby
Financial Audit
Financial AuditCaleb Hammer
Prof G Markets
Prof G MarketsVox Media Podcast Network
Wake Up to Wealth
Wake Up to WealthBrandon Brittingham
Money Guy Show
Money Guy ShowBrian Preston and Bo Hanson

Talking Points

Recent interactions between the hosts and their guests.

Know Your Number: Exit Planning Secrets - Anthony Perez
Q: How do owners typically approach exit planning, and when should they start thinking about it?
Owners should start thinking about exit planning early, ideally two years before a potential transition, so they can build value, reduce taxes, and create options beyond simply selling. This allows them to understand their number, align the sale with their lifestyle and legacy goals, and maintain leverage during negotiations.
Nearshoring Explained: How to Build Remote Teams - Brian Samson
Q: How do people find you and access the service that you offer?
Clients visit plug.tech, fill out a Contact Us form, and participate in initial calls to describe the job and long-term strategy, followed by candidate screening, interviews, and a standard contract process.
Nearshoring Explained: How to Build Remote Teams - Brian Samson
Q: Why don't we just start for people who might not be familiar with near-shoring? What is that exactly?
Nearshoring refers to sourcing talent in neighboring regions with similar time zones, like Latin America for US companies, offering better time-zone alignment, collaboration speed, and fewer long-haul logistics compared to offshoring in Asia, while still being cost-effective and culturally adaptable.
Introducing Amped Funding Advisors with Lindsay Denton
Q: What are common pitfalls buyers should avoid early in the process?
Avoid relying on borrowed funds without understanding the impact on personal financial statements, ensure gift letters are properly written, and avoid dipping into funds or moving money in ways that would require 90 days of bank statements to show. Early diligence helps prevent deal-killers.
Introducing Amped Funding Advisors with Lindsay Denton
Q: Why is a well-prepared business plan and projections so crucial for SBA financing?
Because underwriters scrutinize the story behind the numbers; a well-crafted plan that explains assumptions, potential changes (like lease costs or remodeling), and plays nicely with lender templates makes the deal more likely to be approved and reduces back-and-forth questions.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

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Frequently Asked Questions About What's Your Deal?

What is What's Your Deal? about and what kind of topics does it cover?

This show targets entrepreneurs, investors, and business owners who want to buy, invest in, or exit small businesses. Across episodes, the focus is on real-world deal mechanics, financing options (including SBA loans and owner financing), multi-stream income strategies, and practical exit planning. Listeners likely value actionable frameworks, case-based learning, and disciplined approaches to risk, debt, and portfolio diversification. A notable strength is bringing in diverse guests—from lenders and franchising experts to wealth planners and tech enthusiasts—providing a well-rounded view on ownership and long-term wealth. The format appears hands-on and adviser-forward, making it useful for anyone considering a first acquisition, portfolio... more

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Which podcasts are similar to What's Your Deal??

These podcasts share a similar audience with What's Your Deal?:

1. Acquisitions Anonymous - #1 for business buying, selling and operating
2. Small Business Tax Savings Podcast
3. Acquiring Minds
4. Wealthy Way
5. On The Market

How many episodes of What's Your Deal? are there?

What's Your Deal? launched 2 years ago and published 68 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on What's Your Deal??

Recent guests on What's Your Deal? include:

1. Rodney Steidinger
2. Nikhil Agharkar
3. Anthony Perez
4. Beau Bullard
5. Eric Wiklendt
6. Brian Sampson
7. Eben Hartzenberg
8. Ali Hartzenberg

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