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

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

By Matt UhlerBusinessInvesting
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What's Your Deal? | Business Buying, Business Acquisitions, Investing & Exit Strategies episodes

  • 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 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 Street business tick. If you're buying — or selling — this is the FAQ episode you need.

    Connect with Beau Bullard:

    www.bullardmedia.org

    https://www.instagram.com/beaubullardaz/

    Connect with Matt Uhler / Amped Success:

    Instagram: @ampedsuccess

    Website: ampedsuccess.com

    Email: [email protected]

    LinkedIn: https://www.linkedin.com/in/matt-uhler-a9896612/

    Want to be a guest or sponsor an episode?

    If you'd like to be a guest on What's Your Deal? or are interested in sponsoring an episode, reach out to:

    [email protected]

    Listen & Subscribe:

    Be sure to subscribe on Apple Podcasts, Spotify, or wherever you listen to podcasts.

    If you enjoyed this episode, please leave a review. It helps more people discover the show.

    52 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.

    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 period means for deal strategy. A must-listen for anyone curious how PE thinking differs from Main Street business ownership.

    Connect with Eric Wiklendt:

    https://speysideequity.com/team/eric/

    https://www.linkedin.com/in/ericwiklendt

    Connect with Matt Uhler / Amped Success:

    Instagram: @ampedsuccess

    Website: ampedsuccess.com

    Email: [email protected]

    LinkedIn: https://www.linkedin.com/in/matt-uhler-a9896612/

    Want to be a guest or sponsor an episode?

    If you'd like to be a guest on What's Your Deal? or are interested in sponsoring an episode, reach out to:

    [email protected]

    Listen & Subscribe:

    Be sure to subscribe on Apple Podcasts, Spotify, or wherever you listen to podcasts.

    If you enjoyed this episode, please leave a review. It helps more people discover the show.

    45 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 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 real cost breakdown between hiring domestically versus nearshoring, and how his company handles everything from sourcing and vetting to compliance and IP protection — while stepping back so clients build direct relationships with their hires.

    Whether you're a small business owner considering your first remote hire or scaling a larger team, this conversation offers a practical, no-nonsense look at how nearshoring works — and whether it's the right move for your business.

    Connect with Brian Samson:

    https://plugg.tech

    Linkedin - https://www.linkedin.com/in/briansamson/

    Connect with Matt Uhler / Amped Success:

    Instagram: @ampedsuccess

    Website: ampedsuccess.com

    Email: [email protected]

    LinkedIn: https://www.linkedin.com/in/matt-uhler-a9896612/

    Want to be a guest or sponsor an episode?

    If you'd like to be a guest on What's Your Deal? or are interested in sponsoring an episode, reach out to:

    [email protected]

    Listen & Subscribe:

    Be sure to subscribe on Apple Podcasts, Spotify, or wherever you listen to podcasts.

    If you enjoyed this episode, please leave a review. It helps more people discover the show.

    40 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 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 experience in The Dealmakers Hub!

    This is a community built for people actively exploring business acquisition. Inside you'll get:
    • Weekly live Q&A calls with me (Matt Uhler)
    • Exclusive self-guided course "Don't Just Buy a Business, Buy the RIGHT Business"
    • Real-world acquisition insights
    • A growing library of call recordings
    • Most of all… COMMUNITY!

    Learn alongside other buyers, ask your questions, and see what's actually working. As part of our inner circle, you get 7 days completely free. Please note that to reserve your spot you'll enter your payment info, but you won't be charged a thing until the trial ends. Cancel anytime before then and you owe nothing. Space in this first group is limited, and if you are serious about buying a business this is the place to be.

    Get 7 Days FREE Here!

    See you on the inside!

    -Matt

    8 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 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:

    [email protected]

    [email protected]

    Connect with Matt Uhler / Amped Success:

    Instagram: @ampedsuccess

    Website: ampedsuccess.com

    Email: [email protected]

    LinkedIn: https://www.linkedin.com/in/matt-uhler-a9896612/

    Want to be a guest or sponsor an episode?

    If you'd like to be a guest on What's Your Deal? or are interested in sponsoring an episode, reach out to:

    [email protected]

    Listen & Subscribe:

    Be sure to subscribe on Apple Podcasts, Spotify, or wherever you listen to podcasts.

    If you enjoyed this episode, please leave a review. It helps more people discover the show.

    54 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 Capital, joins the show to make the case for a third path — selling to your own employees.

    Matt breaks down what an Employee Stock Ownership Plan (ESOP) actually is, the biggest misconceptions owners have about price, control, and legacy, and why ESOP companies often outperform their non-ESOP peers on growth, retention, and productivity. We get into eligibility rules, vesting, valuation, timelines, and one of the most overlooked ESOP tax benefits — one that can mean a tax-free exit for the right seller.

    If you're a business owner weighing your exit options, or just curious how employee ownership actually works in practice, this episode lays it out in plain terms.

    Connect with Matt Middendorp:

    www.esopready.com

    [email protected]

    715.897.0879

    Connect with Matt Uhler / Amped Success:

    Instagram: @ampedsuccess

    Website: ampedsuccess.com

    Email: [email protected]

    LinkedIn: https://www.linkedin.com/in/matt-uhler-a9896612/

    Want to be a guest or sponsor an episode?

    If you'd like to be a guest on What's Your Deal? or are interested in sponsoring an episode, reach out to:

    [email protected]

    Listen & Subscribe:

    Be sure to subscribe on Apple Podcasts, Spotify, or wherever you listen to podcasts.

    If you enjoyed this episode, please leave a review. It helps more people discover the show.

    50 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 trained mental health counselor, national speaker, and daughter of M&A legend Jim Afinowich — to unpack how unresolved stress and trauma quietly shape the decisions business owners make every day. From childhood adversity to burnout in leadership, Robin breaks down the science behind why high performers overwork, over-please, and struggle to stay present — and what to do about it.

    You'll learn why the "fawn" response is the most common (and most dangerous) pattern among executives, why stress and trauma leave the same physical fingerprint on the brain, and why the body always tells the truth even when the mind is "holding it together."

    This isn't a therapy session — it's a practical look at the inner drivers behind outer success, and why ignoring them eventually costs founders their health, relationships, and joy.

    Connect with Robin Afinowich:

    Trauma & Resilience Professional Training-Development-Speaking visit: https://trauma-forward.com

    Connect with Matt Uhler / Amped Success:

    Instagram: @ampedsuccess

    Website: ampedsuccess.com

    Email: [email protected]

    LinkedIn: https://www.linkedin.com/in/matt-uhler-a9896612/

    Want to be a guest or sponsor an episode?

    If you'd like to be a guest on What's Your Deal? or are interested in sponsoring an episode, reach out to:

    [email protected]

    Listen & Subscribe:

    Be sure to subscribe on Apple Podcasts, Spotify, or wherever you listen to podcasts.

    If you enjoyed this episode, please leave a review. It helps more people discover the show.

    53 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 Uhler sits down with entrepreneur, investor, and marketing strategist Alexa D'Agostino to discuss the uncomfortable truths behind scaling a business, building wealth, and transitioning from founder to owner.

    Alexa has built and exited multiple companies, helped generate billions in revenue, and created the exclusive Wealth Mastery Summit, where high-level entrepreneurs, investors, and operators gather to solve real business challenges.

    Together they explore why wealth isn't built through one lucky break, how founders unknowingly become the biggest bottleneck in their businesses, why finding the right "Number Two" is critical for growth, and how successful entrepreneurs know when to pivot instead of stubbornly pushing forward.

    If you're building a business—or planning to acquire one—this conversation will challenge the way you think about leadership, identity, and long-term success.

    Connect with Alexa:

    https://www.alexadagostino.com

    Instagram: @dralexadagostino

    http://wealthmasteryevents.com

    Connect with Matt Uhler / Amped Success:

    Instagram: @ampedsuccess

    Website: ampedsuccess.com

    Email: [email protected]

    LinkedIn: https://www.linkedin.com/in/matt-uhler-a9896612/

    Want to be a guest or sponsor an episode?

    If you'd like to be a guest on What's Your Deal? or are interested in sponsoring an episode, reach out to:

    [email protected]

    Listen & Subscribe:

    Be sure to subscribe on Apple Podcasts, Spotify, or wherever you listen to podcasts.

    If you enjoyed this episode, please leave a review. It helps more people discover the show.

    49 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 What's Your Deal?, Matt Uhler sits down with wealth advisor Ted Young of Anasazi Investment Group to discuss the financial decisions that can make or break a business owner's future.

    Ted shares the biggest mistakes he sees entrepreneurs make, why diversification matters, how to prepare for a successful exit, and what it really means to become "work optional."

    The conversation also explores retirement planning, investment strategies, tax considerations, market volatility, and the emotional challenges many owners face after selling their businesses.

    Whether you're actively growing a company, preparing for an exit, or simply trying to make smarter financial decisions, this episode provides practical insights on building wealth that lasts.

    Connect with Ted Young:

    Anasaziinvestmentgroup.com

    [email protected]

    602-953-8802

    Connect with Matt Uhler / Amped Success:

    Instagram: @ampedsuccess

    Website: ampedsuccess.com

    Email: [email protected]

    LinkedIn: https://www.linkedin.com/in/matt-uhler-a9896612/

    Want to be a guest or sponsor an episode?

    If you'd like to be a guest on What's Your Deal? or are interested in sponsoring an episode, reach out to:

    [email protected]

    Listen & Subscribe:

    Be sure to subscribe on Apple Podcasts, Spotify, or wherever you listen to podcasts.

    If you enjoyed this episode, please leave a review. It helps more people discover the show.

    45 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 episode of What's Your Deal?, Matt Uhler welcomes Robert Kiyosaki, author of Rich Dad Poor Dad and founder of the Rich Dad brand. With more than 40 million books sold worldwide, Robert has spent decades challenging conventional financial wisdom and encouraging people to think differently about money, investing, debt, and entrepreneurship.

    Robert shares the lessons he learned from having both a "rich dad" and a "poor dad," why rejection is a necessary part of success, and how developing entrepreneurial thinking can change the trajectory of your life. He discusses the importance of financial education, the difference between consumer debt and income-producing debt, and why he believes understanding cash flow is one of the most valuable skills anyone can learn.

    Connect with Robert Kiyosaki

    Website: RichDad.com

    Instagram: @therealkiyosaki

    X: @theRealKiyosaki

    YouTube: The Rich Dad Channel

    Connect with Matt Uhler / Amped Success:

    Instagram: @ampedsuccess

    Website: ampedsuccess.com

    Email: [email protected]

    LinkedIn: https://www.linkedin.com/in/matt-uhler-a9896612/

    Want to be a guest or sponsor an episode?

    If you'd like to be a guest on What's Your Deal? or are interested in sponsoring an episode, reach out to:

    [email protected]

    Listen & Subscribe:

    Be sure to subscribe on Apple Podcasts, Spotify, or wherever you listen to podcasts.

    If you enjoyed this episode, please leave a review. It helps more people discover the show.

    50 min

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

From the publisher's feed

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.