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

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 le...

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 exite...

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 entrepre...

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 fina...

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 Deal? , Matt Uhler breaks down the exact framework he used to build ownership interests in more than 20 businesses across multiple industries through strategic equity deals and partnerships.     If you are interested in learning mor...

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 and Audrey Uhler sit down with performance strategist and executive coach MJ Gordon to discuss why so many high-performing entrepreneurs feel overwhelmed, exhausted, and stuck in a constant state of stress.   MJ has worked with lead...

  What does it really take to build a successful life without sacrificing your health, family, happiness, or purpose along the way? In this episode of What's Your Deal?, Matt Uhler sits down with legendary entrepreneur and speaker David Meltzer for one of the most powerful conversations we've had on the show. David shares the lessons he learned after losing over $100 million, rebuilding his life t...

In this episode of What's Your Deal?, Matt sits down with longtime business partner Kristian Gose and private lending veteran Bill "Billy A" Anastopoulos for an inside look at the world of private money lending, hard money loans, fix-and-flip financing, bridge loans, and real estate investing. With more than 80 years of combined experience and thousands of funded transactions between them, this co...

In this episode of What's Your Deal? , Matt sits down with Lindsey Quinn, founder of HeartWise Collective to talk about one of the biggest shifts happening in business today: artificial intelligence. Lindsey shares how she went from running a traditional consulting business in the orthodontic industry to building AI-powered systems that help business owners save time, improve efficiency, and creat...

What does it really take to get approved for an SBA loan when buying a business? In this episode of What's Your Deal? with Matt Uhler , Matt sits down with SBA lending expert Steve Johnston and financing specialist Lindsay Denton to break down the truth about SBA loans, business acquisition financing, and why most buyers get it wrong. If you've heard horror stories about SBA loans taking forever—o...

What does it take to build a business that scales beyond you?   In this episode of What's Your Deal? , Matt sits down with franchising expert and entrepreneur Jeff Dudan to unpack what makes franchise ownership work, how to scale a business through systems, and why great businesses are built with the end in mind.   Jeff shares how he built and scaled AdvantaClean to over 240 locations before a suc...

What happens when a key employee becomes one of the most valuable partners in a small business? In this episode of What's Your Deal?, Matt Uhler sits down with longtime business partner Ryan Carr to discuss small business ownership, business partnerships, leadership, entrepreneurship, company culture, employee management, and business growth. Ryan shares his journey from employee to owner after st...

In this special anniversary episode of  What's Your Deal? , the mic flips as Sarah interviews Matt Uhler on one of the most requested topics yet— how to build multiple streams of income through small business ownership .   After producing 40+ episodes covering buying, managing, and exiting businesses, this conversation dives into the strategy Matt has personally used to build a portfolio of 20+ in...

What does it really take to leave a stable career and step into business ownership? In this episode of What's Your Deal? , Matt sits down with Kevin Mizell, a former government construction engineer manager who walked away from a high-level career to buy a small business—right in the middle of the pandemic. Kevin shares the real, unfiltered truth about what it's like to go from a W2 job to owning...

What does it really mean to be a great leader?   In this episode of What's Your Deal? , Matt sits down with leadership coach Keith Cowling to unpack what most people get wrong about leadership—and how to actually build influence that lasts.   Keith shares lessons from over 30 years of working with business owners, teams, and individuals, revealing why leadership starts internally—not externally. F...

In this episode of What's Your Deal? , Matt sits down with repeat guests Luke McCarthy and Colton Imming to break down one of the most misunderstood topics in today's world— Bitcoin . This conversation goes far beyond crypto hype. It dives into the fundamentals of money, inflation, asset ownership, and long-term wealth strategy . Luke and Colton share why they've shifted their focus from tradition...

What happens after you sell your business? In this episode of What's Your Deal? , Matt Uhler sits down with Paul Hickey , CEO of Legacy Wealth Management, to talk about one of the most overlooked parts of business ownership: what comes next after the exit. Paul shares insights from decades of experience in global finance, investment banking, IPOs, mergers and acquisitions, and entrepreneurship. To...

In this episode of What's Your Deal? , Matt sits down with Carlos Salguero , President and Founder of CS3 Investments , to break down why multifamily real estate isn't just "real estate"—it's an income-producing business .   Carlos shares his journey from growing up in Ecuador working in his family's print shop to building and exiting multiple businesses, and ultimately scaling into commercial mul...

In this episode of What's Your Deal? , Matt sits down with John Bowens , Director of Head of Education & Investor Success at Equity Trust , to break down one of the most overlooked wealth tools for entrepreneurs and investors: self-directed retirement accounts .   John explains what "self-directed" actually means, why most retirement money stays locked in mutual funds by default, and how investors...

In this episode of What's Your Deal? , Matt Uhler interviews Larry Yatch — former U.S. Navy SEAL officer turned entrepreneur strategist and high-performance coach — about the unseen survival patterns that drive decisions in business, money, leadership, and relationships.   Larry explains why most people misunderstand trauma: it's not about the event — it's about the subconscious strategy your brai...

In this episode of  What's Your Deal? , Matt Uhler sits down with Colton Imming , to unpack what it really looks like to leave a W2 career behind, bet on yourself, and step into business ownership.   Colton shares his path to a private equity environment that rewarded performance — and how a long-term plan with his wife, Katie, helped them prioritize freedom, family, and control over their time. T...

In this special "Deal or No Deal" episode of What's Your Deal? , Matt sits down with returning guest Keith Sklarsky to dissect a real $5.5 million logistics business — and decide whether it's worth pursuing.   On paper, the business checks some important boxes: multi-million dollar revenue, strong recent growth, and nearly $1 million in projected discretionary earnings. But as Matt and Keith dig d...

In this episode of What's Your Deal? , Matt Uhler sits down with Keira Hamilton, a former high school English teacher with a master's in education from UC Berkeley who made an unexpected leap into business ownership.   Keira and her husband bought their first business — a San Francisco laundromat — in 2023, learned fast why "passive income" is often a myth, and then sold the laundromat in 2024 aft...

Most business owners spend years building something valuable — yet never prepare it to be sold. In this shorter episode of What's Your Deal? , Matt Uhler and Sarah Rainwater break down why exit readiness is one of the most overlooked (and most powerful) strategies in business ownership. Preparing your business for exit isn't just about selling — it's about running a healthier, more profitable, and...

In this episode of What's Your Deal? , Matt breaks down real estate through the lens of business acquisition with August Biniaz, Co-Founder and CIO of CPI Capital. This conversation goes beyond property investing and gets into what it really means to acquire, operate, and scale assets like a business . August shares how he evaluates deals, raises capital, structures deals, and manages risk—princip...