Buying a short-term rental in Michigan? In this episode, Tony Stancato and Jordan Painter break down five common but easily overlooked pitfalls that could derail your investment—before you even hand over the down payment.

From sneaky three-day minimums to unpredictable HOAs, deed restrictions, and over-saturated markets, they share what every buyer should consider to avoid painful surprises later.

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In this episode, Tony Stancato and Jordan Painter explore seven foundational mindset shifts from Tony Robbins’ Unlimited Power that are critical for anyone looking to build a bigger, better future.

These beliefs aren’t just motivational fluff; they’re tools for navigating the challenges of business, leadership, and life with resilience and clarity. From reframing failure as feedback to embracing responsibility and seeing people as your greatest asset, this conversation unpacks how adopting these mindsets can create momentum and long-term growth.

Whether you're building a short-term rental business or simply trying to show up better in your daily life, these shifts are worth reflecting on and implementing.

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How do you prevent scope creep, unrealistic demands, or frustrating conversations with STR owners?

Tony and Jordan share their hard earned insights on the importance of setting clear expectations upfront. From service boundaries to revenue conversations, they unpack the key elements of their onboarding process and client agreements so you can build smoother partnerships from day one.

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Tony Stancato and Jordan Painter break down the powerful takeaways from Tony’s recent trip to the Boardroom mastermind in Boston. From shifting your role in business to sharpening your vision and building stronger teams, this episode explores what happens when you step into a room full of high performers and let it change your trajectory.

Whether you're refining systems, exploring AI, or reevaluating how you lead, this one’s packed with reflection and momentum.

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What drives someone to leave a secure corporate life and bet everything on short-term rentals—and later boutique hotels?

In this episode, Michael Sjogren joins Tony and Jordan to share his powerful journey, sparked by a family crisis and sustained by a deep commitment to time freedom.

You’ll hear how a strong "why" can fuel massive growth, how to transition from side hustler to visionary leader, and how Michael’s story went from a single condo to multiple boutique hotels and one of the industry’s biggest conferences.

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STR Wealth Conference

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Tony and Jordan sit down with Blake Dailey to unpack his journey from short-term rental host to boutique hotel operator. From his early days of house hacking to acquiring a 130-unit property near the Smoky Mountains, Blake shares what it took to scale his real estate business.

If you've ever wondered what comes after STRs—or how to build a team, create operational systems, and force appreciation—this episode offers a behind-the-scenes look into a growing hospitality portfolio.

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Grab a ticket to Boutique Hotel Con

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In this episode, Tony and Jordan dive deep into the mindset challenges that hold so many entrepreneurs back from scaling their businesses.

From overcoming fear of failure to recognizing limiting beliefs you didn’t even know you had, they share personal stories, lessons from the Michigan STR Conference, and tactical ways to shift your mindset for growth. If you’ve ever felt stuck in a loop, hesitant to take the leap, or unsure if you’re operating at your full potential—this one’s for you.

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Most people think of Tony and Jordan when they hear the Michigan STR Podcast—but there’s a third partner behind the scenes. Meet Garry VonMyhr: serial entrepreneur, real estate investor, and the man behind multiple multimillion-dollar businesses.

In this episode, we unpack his story, why he joined forces with Tony and Jordan, and the biggest business principles he carries into every venture—including vacation rentals.

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In this episode, Tony and Jordan reflect on what worked, what surprised them, and what they’re changing next year after hosting the Michigan STR Conference—an event that drew hosts from across the country (and even Costa Rica). Real talk, real feedback, and what’s next for 2026.

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Don’t let your property get tired. In this episode, Tony and Jordan break down a recent stay at a highly rated Airbnb that totally missed the mark—from crooked lamps to leaky dishwashers to sketchy mechanicals.

They explain the real cost of letting things slide and how to prevent your short-term rental from becoming “just another place to stay.” 

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