Hiring is the bottleneck most STR operators refuse to admit. In this episode, Tony and Jordan break down why growth stalls when the owner is still doing “busy work” and taking every guest problem personally.

They unpack the hire that doubled their business, the mindset shift from job to real business, and a simple way to think about ROI on employees.

The punchline: stop asking “how do I do this better” and start asking “who can own this so I can grow.”

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Most investors focus on price and projections. Experienced operators focus on financing structure. In this episode, Tony and Jordan unpack two lending products that are changing how they and their clients approach vacation rentals and boutique hospitality.

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The 2026 Michigan STR Conference is officially live, and this episode explains why this year is different.

Tony and Jordan unpack what happens when you get in the right room, around the right people, at the right moment. They share how proximity to high-level operators, investors, and thinkers has directly led to deals, partnerships, clarity, and faster execution in their own journey.

This episode is an invitation. Not just to attend a conference, but to step into a bigger table, sharper conversations, and a higher standard heading into 2026.

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Tony and Jordan unpack a mindset shift that changes everything: you are not the same person you were when you failed last time. They use an Indiana football clip as a punchy example and apply it to business, fitness, and investing.

The core idea is simple. Most people make decisions using a “mechanical mind” that treats past outcomes like permanent limits. But your skills, network, confidence, and experience have evolved, which means your current version deserves a fresh attempt.

They also hit a real limiter that shows up when you start using other people’s money: stewardship. You hesitate because you care, but that same care is what eventually builds trust, track record, and the right to play bigger.

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Tony and Jordan break down a counterintuitive idea: the most interesting person in the room usually is not the loudest or the funniest. It’s the one who listens, asks elite questions, and makes other people feel seen.

They talk about how to avoid shallow conversation starters, how to build real connection even when you don’t share interests, and why stories beat facts every time.

They also hit the power of becoming a connector and how relationships compound when you consistently add value without being transactional.

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This is a candid year-in-review episode focused less on wins and more on evolution. Tony and Jordan unpack the moments that forced them to grow: larger projects, higher stakes, constant problems, and the realization that the next level requires different people, systems, and discipline.

They talk openly about calm under pressure, thinking bigger, investing in health, and why the right team matters more than perfect timing.

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Inside this episode, Tony and Jordan unpack their annual strategy retreat and reveal the three levers that are shaping their next five years of growth. They share why hiring earlier creates the breakthrough, how long-term thinking beats short-term perfection, and how stewardship builds the relational capital needed to scale. It’s a candid look at the decisions, discipline, and mindset shifts driving consistent growth.

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Tony and Jordan break down how their investor journey evolved from doing a first flip with a close friend to bringing new investors into every deals. They talk through what actually attracts capital in real estate deals proof of action, reputation, conferences, and showing your work in public so money starts coming to you instead of you chasing it.

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