Most operators are doing the math wrong. Tony and Jordan break down five principles that turn ordinary investments into something that compounds in ways most people never see coming and why in this business, one plus one almost never has to equal two.

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Kenny Bedwell is back. This time he breaks down what the data is actually showing in the STR market right now, why the top 10% of hosts keep pulling further ahead, and how his nearly year-long New Orleans hotel renovation has been a crash course in patience and permitting.

We dig into which markets are flying under the radar, how to think about boutique hotel and micro resort opportunities, and why regulations might be the best thing that ever happened to serious operators.

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IV Beaton spent years helping grow Life House, one of the fastest-growing hotel management companies in North America, before carving out its software unit to launch DIAMO.

In this episode, he breaks down why small independent hotel owners are finally in a position to compete with the big brands and why switching from short-term rental pricing logic to hotel pricing logic is harder than most people expect.

Tony also shares his own early results using DIAMO at The Windmoor Lodge, including nightly rates jumping 30 to 40% after making the switch.

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IV Beaton's email: [email protected]

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Most investors are competing for the same deals on the same platforms. Tony and Jordan share the simple principle that's been opening doors nobody else even knew to knock on and why it might be the most overlooked edge in the entire game.

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Tony and Jordan break down their first cash-out refinance on a 5-unit property they took from $60K in gross income to $220K+. That property just appraised at $1.2M.

They share exactly what they're doing with the equity, why a pool could add $75K in annual revenue, and when leveraging equity is a smart move versus a dangerous one.

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Tony and Jordan unpack how cost segregation can dramatically reduce taxes for short term rental owners.

A cost seg study breaks out components like driveways, pools, cabinets, appliances, landscaping, and sheds into shorter timelines. That allows you to front load depreciation into year one.

In one example, about $130,000 was accelerated. For a high income earner in a 25% bracket, that could mean $30,000 to $40,000 in tax savings immediately.

Key points:

• You must materially participate to use losses against active income. Track your hours.

• Portable structures not permanently affixed may qualify for 100% write off in year one. Some may not even require a formal cost seg study.

• Seller financing with little or no money at risk can cap or eliminate your deduction.

The takeaway. Cost seg is powerful, but only if your deal structure supports it.

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This episode is a naming playbook for boutique hospitality. Tony and Jordan walk through five naming considerations that directly impact bookings and brand momentum.

They share real examples from The Windmoor Lodge and their current Bridgman project, including why some “good” names fail when you search them, map them, or try to match them to the guest avatar you actually want.

They close by reinforcing the bigger point.........you are selling an experience, and the right name helps the design team, the community, and future guests feel that experience before they ever arrive.

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This episode breaks down why most people stall even when they know what to do. Emanuele explains mindset as the beliefs shaping how you see yourself and life. They cover imposter syndrome, language traps like “I’ll try,” and why clean decisions plus long term commitment create real change. Growth starts internally, then shows up externally.

Follow Emanuele Pani on Instagram

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Katie Johnson is back with a real update from the front lines of Michigan STR law. We talk Park Township’s ongoing battle, why “we’ve always allowed it” is not the same as “you’re protected,” and what happens when a township flips the switch after investors have already poured six figures into a property.

Katie also breaks down the legal reality behind deed restrictions, permit caps, and why more Michigan municipalities are using old ordinances to shut down STRs today.

STR Law Podcast

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This episode is a behind the curtain look at what it actually takes to make a small motel feel like a high performing group retreat.

They talk big group bookings pushing ADR way up, the operational reality of rural markets, and why bigger assets can actually be easier when they support dedicated staff. They also hit the “do it right the first time” principle, including examples like plumbing, aging heating units, and finding efficiency rebates that can materially offset upgrades.

https://michiganstrconference.com⁠⁠⁠

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