Michigan Short Term Rentals

Michigan Short Term Rentals

Business EN ↓ 215 episodes

Learn to navigate the nuances of short term rentals in the state of Michigan. On the podcast we talk about: - Vacation rental regulations - Tools for optimizing your rental - Systems and processes for operating your short term rental - How to find a profitable vacation rental area - Amenities for vacation rentalsWe also interview owners of some of the best vacation rentals in the state of Michigan and beyond.

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Author

Michigan Short Term Rentals

Category

Business

Podcast website

podcasters.spotify.com

Latest episode

Nov 10, 2026

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Episodes

215: Six People, 100 Doors, and an AI Operating System w/ Derek Gisriel 10.11.2026

Derek Gisriel started out in door to door solar sales and became a Midwest regional manager. After that company was acquired, he bought his first short-term rental in Texas Hill Country and took it from $64K to about $190K gross in its first year. Guests started asking him to do the same for their homes, and that became Level Up Stays. He’s now heading toward nearly 100 owned and managed doors acr...

214: 3 Takeaways From the Best Conference We’ve Ever Been To 03.11.2026

Tony and Jordan recap Dan Martell's AI Summit in Kelowna, BC, which they both called the most impactful and actionable conference they have attended. Each shares top takeaways. Join the  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Michigan Short Term Rentals Facebook group⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Connect on  ⁠⁠⁠⁠⁠⁠⁠⁠...

213: Airbnb Just Killed the Guest Agreement w/ Katie Johnson The STR Lawyer 23.10.2026

Airbnb just announced that guest agreements are gone for most hosts starting November 20th. Tony and Jordan brought in STR attorney Katie Johnson for an emergency episode to break down exactly what this means, what you can still do to protect yourself, and why the next 30 days matter more than most hosts realize. https://www.katiejohnsonplc.com Webinar: https://strlaw.com/webinar/ Join the  ⁠⁠⁠⁠⁠⁠...

212: When the Numbers Tell You What You Want to Hear 20.10.2026

Every investor has done it. You fall in love with a deal and suddenly the spreadsheet starts bending to fit the dream instead of the other way around. Tony and Jordan break down the traps they have walked into, the ones they barely escaped, and how to know when your own excitement is the biggest risk in the room. Join the  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Mich...

211: What Nobody Is Telling You About the Real Estate Market 13.10.2026

The headlines say the sky is falling. Tony and Jordan say grab a shovel. In this episode they break down what the market data actually shows right now, why they are still actively buying, and how to find the motivated sellers that everyone else is too scared to look for. VR Nation Traverse City Join the  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Michigan Short Term Rent...

210: They Bought a Hotel That Sat Empty for 40 Years w/ Whitney Stutzman & Victoria Deter 06.10.2026

Whitney Stutzman and Victoria Deter had been driving past a rundown motel for years telling themselves someone should do something with it. Then one conference changed everything. This is the story of how the Timberlane Inn went from 40 years of vacancy to 82% direct bookings in its first two months open. The Timberlane Inn Follow on Facebook & Instagram Join the  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠...

209: From Law Attorney to Building the Costco of Short-Term Rentals w/ Jeff Iloulian 29.09.2026

Tony and Jordan sit down with Jeff Iloulian, founder of HostGO, to hear how a big law attorney turned lease arbitrage host built a buying group for short-term rentals and boutique hotels. Jeff shares how members save on everything from mattresses to locks, and what it took to leave a legal career behind. Visit HostGPO Connect with Jeff on LinkedIn Join the  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠...

208: Top 3 Takeaways From Boutique Hotel Con 22.09.2026

Tony just got back from Boutique Hotel Con and breaks down his top three takeaways with Jordan. New metrics like GOPAR and TrevPAR, whether they're charging partners enough for their work, and the "second brain" AI setup he's excited to try. Join the  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Michigan Short Term Rentals Facebook group⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠...

207: Is Airbnb's Direct Link Actually Good for Hosts 15.09.2026

Airbnb just rolled out a direct booking link with reduced fees, and Tony and Jordan break down whether it's actually a win for hosts. They cover the trust factor for smaller operators, why bigger property managers may feel differently, and how to protect your business no matter which way you lean. Join the  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Michigan Short Term...

206: Lessons From Isadore Sharp on Building a Hospitality Empire 08.09.2026

What can a hotel operator learn from the founder of Four Seasons? Tony shares gold nuggets from Isadore Sharp's book, and he and Jordan break down how the lessons apply to scaling a hospitality business from the ground up. Four Seasons: The Story of a Business Philosophy by Isadore Sharp Join the  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Michigan Short Term Rentals Fac...

205: The Real Reason We Keep Paying for Coaching 01.09.2026

Jordan wraps a 90-day coaching sprint with Coach Michael Burt and breaks down why he's already planning to sign up again. It's not really about the lessons, it's about staying in a room with people who are leveling up. Tony and Jordan talk through Burt's framework of picking one skill and developing it, Jordan getting called out for negative self-talk around managing people, and Ri...

204: Relentless Wins the Job Every Time 25.08.2026

Tony and Jordan break down how they hired their newest team member and why persistence made all the difference. From an unsolicited video introduction to a follow-up two weeks later, then a 90-day plan sent before he even had the job, the new hire kept showing up until he got noticed. Tony also shares a story from his Stryker interview days about creating his own differentiator when he lacked budg...

203: The One Mistake We Didn't See Coming 18.08.2026

Tony and Jordan break down the biggest miss on The Warren Hotel project, thinking they could run a 24 room boutique motel the same way they run single family short-term rentals, fully remote. The episode wraps with a real conversation about what an on site manager's day would actually look like, from grounds upkeep to being the face of the brand for guests and housekeeping staff alike. Join th...

202: Leverage Your Past, Package Your Skills, and Own Your Second Arena w/ Coach Michael Burt 11.08.2026

championships. Then at 31, he walked away and took everything he learned building winning cultures into the business world. Now he's built a multi-million dollar empire. The key wasn't starting over, it was leveraging what he'd already done, packaging it into intellectual property, and playing a bigger game. He's about to launch The Second Arena specifically for people ready to tra...

201: The Gap Between Closing and Launch Is Costing You Thousands w/ Kim Fitzpatrick 04.08.2026

The biggest expense in the vacation rental business might be the one you're completely overlooking. Kim runs a team that materializes out of nowhere, lives in your property for a week, and leaves it guest ready. She's done it in 26 states and is expanding. She's handled everything from boutique hotels to a 200-year-old castle turned Harry Potter theme property. But the magic isn't...

200: The Facebook Post That Led to Our Biggest Purchase Ever 28.07.2026

Tony and Jordan just closed on their biggest deal ever at $3.4 million in Georgia. But getting there wasn't smooth. Out-of-state lending proved way harder than expected, investors got nervous about the risk profile, and they ended up having to cover way more capital than they planned. They learned massive lessons about how you communicate deals, why sellers matter more than you think, and what...

199: Is This The Habit That Can Change Everything? 21.07.2026

Tony and Jordan discovered something simple that's forcing them to see their days completely differently. It started with personal tracking and spiraled into something that's now judging every decision they make. They're getting feedback they weren't expecting and it's uncomfortable. The habit is so powerful they're wondering if this is the one thing that actually changes e...

198: Add It or Ax It With the Vacation Rental Safety Expert Justin Ford 14.07.2026

The safety expert plays add it or ax it with 12 vacation rental amenities and the logic behind each decision might change your entire strategy. He's seen the incidents. He knows the claims. He understands what insurance companies actually cover. From pools to pickle ball courts, saunas to golf carts, he breaks down the real data on what works and what doesn't. You think you know which amen...

197: You'll Always Get What You've Always Got If You Don't Say Yes 07.07.2026

Ten years ago Tony was rigid. Someone would invite him to coffee and he'd say "yeah, we should do that" and never follow up. Then he changed one thing: he started saying yes. To podcasts, to events, to lunches with people. That one shift led to speaking invitations, exclusive event tickets, and opportunities he never would have gotten staying in his routine. He's sharing the less...

196: Problems Are Just Opportunities to Get More Resourceful 30.06.2026

Tony had one of those weeks where everything compounds at once. A lawsuit, hotel construction delays worse than expected, new issues discovered during renovation, and three client deals hitting problems. He walked through how to keep perspective when everything feels like the valley of despair. The key insight is that these aren't disasters, they're the exact problems he dreamed about havi...

195: The Role Nobody Teaches You That Changes Everything 23.06.2026

Tony and Jordan just realized they've gotten this far despite not being aware of their most important role: capital allocation. They talk about Fred Boothby doing deals with zero of his own money while they're still setting up property management software themselves. Revenue is just vanity metrics. What matters is cash on cash return and IRR. The real question isn't how do I get more b...

194: The Exclusive Event That Made Us Rethink Our OTA Strategy 16.06.2026

Tony got invited to an exclusive Booking.com vendor event in Washington DC and came back convinced they've been leaving money on the table. Booking.com is actually the world's largest vacation rental platform, not Airbnb. While Airbnb dominates the US, international travelers use Booking.com. Since Tony isn't on it, he's probably missing international guests completely. Now he'...

193: Are Masterminds a Scam? Here's Our Experience with Them 09.06.2026

Tony and Jordan have paid serious money for masterminds over the years and they keep doing it because the returns compound in weird ways. A $500 program turned into half a million. An expensive program they thought was a waste ended up sending them four house referrals years later. The real lesson? You're paying for proximity to people thinking bigger than you, and that changes everything. Joi...

192: The Biggest Project We've Ever Done on the Fastest Timeline 02.06.2026

The Warren Hotel is 15 days from ribbon cutting and it's the biggest project Tony and Jordan have ever tackled on the fastest timeline. They bought a beat-up property for $1.2M, committed $750K to renovation, and split the 20% down payment between four investor groups. Now they're watching moles burrow through fresh landscaping, scrambling to find a fence guy on Thursday for a Tuesday open...

191: How Would You Deploy 500K Without Buying a Bad Deal w/ Frank Fear 26.05.2026

Frank Fear has been coming to the Michigan STR Conference three years running and he's ready to pull the trigger on his next deal. He brings his investment thesis to Tony and Jordan including buy box criteria from Kenny Bedwell's wildly profitable properties framework, why acreage beats lakefront in today's market, and the harsh reality of exit strategies when you're stacking ameni...

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