Short Term Rental Secrets Podcast

Airbnb's new policy mostly bans rental agreements and limits how hosts collect guest information. Short-term rental attorney Katie Johnson, founder of STR Law, explains what changed, the 4 exceptions that still allow rental agreements, and how hosts can protect themselves legally. Katie graduated from Michigan Law and has practiced law since 2011. She has hosted since 2015, and today she owns five...

We're looking for 10 serious Airbnb operators this month who want to scale past the plateau and build a business they could actually sell one day. If that's you, apply to the STR Secrets Mastermind here 👉 https://api.gostrmarketing.com/widget/form/VxOOgkW3BhQfHjNBpEOd Matt and Craig (this week's guests) came up through this exact community. They're now at 100 doors with private equity knocking. T...

How do you grow a short term rental or Airbnb management business without losing the human touch that makes guests book in the first place? In this episode of the STR Secrets Podcast, Breezeway founder and CEO Jeremy Gall breaks down the real role of AI and automation in vacation rental operations, and why automating everything could quietly kill your business. Jeremy has spent 20 years building s...

Most operators hit a wall around 10 or 12 listings. Steve and Kimberly Resnick pushed to 44 with just one hire, and it almost broke them. Today they run 115 listings in Ocean City, New Jersey with a team of 20+, and AirDNA just ranked HeavenlyRez the #1 property management company in the United States. In this episode they share: How a neck surgery that left Steve unable to talk pushed him out of...

STR Ai Summit Kicks Off tomorrow, grab your ticket from here: https://level.strsecrets.com/aisummit2 Dave Menapace is back — and he's got the receipts. In nine months he grew his co-hosting portfolio from 32 to 70 properties under management, and in this episode he breaks down exactly what that kind of growth actually feels like from the inside. Mike, Rilley, and Dave dig into the wins (hiring ear...

🚨 The AI Summit is almost sold out — grab your ticket before it's gone: 👉 https://level.strsecrets.com/aisummit2 Sep 29 & 30 | Salem, MA | $497 | Less than 20 Seats Remaining Download the Ad Spying Skill and other resources mentioned in the training from here: https://www.strsecrets.com/Autopilotresources In this AI masterclass, Ryan and Mike break down the 3 AI systems every short-term rental o...

🎟️ STR AI SUMMIT — Sept 29–30 | Freedom Factory 35 spots left! Two days building real AI tools WITH us — revenue manager, listing optimizer, bookkeeping + lead gen — installed in your business before you leave. 👉 Grab tickets: strsecrets.com/aisummit2 Jamie Lane, Chief Economist and SVP of Research at AirDNA, sees more short-term rental data than almost anyone on the planet. And right now the dat...

🎟️ STR AI SUMMIT — Sept 29–30 | Freedom Factory 40 spots left! Two days building real AI tools WITH us — revenue manager, listing optimizer, bookkeeping + lead gen — installed in your business before you leave. 👉 Grab tickets: strsecrets.com/aisummit2 Justin is the most trusted safety expert in the short term rental world. He served in the Coast Guard, spent 15 years as a firefighter, and once ra...

🎟️ STR AI SUMMIT 2.0 — Sept 29–30 | Freedom Factory 50 spots left. Two days building real AI tools WITH us — revenue manager, listing optimizer, bookkeeping + lead gen — installed in your business before you leave. 👉 Grab tickets: strsecrets.com/aisummit2 Michael Elefante didn't set out to build an empire. There was no whiteboard and no master plan, just one short term rental he bought in 2019 an...

If you want to run your STR business on autopilot by a bunch of Ai Agents then join us for a two day hands on Ai workshop on September 29-30. Register here: level.strsecrets.com/aisummit2 From one duplex to 40+ short-term rentals and a hotel that pays for his whole life — Alex Steeg proves you don't need a real estate background to build real wealth. In this episode, Mike and Mike sits down with A...

🎟️ STR AI SUMMIT — Sept 29–30 | Freedom Factory 100 spots only (sold out in 4 weeks last time). Two days building real AI tools WITH us — revenue manager, listing optimizer, bookkeeping + lead gen — installed in your business before you leave. 👉 Grab tickets: strsecrets.com/aisummit ━━━━━━━━━━━━━━━━━━━━━━━━━━━━ Everyone is telling you to build AI tools. Ryan Lefebvre, the AI expert behind the too...

What is your short term rental management company actually worth? Jacobie Olin sells these companies for a living, around 20 deals a year worth close to 200 million dollars, and in this episode he breaks down exactly how buyers value your business, what multiples they pay, and why most operators are sitting on a lifestyle business instead of a sellable asset. Jacobie is the founder of C2G Advisors...

Everyone in short-term rentals is chasing the next tool. The next software. The next tech company. The next shiny object. Jason Muth did the opposite. And it built him a 53-unit business in about two years. In this episode, Jason joins the show to break down how he grew Prideaway Stays from his first client in April 2024 to 53 properties under management, with zero acquisitions and 100 percent org...

Most operators grow their rental business one contract at a time. Cameron Masters skipped the line and bought his way from 18 units to over 140 in a single deal. In this episode, we sat down with Cam to walk through the whole acquisition, start to finish. He bought a 40 year old management company, one started by a founder of Vrbo, and he shares the exact moves that got it done. Inside this episod...

Want to scale your property management or co-hosting business past 10, 20, 50 listings? Book a call here: https://strsecrets.com/apply Connect with Mike Reilly : https://www.instagram.com/mikereillync/ Most operators think busy season is the worst time to look for new properties. Mike Reilly just signed 7 new contracts that prove them wrong. Last quarter his team at NC Stays reached out to 1,000 h...

Want to scale your property management or co-hosting business past 10, 20, 50 listings? Book a call here: https://strsecrets.com/apply Connect with Mike Reilly : https://www.instagram.com/mikereillync/ How do you onboard 7 vacation rental properties in one month without burning out your team? Mike Reilly breaks down the exact 6 stage onboarding system NC Stays uses for every new property, from the...

Something big is happening in short-term rentals, and most operators have no idea. In this episode, Mike Sjogren returns to the show with Mike Reilly. And they open with a trend that changes everything. In 2022, most short-term rentals in the US were run by hosts with fewer than 20 units. By 2025, that share had dropped hard. The reason is not that hosts quit. It is that private equity quietly sta...

Six years ago, E said yes to something he had no idea would change his life. 300 episodes later, this is his last one. In this final solo show, recorded from his grandparents' house in Sardinia, Emanuele Pani answers the same question this podcast has asked every guest for six years. What is your number one secret to success? Only this time, he answers it for himself. E shares the 5 lessons that c...

He was working 80 hours every two weeks in a hospital ICU. Open heart surgery patients. Life or death. No room for error. And in the gaps between shifts, sometimes still in his scrubs, he was quietly building a short-term rental business that would set him free. In this episode, E sits down with Jeremy Rosen for one of the most honest W2-escape stories this show has ever told. Jeremy joined STR Se...

His wife said something to him that he'll never forget. "I would let every business burn to the ground if it meant that when it's nighttime and on weekends, we could spend it as a family." Dave Menapace didn't argue. Didn't defend himself. He sat with it. And then he changed everything. In this episode, E sits down with STR Secrets coach and Five Star Co-Host founder Dave Menapace — on his birthda...

"🔥 LAST CHANCE — STR AI SUMMIT, June 23-24 | Freedom Factory, Beverly, MA Only 10 seats left . This is where direct bookings, AI agents, and the next decade of STR get built — live, with the operators leading the charge. 👉 strsecrets.com/aisummit Most STR operators don't have an information problem. They have an identity problem. In this solo episode, mindset coach and STR Secrets co-host Emanue...

🔥 LAST CHANCE — STR AI SUMMIT, June 23-24 | Freedom Factory, Beverly, MA Only 20 seats left. Use code "PODCAST" for a flat $1000 discount: 👉 strsecrets.com/aisummit The coupon expires Monday This is where direct bookings, AI agents, and the next decade of STR get built — live, with the operators leading the charge. Yorkshire, UK — Mark Simpson spent $50,000 on human appointment setters last year...

Ryan will be showing how to make this and a custom revenue management tool live at the Ai Summit. Grab your spot at the AI Summit : strsecrets.com/aisummit at just $497. Use the coupon : "PODCAST" Every homeowner conversation starts the same way. They want to know what their property can earn. And if you can't answer that question fast, professionally, and with data behind it — someone else will....

🔥 Get $500 off at STR AI SUMMIT — June 23-24 | Freedom Factory, Beverly, MA Use code "MEMORIAL500" while checking out at strsecrets.com/aisummit You're doing the work. You're managing the properties. You're showing up every day. So why does it feel like you're spinning your wheels? In this solo show, Chris Petzy and Emanuele Pani get raw about the real reason STR operators stall out — and it has...

Get Carrie the AI Carousel Sniper Agent: https://level.strsecrets.com/drrachel 🔥 STR AI SUMMIT — June 23-24 | Freedom Factory, Beverly, MA Dr. Rachel is flying in to spend 2 full hours building this exact system with you live. You won't just learn it. You'll leave with it installed. Only 70 seats left. 👉 strsecrets.com/aisummit Most STR operators know they need to post more. They just don't have...