Podcasts Archives - Short Term Rental Secrets

Ep 317 – Airbnb’s New Rental Agreement Ban: What Hosts Can Still Do Legally (w/ Katie Johnson, STR Law)

STRS Marketing2026-10-26T07:07:48-04:00

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 vacation rentals and manages five more. So she has both drafted the rental agreement and dealt with the guest who ignored it. She joins Mike Sjogren and Mike Reilly to explain Airbnb's latest update in plain English. What changed [...]

Ep 317 – Airbnb’s New Rental Agreement Ban: What Hosts Can Still Do Legally (w/ Katie Johnson, STR Law)STRS Marketing2026-10-26T07:07:48-04:00

Ep 316 – From Side Gig to 8-Figure Airbnb Business… and Private Equity Is Calling

STRS Marketing2026-10-21T09:22:53-04:00

Matt Floyd and Craig Gerulski started buying vacation rentals in 2018 to build side income while working their W-2 jobs. In 2020 they launched Stay Classy Homes to manage their own properties and a few arbitrage units in San Diego, and they ran it as a side gig for 3 years. Then a trip to STR Wealth in Nashville changed everything. They quit their jobs in 2023, went two years without paying themselves, and have since grown Stay Classy into an 8-figure business with 100+ properties under management across San Diego, Kauai, Nashville and Phoenix. Now private equity groups are calling. [...]

Ep 316 – From Side Gig to 8-Figure Airbnb Business… and Private Equity Is CallingSTRS Marketing2026-10-21T09:22:53-04:00

Ep 315 – The Breezeway CEO Has Seen 350,000 Airbnbs. This Is the Mistake He Sees Everywhere | Jeremy Gall

STRS Marketing2026-10-13T07:14:19-04:00

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 software for vacation rental operators. He founded FlipKey and grew it into one of the world's largest vacation rental platforms before TripAdvisor acquired it in 2013. Today he runs Breezeway, the AI powered property [...]

Ep 315 – The Breezeway CEO Has Seen 350,000 Airbnbs. This Is the Mistake He Sees Everywhere | Jeremy GallSTRS Marketing2026-10-13T07:14:19-04:00

Ep 314 – What the #1 Airbnb Property Manager in America Does That You Don’t | Steve & Kim Resnick

STRS Marketing2026-10-05T06:25:25-04:00

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 corporate for good Why they hired twice the people they needed, on purpose The training method that turned their SOPs into a team that writes its own [...]

Ep 314 – What the #1 Airbnb Property Manager in America Does That You Don’t | Steve & Kim ResnickSTRS Marketing2026-10-05T06:25:25-04:00

Ep 313 – From 32 to 70 Airbnb homes in 9 Months: What Actually Broke (and What Worked) | Dave Menapace

STRS Marketing2026-09-28T06:18:56-04:00

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, Reilly, and Dave dig into the wins (hiring early during "peacetime," never asking your team to do something you won't do yourself, staying flexible without whiplash) and the hard lessons (the missing middle-management layer, why new doors carry lower margins, and how fast personalities pile up when you double a portfolio). Dave also shares the four [...]

Ep 313 – From 32 to 70 Airbnb homes in 9 Months: What Actually Broke (and What Worked) | Dave MenapaceSTRS Marketing2026-09-28T06:18:56-04:00

Ep 312 – The Only AI Masterclass Airbnb Hosts Need: Leads, Revenue, and Ad Spying on Autopilot

STRS Marketing2026-09-21T06:50:28-04:00

🚨 The AI Summit is almost sold out — grab your ticket before it's gone: 👉 www.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: In this AI masterclass, Ryan and Mike break down the 3 AI systems every short-term rental operator needs to grow their portfolio and maximize revenue — no VAs, no guesswork, just automation. What you'll learn: 🏠 AI Revenue Manager Connect Price Labs to Claude with one click and get a full portfolio revenue report in [...]

Ep 312 – The Only AI Masterclass Airbnb Hosts Need: Leads, Revenue, and Ad Spying on AutopilotSTRS Marketing2026-09-21T06:50:28-04:00

Ep 311 – AirDNA Economist: Why 6-Bedroom Airbnbs Are Winning (Small Homes Are Dying) | Jamie Lane

STRS Marketing2026-09-14T05:23:43-04:00

🎟️ 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 data is telling a very clear story: the era of the small, basic Airbnb is over. In this episode, Jamie sits down with Mike Sjogren and Mike Reilly to break down exactly where supply, [...]

Ep 311 – AirDNA Economist: Why 6-Bedroom Airbnbs Are Winning (Small Homes Are Dying) | Jamie LaneSTRS Marketing2026-09-14T05:23:43-04:00

Ep 310 – 4 Hosts Charged With Homicide Over One Missed Detail. Don’t Be the 5th. | Justin Ford

STRS Marketing2026-09-08T07:06:07-04:00

🎟️ 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 ran one of the largest vacation rental companies in the country before a safety incident nearly cost him everything. Now he helps operators protect their guests, their businesses, and themselves. In this episode, he [...]

Ep 310 – 4 Hosts Charged With Homicide Over One Missed Detail. Don’t Be the 5th. | Justin FordSTRS Marketing2026-09-08T07:06:07-04:00

Ep 309 – Inside the STR Empire Managing 700+ Vacation Homes | Michael Elefante

STRS Marketing2026-08-31T06:16:49-04:00

Michael Elefante didn't set out to build an empire. There was no whiteboard, no master plan — just one short-term rental he bought in 2019 and a willingness to jump before he felt ready. Before real estate, Michael went from working at Dunkin' Donuts after college to climbing the corporate ladder at Google and in outside sales. The income was high, but the travel and hours weren't the life he wanted for his future family. So he bought his first rental, hit financial freedom fast, and even spent a year traveling the country in a camper van with his wife Jill [...]

Ep 309 – Inside the STR Empire Managing 700+ Vacation Homes | Michael ElefanteSTRS Marketing2026-08-31T06:16:49-04:00

Ep 308 – From 0 to 40+ Properties & a Hotel That Pays for His Life | Alex Steeg

STRS Marketing2026-08-24T06:22:43-04:00

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 Alex Steeg, co-founder of Shore Way Management. Alex and his wife Rachel started in 2018 with one property, zero experience, and a simple plan to "buy a duplex [...]

Ep 308 – From 0 to 40+ Properties & a Hotel That Pays for His Life | Alex SteegSTRS Marketing2026-08-24T06:22:43-04:00

LATEST PODCAST EPISODE

SOCIAL MEDIA

CONTACT THE STR SECRETS TEAM

CONNECT WITH US

UPCOMING EVENTS

STUDENT LINKS