Podcasts Archives - Page 2 of 14 - Short Term Rental Secrets

Ep 307 – The AI Tools Actually Making STR Operators Money in 2026 | Ryan Lefebvre

STRS Marketing2026-08-17T09:31:10-04:00

Everyone is telling you to build AI tools. Ryan Lefebvre, the AI expert behind the tools at STR Secrets, is telling you to stop. In this episode, Ryan sits down with Mike Sjogren and Mike Reilly to explain why building your own AI is the new shiny object, and why it's quietly killing operators who should be focused on their business instead. Ryan is a former fraud analyst turned pilot turned STR operator who now builds AI systems for management companies. He shares which AI wins actually move the needle, and which ones are a total waste of your time. From [...]

Ep 307 – The AI Tools Actually Making STR Operators Money in 2026 | Ryan LefebvreSTRS Marketing2026-08-17T09:31:10-04:00

Ep 306 – The Man Who Sold Off Vacasa: Sell Your Airbnb Business NOW — Before The Window Closes! | Jacobie Olin

STRS Marketing2026-08-10T06:44:02-04:00

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 and brokered the landmark Vacasa and Casago deal. He walks through EBITDA, multiples, take rate, churn, and the real steps to turn a small management business into something worth millions. If you have [...]

Ep 306 – The Man Who Sold Off Vacasa: Sell Your Airbnb Business NOW — Before The Window Closes! | Jacobie OlinSTRS Marketing2026-08-10T06:44:02-04:00

Ep 305 – How He Left the Media Business to Build a 53-Unit Rental Business in One Town | Jason Muth

STRS Marketing2026-08-03T11:18:15-04:00

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 organic growth. No buying other companies. No chasing every new tactic. Just one market, one avatar, and a relentless focus most operators are too distracted to hold. In this episode: → Why [...]

Ep 305 – How He Left the Media Business to Build a 53-Unit Rental Business in One Town | Jason MuthSTRS Marketing2026-08-03T11:18:15-04:00

Ep 304 – “How He Went From 18 to 140 Airbnb Units by Buying a 40 Year Old Company”

STRS Marketing2026-07-27T07:30:32-04:00

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 episode: How Cam went from 18 units to 140 plus by buying one company Why he skipped the bank and used seller financing plus a friends and [...]

Ep 304 – “How He Went From 18 to 140 Airbnb Units by Buying a 40 Year Old Company”STRS Marketing2026-07-27T07:30:32-04:00

Ep 303 – The COHOST Funnel: How to Sign New Homeowners Before Fall Renewals

STRS Marketing2026-07-20T06:33:14-04:00

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 homeowners. They opened 68 real conversations. They signed 7 new properties, and 19 more deals are still on the table. And all of it started in the middle of peak season. Why? Because of one thing most operators never check: the 90 day notice window. Most management contracts renew in the fall. If a homeowner wants to leave their property manager, they have to say [...]

Ep 303 – The COHOST Funnel: How to Sign New Homeowners Before Fall RenewalsSTRS Marketing2026-07-20T06:33:14-04:00

Ep 302 – How to Onboard Airbnb Properties So Owners Never Leave (Full System)

STRS Marketing2026-07-13T04:55:56-04:00

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 first homeowner call to the post-launch celebration. Homeowners' trust in property managers is at an all-time low. Nearly every owner has been burned before. The managers who onboard properties with a real system are locking in 5- to 10-year relationships and standing out in a market flooded with new co-hosts. In this training you'll learn the full checklist: the handoff call and 30 question onboarding form, the [...]

Ep 302 – How to Onboard Airbnb Properties So Owners Never Leave (Full System)STRS Marketing2026-07-13T04:55:56-04:00

Ep 301 – Why the Next Few Years Are the Best Time to Build and Sell Your STR Business

STRS Marketing2026-07-06T06:55:13-04:00

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 started buying up management companies, because the margins are good and the industry is wide open. Mike breaks down what that means for you, and reveals the project STR Secrets [...]

Ep 301 – Why the Next Few Years Are the Best Time to Build and Sell Your STR BusinessSTRS Marketing2026-07-06T06:55:13-04:00

Ep 300 – E’s Last Episode: 300 Shows, 6 Years, 5 Lessons

STRS Marketing2026-07-06T06:49:48-04:00

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 changed his life more than anything else. The lessons that took him from chasing more information, more courses and more outside validation, to the most peace, health, and [...]

Ep 300 – E’s Last Episode: 300 Shows, 6 Years, 5 LessonsSTRS Marketing2026-07-06T06:49:48-04:00

Ep 299 – From the ICU to 70 Rentals: How a Full-Time Nurse Built His Way Out with Jeremy Rosen

STRS Marketing2026-06-23T04:57:08-04:00

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 Secrets with 4 properties and a full-time nursing job he loved but knew he had to leave. He went from 4 to 8 to 12 to 20 properties, all [...]

Ep 299 – From the ICU to 70 Rentals: How a Full-Time Nurse Built His Way Out with Jeremy RosenSTRS Marketing2026-06-23T04:57:08-04:00

Ep 298 – He Was Running 6 Businesses, Managing 30 Properties, and Losing His Family | Dave Menapce

STRS Marketing2026-06-15T06:13:02-04:00

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 birthday — for a raw, unfiltered look at four years of building, burning down, and rebuilding a short-term rental management company the right way. Dave left corporate healthcare in [...]

Ep 298 – He Was Running 6 Businesses, Managing 30 Properties, and Losing His Family | Dave MenapceSTRS Marketing2026-06-15T06:13:02-04:00

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