Ep 271 – Why Your STR Isn’t Making What It Should — And How to Fix It with Mark Lumpkin
Your STR isn’t underperforming by accident — it’s underperforming because of decisions. In this episode, Chris and E sit down with Mark Lumpkin from STR Cribs, the company behind 500+ STR setups, to break down the real reasons properties fail and what the best operators do differently. If you’re buying, designing, furnishing, or managing STRs — this is a masterclass in thinking like a pro instead of an amateur. Inside [...]
Ep 270 – Why Most STR Hosts Stay Broke — And How Bernie Broke Out
Your business can’t outgrow the identity you’re stuck in. In this episode, Bernie Cesareo reveals the mindset and identity shifts that transformed his life, his confidence, and his STR businesses — from shrinking portfolios to scaling multiple companies with clarity and purpose. This episode breaks down the real reason most hosts stay stuck, how to think and act like a CEO, and the inner work required to grow a business [...]
Ep 269 – How to Scale Your Property Management Business with Brooke Pfautz
In this episode, Chris and E sit down with the founder of Vintory to uncover the real reason PMs fail, what the top managers are doing differently, and how to build a predictable machine for owner acquisition. Whether you're starting with 5 doors or aiming for 500, Brooke breaks down the playbook that actually works. Inside this episode: • Why most PMs never break past 50–100 properties • The REAL [...]
Ep 268 – The Next Era of STR & What’s Coming : Inside the Freedom Factory
Recorded LIVE inside the brand-new Freedom Factory, Mike, E., Chris, and Riley break down the mindset, seasons, strategy, and direction that will define the next 5 years of short-term rentals… and your future in it.• The story behind building the Freedom Factory• Mike’s “origin moment” and how it shaped everything• The dark seasons every entrepreneur must push through• Why property management will create more millionaires than arbitrage• The new PM [...]
Ep 267 – Desire vs. Fear: The Mindset Shift That Changes Everything
In this episode, we break down how to stop making decisions from lack, step into an identity-led mindset, and actually create the conditions for growth. • Desire vs. paradigm: the two voices in your head • How to make decisions from faith, not fear • The identity → behavior → reality chain • Why discipline is just choosing desire repeatedly • What to do when growth feels uncomfortable • How [...]
Ep 266 – The Harsh Truth: If You Don’t Have Systems, You Don’t Have Freedom with Michael Dinwiddie
You didn’t start an STR business to be a full-time cleaner, guest texter, or firefighter. This episode breaks down how most hosts trap themselves in operations — and how to build systems that finally let you step out and scale up. • Why “hustle” kills long-term growth • The systems that keep your business running without you • How to delegate without losing control • Why buying back your time [...]
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