Podcasts

Ep 243 – From Zero to $1B: Hostaway CEO Marcus Rader on AI, Talent, and the Brutal Truth About Scaling

2025-06-09T06:32:25-04:00

In this raw, no-fluff episode, Hostaway CEO Marcus Rader shares the hard-won lessons behind building a billion-dollar vacation rental software company, starting with zero industry experience. Marcus breaks down: Why most entrepreneurs aim too small and why it costs them everything The mental and physical toll of building at scale (including 7 years without a dentist visit) How he filters “good money” vs “bad money” when raising capital The future of short-term rentals in a regulated, AI-powered world Practical leadership advice for scaling teams without losing your mission Plus: his marathon training, travel hacks, and how to avoid becoming a micromanaged [...]

Ep 243 – From Zero to $1B: Hostaway CEO Marcus Rader on AI, Talent, and the Brutal Truth About Scaling2025-06-09T06:32:25-04:00

Ep 242 – How AI & Leadership Are Scaling the Best STR Businesses in 2025

2025-05-20T05:28:04-04:00

This episode unpacks the real playbook behind scaling short-term rental businesses with AI, leadership, and culture.   Straight from the STR Boardroom event in Salem, hosts Chris and E break down their biggest takeaways from Dr. Rachel Gainsbrugh's AI workshop to the emotional breakthroughs in hot seats, to Mark from Minoan’s CEO mindset at 50+ employees.   What you’ll learn: • The AI stacking method Rachel used to double her sales team’s close rate • The 5 levels of VA hiring, from cheap help to AI-powered specialists • Why great team members outgrow companies, and how to lead through it • [...]

Ep 242 – How AI & Leadership Are Scaling the Best STR Businesses in 20252025-05-20T05:28:04-04:00

Ep 241 – The 5 Mindset Shifts That Changed Our Lives (And Can Change Yours)

2025-05-12T05:57:00-04:00

Most people aren’t missing strategy. They’re missing decision. In this episode, Mike and Emanuele break down the 5 mindset philosophies that transformed their lives... ...from escaping burnout and W2 jobs to building multi-million-dollar businesses and raising families with time freedom. If you feel like you keep “trying” but never break through, this episode will call you out... ...and pull you forward. What you’ll learn: The most powerful reframe for taking back control of your life Why saying “I’ll try” guarantees failure How to train your decision-making muscle daily The “day one” philosophy that separates top performers from the rest A no-fluff [...]

Ep 241 – The 5 Mindset Shifts That Changed Our Lives (And Can Change Yours)2025-05-12T05:57:00-04:00

Ep 240 – New STR Data Revealed: What AirDNA Is Seeing (And What You Should Do Now) with Jamie Lane

2025-05-05T07:35:39-04:00

THE STR GAME HAS CHANGED AND THE DATA PROVES IT. AirDNA’s Chief Economist Jamie Lane joins the show to break down what’s actually happening behind the scenes in the short-term rental market... ...and why most hosts are missing the shift. Inside this episode: The real story behind occupancy, rates, and guest demand in 2024 Why “big box” managers are losing properties fast The key numbers top investors are watching (and how to use them) How AirDNA’s new tools are reshaping STR deal analysis The warning signs for hosts scaling past 50 units and what breaks first Why small, well-managed portfolios are [...]

Ep 240 – New STR Data Revealed: What AirDNA Is Seeing (And What You Should Do Now) with Jamie Lane2025-05-05T07:35:39-04:00

Ep 239 – How Ashley Freeman Built a 105-Unit STR Business After Hitting Rock Bottom

2025-04-28T07:48:20-04:00

DIVORCED, BROKE… THEN SHE BUILT A 105-UNIT STR BUSINESS. Ashley Freeman wasn’t supposed to be here. Divorced, struggling to make ends meet as a tennis pro. She took a chance on Airbnb with her farmhouse. Now she manages over 105 units, leads a team of 25…… and lives a life most people only dream about. In this powerful episode, Ashley reveals: How a side hustle became a 7-figure business The mindset shifts that changed everything Why systems + a strong team scaled her from 4 to 100+ properties How she created a 5-star guest experience that owners can’t stop raving about [...]

Ep 239 – How Ashley Freeman Built a 105-Unit STR Business After Hitting Rock Bottom2025-04-28T07:48:20-04:00

Ep 238 – How Ron Curtis Built a 50-Unit STR Empire While Working Full-Time with Ron Curtis

2025-04-28T07:48:20-04:00

HE BUILT 50 STR UNITS AND STILL WORKS A 9–5. Ron Curtis didn’t quit his job. He just built a business so efficient that he didn’t have to. In this episode, Ron breaks down how he: • Turned a $3,700 house hack into a 50-property portfolio • Cleared over $10K in credit card debt and now manages $300K in available credit • Uses his 9–5 income to fuel real estate moves without burnout • Built systems, VAs, and SOPs to scale without stress • Teaches financial literacy by living it, not just posting about it You’ll also learn: • Why relationships [...]

Ep 238 – How Ron Curtis Built a 50-Unit STR Empire While Working Full-Time with Ron Curtis2025-04-28T07:48:20-04:00

Ep 237 – He Bought 39 Units…Then Faced a Breakdown

2025-04-28T07:48:20-04:00

HE BUILT THE DREAM AND ALMOST LOST HIMSELF IN IT. Emanuele Pani went from mopping floors and fixing leaks…to owning nearly every unit in his building. But success wasn’t what he expected. In this episode, you’ll hear: How he bought 39 out of 40 units using seller financing & hustle What happened when COVID hit, no grace period, no backup plan The creative deals that made it all possible (and profitable) Why burnout and identity loss followed after the win How he rebuilt his purpose with long-term hospitality and legacy in mind This isn’t a how-to. It’s a how-he-did-it. From broke [...]

Ep 237 – He Bought 39 Units…Then Faced a Breakdown2025-04-28T07:48:20-04:00

Ep 236 – Why Hustling Won’t Make You Rich. Do This First with Adam Avenus

2025-04-28T07:48:20-04:00

YOU’RE DOING EVERYTHING RIGHT… BUT STILL NOT WINNING? It’s not your strategy. It’s not your effort. It’s your identity. In this episode, mindset coach Adam reveals how shifting his subconscious beliefs helped him triple his income in just 8 months……without changing his work ethic.   You’ll learn: • Why you attract what you feel, not what you say you want • How to rewire limiting beliefs using emotional repetition • Why most goals fail without identity alignment • The daily 30-minute practice that transforms your vibration • Why real estate, business, or coaching success starts in the mind   Hard work [...]

Ep 236 – Why Hustling Won’t Make You Rich. Do This First with Adam Avenus2025-04-28T07:48:20-04:00

Ep 235 – She Failed Fast—Then Built an STR Empire with Jodie Odin

2025-04-28T07:48:20-04:00

HER FIRST STR FAILED—HERE’S HOW SHE BOUNCED BACK. Jodie Odlin’s first short-term rental was a total mess. Guest issues, mistakes, zero systems. Most people would’ve quit. She didn’t. Now she runs a growing, profitable STR business with multiple listings and a rock-solid operation.   In this episode, Jodie reveals: • What went wrong with her first property...and how she fixed it • The mindset shift that helped her push through the pain • Systems she uses to scale without burnout • How she handled bad reviews, tough guests, and surprise expenses. • Strategies to maximize revenue & run lean operations   [...]

Ep 235 – She Failed Fast—Then Built an STR Empire with Jodie Odin2025-04-28T07:48:20-04:00

Ep 234 – How Jeremy Werden Built a 7-Figure Cohosting Business from Scratch!

2025-04-28T07:48:20-04:00

FROM BROKE TO STR SUCCESS...HOW HE BUILT A 7-FIGURE BUSINESS!   Jeremy Werden never planned on becoming a short-term rental investor. After losing his private equity job due to COVID, he had no choice. His first move? Boat rentals inspired by the Ozark TV show. His real breakthrough? Accidentally discovering cohosting and STR investing. Now, he runs a 7-figure STR business. Owns multiple properties, and built BNB Calc, the must-have deal analysis tool for Airbnb investors.   In this episode, Jeremy reveals: ●︎ How he scaled from boat rentals to Airbnb empire ●︎ The 3 business levels that take you from [...]

Ep 234 – How Jeremy Werden Built a 7-Figure Cohosting Business from Scratch!2025-04-28T07:48:20-04:00

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