Ep 293 – The Man Who Lost $50 Million and Called It a Seminar | Rod Khleif on Mindset, AI, and What’s Coming
🎟️ Join us at the STR AI Summit — June 23-24 at the Freedom Factory in Beverly, MA. Only 100 seats. Early bird: $1,497. strsecrets.com/aisummit In 2006, Rod Khleif's net worth went up $17 million while he slept. Two years later, he lost $50 million. He didn't call it a failure. He called it an expensive seminar. In this episode, E sits down with Rod Khleif — Dutch immigrant turned [...]
Ep 292 – The Stay-at-Home Mom Who Built 4 STRs, 11 Co-Hosted Properties, and a Coaching Business — While Raising 3 Kids
She thought it had to be one or the other. Career or kids. No middle ground. Then her daughter was diagnosed with leukemia at three years old. And everything changed. Jane Ng left corporate America to care for her daughter full time. Her daughter survived — but was left with a brain injury that means she will never be fully independent. Jane will care for her for the rest of [...]
Ep 291 – The 4-Year Warning: Why AI is About to Replace Average Operators| David VanWert
Most luxury STR owners write that electric bill every month without ever knowing what's causing it. David VanWert did the same thing — until he built a platform to fix it. In this episode, E and Chris sit down with David VanWert, founder of Umbra and owner of seven STR cabins in the Smoky Mountains and Mammoth Lakes. David built Umbra after spending years watching energy costs silently destroy the [...]
Ep 290 – What the #1 Restaurant in the World Taught Me About Running a Better STR Business
E just got back from the Unreasonable Hospitality Summit in Nashville — and this solo episode is his full recap. Will Guidara wrote Unreasonable Hospitality during COVID. He took Eleven Madison Park from a nice restaurant to the #1 restaurant in the world — the only restaurant to ever go from one Michelin star to three in a single year. His philosophy: service is what you do for people. Hospitality [...]
Ep 289 – From Tragedy to 65 Units: How Cara and Mark Truckey Built a Life and Business on Their Own Terms
In 2016, Cara and Mark Truckey lost their 14-month-old son. He never woke up at daycare. Most couples don't survive a loss like that. Instead, it became the moment that changed everything. In this episode, E and Chris sit down with Cara and Mark Truckey — two STR Secrets boardroom alumni who have built a real estate portfolio of 65+ units across Wisconsin and Florida while raising three kids and [...]
Ep 288 – Your STR Could Be Banned Tomorrow and here’s What You’re Not Doing About It | ft. Julie Marks
Most STR operators don't think about regulation until it's already too late. Julie pulls back the curtain on what’s really happening in short-term rental regulation and why hosts can’t afford to stay invisible. From local politics to nationwide advocacy, this episode is a wake-up call for operators who think regulation is someone else’s problem. • How Julie went from accidental host to industry advocate • Why anti-STR arguments often hide [...]
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