The JV Pod

Connect with Me! 👋 Linktree: https://linktr.ee/Airventurehostingco Website: https://therealjessevasquez.com/

Most “software people” bore me. But not Miles Hobson. Miles is with Hospitable — basically the brainstem behind half of the Airbnb world. He’s building the command center that lets hosts automate without sounding like robots. In this episode, we cover: •    The right way to automate guest communication (without killing the human touch) •    Why most hosts screw up leases, screening, and background...

In this solo episode, I break down something most real estate entrepreneurs don’t talk about enough—burnout. After five years of building businesses, running properties, and helping others do the same, I hit a wall. In this raw and honest breakdown, I explain:     •    What burnout looks like in the MTR world     •    The toxic booking-panic cycle too many hosts are trapped in     •    Why your bo...

What happens when a 28-year-old software engineer quits her job at a billion-dollar startup to solve one of real estate’s biggest problems? Stella Han went from coding at Affirm to raising $5 million for Fractional - a platform that’s changing how everyday people invest in real estate. But here’s the crazy part: Will Smith and Kevin Durant are backing her. In this conversation, Stella breaks down:...

Ever wonder what it actually costs to build a million-dollar business when you’ve got a baby at home? My friend Ingrid has raised over $2 million in real estate deals, but she’ll be the first to tell you - the “hustle harder” advice is bullshit when you’re a new mom. In this conversation, we get real about:         •        The moment she realized she was failing at everything         •        Why...

Can you build a 6-figure MTR business without quitting your 9–5? James Hwang did—while working in a hospital treating cancer patients. In this episode, Jesse breaks down how James scaled to 20 units using smart systems, deep partnerships, and a team that actually shows up. Real talk on W2 exit strategies, burnout, building trust, and yes… bidets. Hit play if you're stuck between paycheck secu...

In this episode, Jesse speaks with Ali Talai, estate planning attorney and wealth preservation expert, to uncover the hard truths most entrepreneurs and real estate investors never hear. Think your LLC protects you? Think again. Ali breaks down what really happens to your assets if you die without a proper plan - and why even smart investors get this wrong. They dive into probate nightmares, livin...

In this episode, Jesse Vasquez sits down with entrepreneur and creative finance legend Pace Morby for a raw, unfiltered conversation on what it really takes to win in real estate and entrepreneurship. They dive into why most people are held back by their families, how haters are actually signs you're doing something right, and why being in the right room can shortcut years off your learning c...

In this episode, Jesse Vasquez sits down with Mark Simpson from Boostly to unpack the real cost of hustle culture, the mental toll of entrepreneurship, and the controversial new "services" rollout from Airbnb that could put hosts at serious legal risk. From burnout and business boundaries to insurance loopholes and direct booking power plays, this is a no-BS conversation about what it re...

In this episode of the JV Pod, Jesse Vasquez sits down with Diego Corzo, a DACA recipient and real estate investor who became financially free by 26 and a millionaire by 29, all while navigating the challenges of being undocumented. Together, they explore the grit and resilience of the immigrant mindset, the power of long-term vision, and the importance of aligning your goals with what actually br...

In this deeply personal episode, Jesse Vasquez opens up about the hidden cost of five relentless years of building businesses, launching a real estate academy, and hosting major events, all without stopping to breathe. What starts as a success story takes a sharp turn into the reality of burnout, as Jesse unpacks the toll the grind has taken on his health, relationships, and peace of mind. Inspire...

In this episode, Jesse Vasquez is joined by Caroline and Daniel Baird for a deep conversation on public speaking, entrepreneurship, and real estate investing. They explore the emotional and practical challenges of building a business, from dealing with anxiety and embracing failure to leaning on family support. The Bairds share their real estate journey, emphasizing the importance of taking risks,...

Why  @danmartell   Says ‘Humble Don’t Pay the Bills’ – Hard Truths About Success. I had the opportunity to interview Dan as he was the keynote speaker at the 2025 Mid Term rental summit I hosted this year! Dan Martell drops raw, no-BS truths about success, mindset, buying back your time, and why being “humble” might be keeping you broke. From parenting to business strategy, this conversation will...

In this episode, Jesse sits down with Amanda “The Traveling Realtor” to unpack how she built a multi-stream midterm rental business while living in Cabo, traveling the world, and hosting Tony Robbins retreats. From losing $60K overnight to building a thriving relocation-based model in North Carolina, Amanda shares how personal growth, niche strategy, and bold pivots helped her bounce back after he...

A year ago, Cam Carrozza sent Jesse a DM saying, “One day I’ll be on your podcast.” Fast forward to today, Cam’s here with 18 properties, $10K/month in cash flow, and a story packed with grit, growth, and mindset shifts. In this episode, Jesse and Cam dive into how Cam went from house-hacking a duplex in a tough Sacramento neighborhood, while raising a young family and getting his car stolen twice...

In this episode of The JV Pod, Jesse Vasquez chats with real estate investors and podcast hosts Cory Jacobson and Ryan Bevilacqua of Wealth Juice to uncover their journey from college buddies to scaling an 80-unit portfolio. They dive into the power of networking, the importance of long-term investing, and how they leverage strategic partnerships to grow their real estate business. The conversatio...

Free Stuff for Your Rentals? Yes, Really. In this episode, Jesse sits down with Rachel Vigil, founder of UpClose Marketing, to talk about how short-term and mid-term rental hosts can get legit free products, like mattresses, Tide Pods, and even wine, to elevate the guest experience without blowing their budget. They dive into how this genius business model works (hint: it’s not too good to be true...

In this powerful episode, Jesse sits down with Dylan Sevcik, a Navy veteran turned mid-term rental investor, to unpack his journey from the submarine force to landing multi-month insurance deals and eyeing government contracts. They dive into house hacking with a VA loan, managing MTRs while juggling family life and a 9-to-5, and what it really looks like to build a rental business while navigatin...

From CAREER-ENDING INJURY to MIDTERM RENTAL SUCCESS: The Mindset That Changed Everything Dunn's incredible journey from construction worker to successful midterm rental investor and coach will change how you think about real estate investing. After a devastating knee injury ended his construction career, Dunn transformed his life through midterm rentals and a powerful mindset shift. 🔑 WATCH...

In this episode of The JV Pod, Jesse Vasquez welcomes longtime friend and real estate powerhouse Zeona McIntyre for an unfiltered conversation about creative financing, the shifting midterm rental market, and how lifestyle goals are shaping their investment decisions. Zeona shares insights from her journey transitioning from short-term to mid-term rentals, her passion for seller financing and sub-...

In this episode of The JV Pod, Jesse Vasquez sits down with AI expert and entrepreneur Callan Faulkner to explore the game-changing potential of artificial intelligence in real estate investing. Callan shares her journey from corporate sales to becoming a leading AI consultant, breaking down how AI can automate pricing strategies, guest communications, property listings, and even sales call review...

On this episode of The JV Pod, Jesse Vasquez sits down with Jeff Illulian, CEO and co-founder of HostGPO, to unpack his fascinating journey from corporate law to scaling a game-changing business in the vacation rental industry. Jeff shares how he transitioned from law into short-term rentals, growing his portfolio from one property to over 150, and how a simple realization at a networking event le...

In this powerful and deeply personal episode, Jesse Vasquez and Fernando Corona dive into the real, raw journey of entrepreneurship, fatherhood, and overcoming failure. From Jesse’s reflections on young parenthood and resilience to Fernando’s story of losing $400K—including family money—and rebuilding from rock bottom to earning over $600K in a year, this conversation is packed with hard-earned le...

On this episode of The JV Pod, Jesse sits down with CPA Amanda Han to discuss the financial realities of hosting events, tax strategies for real estate investors, and the importance of planning ahead. Jesse shares how the Midterm Rental Summit isn’t always profitable but is valuable for long-term community-building. Amanda breaks down the short-term rental loophole, cost segregation, and how activ...

On this episode of The JV Pod, Jesse Vasquez and Bill Faeth dive into the ultimate game-changer—your health. Bill gets real about his wake-up call, dropping weight, reversing pre-diabetes, and unlocking peak performance through biohacking, concierge medicine, and a complete lifestyle overhaul. From quitting Diet Coke to fasting, red light therapy, and dialing in his sleep, Bill breaks down the hig...