The JV Pod

What happens when two first generation entrepreneurs stop flexing their real estate wins and start getting brutally honest about the cost of building an empire?  In this raw, no ego episode, Jesse Vasquez sits down with Lame Kinikini, Tongan American investor and CEO of Oakridge Investments, for a deep and vulnerable conversation about what it really takes to scale from door to door sales to a nin...

What happens when two successful entrepreneurs stop talking about real estate tactics and start getting real about the mental game of building wealth? In this raw, unfiltered conversation, Jesse Vasquez sits down with Amelia McGee (co-founder of Wire Community) for what turns into one of the most honest discussions about entrepreneurship you’ll hear this year. In this episode, we dive deep into: •...

Travis Chappell has recorded over 1,400 podcast episodes, sold his company Guest.io, and built a thriving personal brand—but his journey started with slammed doors, guns behind screens, and learning to handle rejection at scale. In this conversation, we dig into: • How door-to-door sales became the foundation for everything he built • The moment he left his fundamentalist religious upbringing to f...

In this episode of The JV Pod , Jesse Vasquez breaks down the real foundation of running a profitable midterm rental business—and why most hosts overcomplicate it. From crafting simple, airtight leases to setting security deposits that actually protect you, Jesse shares the exact systems and habits that have kept his MTR portfolio running smoothly for years. He also exposes the common rookie mista...

What if “passive income” isn’t the goal? In this episode, we dive into the Modern Investor mindset - why real estate alone won’t make you rich, and how adding a business layer (like ADUs, co-living, or assisted living) can turn one property into a $60K/month cash-flowing machine. Our guest shares his journey from being homeless at 12, to turning down a million-dollar Shark Tank offer, to building...

What happens when you spend four years fighting for your life, hooked up to morphine, and then walk out of the hospital with no plan? For Scott Leese, it meant diving headfirst into sales—and eventually becoming one of the most respected startup sales coaches in the world, with 12 unicorns, 14 exits, and thousands of founders coached. In this raw conversation with Jesse Vasquez, Scott shares: How...

Tired of lowering prices and waiting on a platform to save you? In this episode, Jesse sits down with Abi Horton—voice actor turned operator and founder of Aros (stayaros.com)—to unpack why the “host mentality” is getting crushed and how modern operators are shifting to a CEO/B2B model. We cover the post-COVID reality for travel clinicians, why monthly housing demand is exploding beyond nurses, an...

“This might be the most important mindset episode I’ve ever done.” Join Jesse Vasquez as he pulls no punches and reveals the real reason most people never scale beyond being a “host.” From rubber bands left in the sun to the scary truth about fixed vs growth mindsets — this is your wake-up call. If you've been lowering prices, chasing bookings, or thinking, “I don’t have enough, I can’t do X,...

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...