The JV Pod

Jesse Vasquez
  • 5.0 (14)
  • Investing
  • Weekly

The midterm rental and corporate housing podcast. Jesse Vasquez, founder of AirVenture Academy, built a 24-unit portfolio across California and Texas on direct contracts with insurance companies, hospitals, and corporate clients instead of waiting on platforms. Each week Jesse breaks down the exact playbook, pricing, outreach, and landing corporate housing contracts, and sits down with top real estate investors, midterm rental operators, and entrepreneurs to unpack how they built their businesses, what it cost them, and what they'd do differently. For Airbnb hosts, real estate investors, and o

  1. 1d ago

    Why Your Rental Business Is Failing (And How to Fix It)

    In this Episode of JV Pod, Jesse Vasquez sits down with Candice to explore short-term vs. mid-term rentals and what drives rental property profitability. Learn how to calculate real profits after cleaning fees and operating expenses, attract corporate housing and insurance housing clients, secure direct bookings, and find mid-term rental opportunities. Timestamps: 00:00 Why Short-Term Rental Hosts Are Switching to Mid-Term Rentals 01:20 When Candice Decided to Pivot Her Rental Strategy 02:30 How to Identify Rental Demand in Your Market 03:27 Managing 12 Furnished Rental Properties 04:12 The Problem With Depending on Airbnb 06:20 Short-Term vs. Mid-Term Rental Profitability 08:30 Understanding Rental Expenses and Cash Flow 09:12 The Two Things She Would Do Differently While Staring Off 10:38 How to Turn Airbnb Guests Into Direct Bookings 11:38 Why Marketing Matters in Mid-Term Rentals 12:50 How to Research Local Demand in Person 15:42 The Difference Between a Hotel and a Property 19:26 The Advantages of Switching to Mid-Term Rentals 20:12 Why Mid-Term Rentals Require Less Guest Communication 22:12 What are the 3 Things That You Should Not Do 24:34 Building Relationships Beyond Booking Platforms 25:00 How to Connect with Candice 26:20 Candice’s Advice for New Mid-Term Rental Operators ◻️ Host - Jesse Vasquez (Founder of AirVenture Academy) ◻️ Guest - Candice Menard (Long-term Property Manager, Host, and Realtor)

  2. Oct 21

    Airbnb Investing in 2026: Why the Old Strategy No Longer Works!

    Welcome to Ep. 89 of the JV Pod and in this episode, Jesse Vasquez sits down with Michael Elefante, a successful short-term rental entrepreneur, to discuss how Airbnb investing has changed, why competition is increasing, and what investors need to do to stay profitable. From Airbnb investing and short-term rental strategies to market research, property selection, and scaling a rental business, Michael shares lessons from his entrepreneurial journey and explains why the strategies that worked in 2017 may not deliver the same results today. ◻️ Host: Jesse Vasquez (Founder of AirVenture Academy) ◻️ Guest: Michael Elefante (Short Term Rental Educator) 00:00 Airbnb Investing in 2026: What Has Changed? 00:48 Why the Old Airbnb Investment Strategy No Longer Works 03:20 Airbnb Market Research: How to Find Profitable Properties 06:35 The Biggest Airbnb Investment Mistake Beginners Make 07:23 How to Increase Airbnb Profitability on a Budget 08:00 How to Find Profitable Short-Term Rental Markets 10:35 Building Systems for a Successful Airbnb Business 11:20 How to Run an Airbnb Business Without Constant Stress 15:20 Why Reinvesting in Your Business Helps You Grow 17:28 How Mentorship Helped Scale a Real Estate Business 19:40 Is Real Estate Investing Coaching Worth It? 21:50 The Biggest Mistake New Airbnb Investors Make 24:45 Entrepreneurship, Family, and Building a Business 27:40 How Does it Feel to Build a Business With Your Spouse 31:22 How to Build a Real Estate Business With Multiple Revenue Streams 33:35 Is Real Estate Coaching Still Profitable in 2026? 35:05 Inside Michael Elefante's Real Estate Business Empire 38:28 Why Attention and Personal Branding Matter in Business 40:35 The Biggest Real Estate Investment Michael Would Make Again 41:25 How to Build and Scale a Real Estate Business 43:32 A Quick Rapid Fire with Michael 45:00 Where to Follow Michael Elefante #realestate #airbnb #rentalbusiness #realestatepodcast #rentalmarket

  3. Oct 14

    Stop Making These Beginner Mistakes in Mid-Term Rentals!

    In this Episode 88 of JV Pod, Jesse Vasquez breaks down the 7 essential things every beginner needs to know about mid-term rental investing, rental property management, and building a profitable rental business. Doesn't matter if you are transitioning from long-term rentals, short-term rentals, or starting your first investment property, discover how to simplify operations and avoid common beginner mistakes. Jesse also explains how to identify your ideal renters and explore corporate housing opportunities through companies, hospitals, and other organizations. 00:00 7 Things Every New Mid-Term Rental Operator Needs to Know 02:25 Banking and Rental Property Finances 06:45 Mid-Term Rental Leases: What to Include 09:20 Security Deposits and Tenant Screening 11:20 The Tenant Screening Process, Step by Step 14:25 Furnishing a Mid-Term Rental Without Overspending 17:20 Essential Tools for Rental Property Management 20:55 How to Price a Mid-Term Rental 23:10 Compare Your Rental to Hotels and Corporate Housing 25:40 How to Get Mid-Term Rental Bookings 27:22 How to Find More Than Travel Nurse Bookings 28:45 Building a Corporate Housing Business Without Owning Property

  4. Sep 30

    Your Mid Term Rental Shouldn’t Be This Hard - Here’s Why…

    In this Ep. 87, Jesse Vasquez breaks down mid-term rental burnout, the booking cycle, and the habits that keep rental property investors stuck in panic, overwork, and short-term thinking. Learn why relying on Airbnb, panic pricing, consuming too much content, and operating without backend systems can hurt your rental business. Jesse also explains how to use booked time to build systems, track leads, develop corporate housing relationships, use AI for outreach, and think like a real estate business owner and not just a host. Host: Jesse Vasquez (Founder of AirVenture Academy) 00:00 What Mid-Term Rental Burnout Looks Like 01:06 How Jesse Started Building a Mid-Term Rental Business 02:10 The Mid-Term Rental Burnout Cycle 05:30 Hope, Panic, Hustle & Relief 07:08 Why Mid-Term Rentals Are a Compound Business 10:00 Why Relying on Airbnb Can Cause Burnout 13:02 4 Common Mid-Term Rental Burnout Traps 16:30 How to Avoid Burnout in Your Rental Business 18:48 Build Your Rental Business Like a Business 20:50 Think Like a Business Owner, Not Just a Host 23:00The Real Cause of Mid-Term Rental Burnout

  5. Sep 23

    If Your Mid-Term Rental Has No Bookings, You Are Looking in the Wrong Place...

    The mid-term rental market is changing, and the old strategy of listing a property on Airbnb or Furnished Finder and waiting for bookings isn’t enough anymore. In this episode of The JV Podcast, Jesse Vasquez breaks down how to build a stronger mid-term rental business by focusing on relationships and real rental demand. He explains how to find opportunities through corporations, insurance housing, relocation companies, construction projects, healthcare professionals, and corporate travelers. Jesse also shares why mid-term rentals are a housing business, how to uncover hidden rental demand in your market, and how one corporate relationship can create opportunities across multiple markets. Host: Jesse Vasquez (Founder of AirVenture Academy) 00:00 Mid-Term Rentals Are No Longer a Niche 01:52 Mid-Term Rental Demand Has Grown 136% 04:15 The Biggest Mistake: Listing & Waiting for Bookings 08:05 Mid-Term Rentals Are a Housing Business, Not a Listing Business 09:12 How to Find Hidden Rental Demand in Your Market 10:53 Where Corporate & Insurance Housing Demand Comes From 14:26 How One Corporate Relationship Can Scale Across Markets 16:30 The Future of Mid-Term Rentals: Relationships + Demand

  6. Sep 17

    Most People Pick the WRONG Property for Mid-Term Rentals

    What makes a property actually work for mid-term rentals?  In this episode 85, Jesse Vasquez breaks down how to evaluate a rental property before buying or arbitraging it. Jesse shares the four factors every real estate investor should understand: location, layout, numbers, and furnishings. He explains how hospitals, colleges, construction, jobs, and major infrastructure can create mid-term rental demand, why vacation markets aren’t always ideal, and how to analyze the numbers before committing to a property. Through this Podcast, you will also learn how to choose the right investment property, build a pipeline to reduce vacancy, understand corporate housing demand, and create a comfortable furnished rental that works for 30+ day stays. Host: Jesse Vasquez (Founder of AirVenture Academy) ⏱️ Timestamps: 00:00 What Makes a Property Work for Mid-Term Rentals? 02:36 The 4 Things That Make a Winning Rental Property 03:25 Location: Why Hospitals Matter for Mid-Term Rentals 05:10 Why You Shouldn’t Chase Vacation Rental Markets 06:38 Layout: The Best Property Types for Mid-Term Rentals 09:18 Numbers: The Rental Property Numbers You Need to Hit 13:26 Why a Property Can Look Great on Airbnb but Fail as an MTR 15:22 Furnishing: How to Furnish a Mid-Term Rental Without Overspending 16:30 How to Reduce Vacancy Before Your Property Is Ready 18:00 How to be 90% Ahead of all the Operators

  7. Sep 2

    He Stopped Chasing Bookings - Then Built a $20K/Month Rental Business

    Santonio Cathery went from his first mid-term rental to 14 units, building a corporate housing business that now generates $20K+ per month. In this episode, he breaks down how he used systems, rental arbitrage, relationships, and corporate housing demand to scale his rental business and eventually leave his six-figure job. Anyone into mid-term rentals, real estate investing, rental properties, corporate housing, rental arbitrage, or building a scalable rental business, this episode is packed with practical lessons from Santonio’s journey. ▫️ Host - Jesse Vasquez (Founder of AirVenture Academy) ▫️ Guest - Santonio Cathery (Founder of SLC Corporate Housing) #realestateinvesting #midtermrentals #rentalbusiness #corporatehousing #realestate

  8. Aug 27

    Burnout or Boredom? What Happens When Ambition Stops Working | Mallory Rowan

    Most entrepreneurs think working harder is the fastest path to success. But what happens when ambition turns into burnout? In Episode 83 of the JV Pod, Jesse Vasquez sits down with Mallory Rowan to unpack her experience with entrepreneurship, burnout, ambition, and building wealth without sacrificing your health and identity. At just 24, Mallory burned out after years of pushing herself through competitive powerlifting, a growing business, and an intense “hustle” mindset. She experienced physical symptoms, financial pressure, and eventually reached a point where she felt like she had lost her personality and her spark. But burnout became a turning point. Mallory explains how stepping back from her first business changed the way she thought about money, business, investing, and success. She shares how creating a simple baseline income through social media management gave her the freedom to pause, rethink her path, and figure out what she actually wanted. The conversation also dives into how to tell the difference between burnout and outgrowing your business, why slowing down doesn’t necessarily mean losing your ambition, how to separate your identity from your business, and the “Toddler Test” she uses to uncover what she really wants. For entrepreneurs, business owners, investors, and anyone feeling stuck in the cycle of hustle and productivity, this episode offers a different perspective on what sustainable success can actually look like. ▫️ Guest: Mallory Rowan (Entrepreneur) ▫️ Host: Jesse Vasquez (Founder of AirVenture Academy) #entrepreneurship #burnout #business #investing #realestate

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5
out of 5
14 Ratings

About

The midterm rental and corporate housing podcast. Jesse Vasquez, founder of AirVenture Academy, built a 24-unit portfolio across California and Texas on direct contracts with insurance companies, hospitals, and corporate clients instead of waiting on platforms. Each week Jesse breaks down the exact playbook, pricing, outreach, and landing corporate housing contracts, and sits down with top real estate investors, midterm rental operators, and entrepreneurs to unpack how they built their businesses, what it cost them, and what they'd do differently. For Airbnb hosts, real estate investors, and o

Information

  • Creator
    Jesse Vasquez
  • Years Active
    2024 - 2026
  • Episodes
    84
  • Rating
    Explicit
  • Copyright
    © Jesse Vasquez
  • Show Website
    The JV Pod

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