FREE TRAINING

Why Most Mid-Term Rental Hosts Are Losing.

And How To Win.

WATCH NOW

WHAT YOU'LL LEARN.

✔️ Why most hosts are stuck on Airbnb and what operators do differently

✔️ The exact outreach script that turns cold leads into $5K–$15K/month contracts

✔️ How to build a simple, repeatable lead gen system even if you’re just starting

✔️ How to use AI to find demand before anyone else sees it

 ✔️ How real operators follow up, track leads, and close consistent deals

AS SEEN IN:

HEY, I'M JESSE.

I spent nearly two decades leading million-dollar sales teams in corporate healthcare, but my freedom came from real estate. In 2015, I started investing in short and mid-term rentals while still working full-time. By 2020, I walked away from my six-figure W-2 and went all in.

Since then, I’ve launched a cohosting business (AirVenture Hosting), created a top-tier education platform (AirVenture Academy), and mentored hundreds of operators across the country. I’ve helped them land direct insurance and corporate contracts, build out lean, scalable operations, and grow real portfolios that generate real cash flow without relying on Airbnb to survive. I didn’t just build a mid-term rental business. I built a movement.

"Got my first insurance MTR booking! It's 2+ months at $5K/month at a 2bed house. It's coming at a slow time for STR bookings for this particular property, so this is great news."

 
Gary Aulakh

"As Jesse Vasquez keeps saying: keep working on it and results will show. I didn't just land one contract but 2 back to back. "

 
Maria Asad

FREE TRAINING

Why Most Mid-Term Rental Hosts Are Losing.
And How To Win.

Learn how real operators are landing $5K–$15K/month contracts.

 

WATCH NOW