SmartStay Show

Avoid the Biggest Mistakes in Airbnb Investing - with John Bianchi

Written by Rory Gill | Apr 29, 2025 8:06:53 PM

Are you ready to find your next cash-flowing short-term rental property — and actually know it’s a winner before you buy?

In this episode, We sit down with John Bianchi, the self-proclaimed "Airbnb Data Guy," who's helped uncover over 200 profitable STR properties. John pulls back the curtain on how to spot the best markets, why understanding local regulations is critical, and how effective marketing can make or break your rental’s success.

You'll learn John's two-step method for market selection, dive into real-world property analysis (including a live review of Jason and Rory's property in Laconia, New Hampshire), and get practical tips like the "20% rule" and how to maximize your property's potential with strategic photography.

Whether you're investing your first dollar or expanding your growing portfolio, John's data-driven insights and no-nonsense advice will give you the edge to make smarter, more profitable decisions. Get ready for a deep-dive that's packed with actionable strategies you can use right now!

Things we discussed in this episode:

  • John Bianchi’s two-step method for picking STR markets: check regulations and apply the 20% rule (annual revenue = 20% of purchase price).
  • Why professional photography and marketing are key to standing out — especially when showcasing unique amenities and outdoor spaces.
  • A deep dive into Jason and Rory’s Laconia, NH property: challenges with cash flow and market fit.
  • The risks of buying in areas without clear STR regulations.
  • How STRs offer cash flow, equity growth, and major tax benefits.
  • Why you can’t fully trust AirDNA’s rentalizer tool — and how to do better comp analysis manually.
  • John’s story: from building STR Search to helping identify 200+ profitable properties.
  • How waterfront locations and standout features boost income.
  • Diversifying investments: blending STRs with other vehicles.
  • The deeper "why" behind STR investing: creating freedom and generational wealth.

Get in touch with John:

➢ Subscribe:    / @smartstayshow  

  • 0:00:00 John Bianchi's Origin Story
  • 0:00:34 Two-Step Market Selection Process
  • 0:07:03 Navigating Market Regulations
  • 0:14:07 Top Performing Markets Analysis
  • 0:21:43 Marketing Magic for Rentals
  • 0:29:51 Live Property Deep Dive
  • 0:38:20 1031 Exchange Strategy
  • 0:41:11 Why Invest in Short-Term Rentals
  • 0:47:26 Getting Started in Short-Term Rentals
  • 0:48:05 Closing Insights