

Airbnb is DEAD...
Sep 26, 2025
Forget the average Airbnb—it's dead! Discover why Super Properties are the new way to thrive in short-term rentals. Hear insights on the potential pitfalls of boutique hotels and the value of diversifying your portfolio. Bill shares a fascinating story about a $2.8M retreat and the importance of planning for multiple exit strategies. Learn how to design properties to attract high-end buyers and choose markets that appreciate. With practical tips and tools, get ready to shift your mindset for success!
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Episode notes
Airbnb Requires Super Properties
- Airbnb as a broad strategy is failing for average properties and average markets.
- Winning now requires differentiated, high-quality 'super properties' rather than commoditized listings.
Gatekeeping Hides Key Operational Risks
- Many teachers of boutique hotels and STRs gatekeep critical challenges like permitting and septic issues.
- Openly planning for regulatory and operational pitfalls differentiates successful investors.
Underwrite With A Flipper Mentality
- Underwrite every purchase with a flipper's exit in mind before committing long-term.
- Design and renovate so you retain multiple clear exit options, not just STR use.