In Episode 171 of Boroughs & Burbs: The National Real Estate Conversation, hosts John Engel (http://www.theengelteam.com) and Roberto Cabrera (http://www.robertocabrera.com) welcome Derek Gisriel, founder of LevelUp Stays (https://www.levelupstays.com), for a compelling conversation about the Airbnb and short‑term rental investment market. Derek shares real‑world strategies for underwriting rentals based on occupancy trends, navigating local regulations, and maximizing returns in seasonal and year‑round markets. Key takeaways include how to identify high‑yield city and leisure markets, optimize guest experience to boost occupancy, and manage portfolio risk—including regulation and seasonality—based on actual business operations. Watch on YouTube: https://www.youtube.com/watch?v=RHvg414NqfE boroughsandburbs.comyoutube.com+7youtube.com+7boroughsandburbs.com+7 Listen on Podbean: https://www.youtube.com/watch?v=R7bpyGejF1E • Boroughs & Burbs 185 || Apartment Complex Investing – Multifamily trends intersecting with hybrid rental models and passive income strategies. Watch: https://www.youtube.com/watch?v=kotV6jeIFXQ • Boroughs & Burbs 187 || Los Angeles Right Now – Market shifts and urban rental dynamics in L.A. that intersect with Airbnb activity. Watch: https://www.youtube.com/watch?v=k6AaNryUgPU • Boroughs & Burbs 192 || Home Inspections in New York and Connecticut – Essential inspection considerations for high‑value Airbnb/home rental properties. Watch: https://www.youtube.com/watch?v=U9f6H7xSeW4 • Boroughs & Burbs 190 || Large Luxury Renovation Projects – Renovation and upgrade strategies that enhance Airbnb performance. Watch: https://www.youtube.com/watch?v=6I05WTKy7nA • Boroughs & Burbs 186 || The Chinese Market – Insights into cross-border Airbnb demand and investor profiles. Watch: https://www.youtube.com/watch?v=_pbMx7dFR8Q Keywords: #Airbnb #investing #short-termrentalstrategies #LevelUp #Stays #cashflow #underwriting #vacationrentalinvesting #realestatepodcast #rentalregulationstrategy #realestatetechnology Hashtags: #AirbnbInvesting #ShortTermRentals #LevelUpStays #DerekGisriel #RealEstatePodcast #RentalCashFlow #VacationRentals #RealEstateTech #MultifamilyInvesting #JohnEngel #RobertoCabrera #BoroughsAndBurbs

Ask this episode

“What did the council decide on item 42?” — answered with the speaker and the moment.

Transcript

Related