Michael Chang, a seasoned short-term rental investor, manages 38 properties across diverse locations like Philadelphia and the Smoky Mountains. He shares insights on leveraging technology and virtual assistant teams for efficient property management. Michael discusses the importance of providing quality amenities and differentiating guest experiences in today's competitive market. He also dives into strategic investments, addressing how to balance property upgrades with financial fundamentals and the evolving dynamics of the rental landscape.
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Scale Rentals with Tech and Team
Build a remote team with the right technology and processes to scale short-term rentals efficiently.
Use VAs and cleaners effectively to manage properties without turning it into a full-time job.
question_answer ANECDOTE
Mentorship Transformed by AI
Michael helped a mentee improve his short-term rental business by implementing an AI bot and using a VA.
This drastically improved his work-life balance and reduced his stress.
question_answer ANECDOTE
Successful New Catskills Launch
Michael’s new Catskills property launched at Labor Day with slightly under target pricing to build reviews.
Early results show a 22% cash on cash return and strong market validation.
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This book, written by George S. Clason, uses a series of parables to convey fundamental principles of personal finance and wealth accumulation. Published in 1926, it remains highly relevant today, offering practical advice on saving, investing, budgeting, and financial discipline. The parables are engaging and easy to understand, making complex financial concepts accessible to readers of all backgrounds. Key principles include paying yourself first, living within your means, and making money work for you through wise investments. Despite its historical setting, the book's core lessons are adaptable to modern financial practices and have had a profound impact on countless readers worldwide.
Short-Term Rental, Long-Term Wealth
Avery Carl
Smarter Short-Term Rentals
to Build a Dynamic Real Estate Business and Out-Host the Competition
Avery Carl
On this week’s episode, Avery is joined by Michael Chang, a seasoned short-term rental investor who manages 38 properties across Philadelphia, the Smoky Mountains, and the Catskills using both ownership and arbitrage strategies. Michael shares how he's scaled efficiently by leveraging technology like HelloHost.ai and VA teams, and why differentiation and guest experience are critical to success in today’s competitive landscape. He dives into the importance of investing in quality properties and intentional amenities, while also discussing how market dynamics are evolving in both metro and vacation markets.
For more information on how to get into short term rentals, read Avery’s books:
Smarter Short Term Rentals - Buy it on Amazon Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon
The Short Term Show 
