Why Most People Lose Money on Short-Term Rentals: Avery Carl’s Strategy to WIN

In this episode of No Broke Months, I sit down with Avery Carl, author of Short-Term Rental, Long-Term Wealth and Smarter Short-Term Rentals, and CEO of The Short Term Shop. Avery shares how she went from making $37,000 a year to building a 250+ door real estate empire in just five years—and she’s here to tell you how you can do it too!

We’ll dive into:

✅ The best markets for short-term rentals (and which ones to avoid)

✅ The biggest mistake investors make when picking a location

✅ Why she only buys in vacation-driven markets

✅ How to scale your real estate portfolio without quitting your day job

✅ A real-life horror story from one of her worst deals—and how to avoid the same fate

✅ Why NOT to chase the "next big market" that no one's talking about

✅ How to out-host the competition and run short-term rentals like a real business

✅ The #1 strategy to protect yourself from short-term rental regulations

If you’re serious about getting into short-term rentals—or you want to scale your portfolio faster—this is an episode you can’t afford to miss!

What you’ll learn on this episode

• The difference between short-term and long-term rental markets
• Why vacation-driven markets with limited hotels are ideal for short-term rentals
• The importance of cash flow vs. appreciation in real estate investing
• Common pitfalls to avoid when investing in short-term rentals
• How to scale a short-term rental business efficiently
• The impact of local regulations and why choosing the right market is crucial
• How Avery went from one property to a massive real estate portfolio

Resources mentioned in this episode

• The Short Term Shop – Avery’s real estate agency specializing in short-term rentals
• Smarter Short-Term Rentals – Avery’s latest book on running a successful short-term rental business
• The Short Term Show Podcast – Avery’s podcast covering everything short-term rentals

About Avery:

Avery Carl is the best-selling author of Short Term Rental, Long Term Wealth, host of The Short Term Show podcast, and CEO of The Short Term Shop, a top real estate agency specializing in short-term and vacation rentals. Avery transformed her career from a $37k salary to owning over 250 properties in just five years by focusing on short-term rental investments, which allowed for faster portfolio growth compared to traditional long-term rentals. Her mission is to help investors achieve financial independence through short-term rental investing. Avery is a leading industry expert, frequently speaking at conferences, and her podcast has over 1 million downloads. Her agency ranks among the top real estate teams in the nation, as recognized by RealTrends, NewsWeek, and The New York Times.

Connect with Avery:

Website: The Short Term Shop

LinkedIn: Avery Carl

Instagram: @theshorttermshop

To find out more about Dan Rochon and the CPI Community, you can check these links:

• Website: No Broke Months
• Podcast: No Broke Months for Salespeople Podcast
• Instagram: @donrochonx
• Facebook: Dan Rochon
• LinkedIn: Dan Rochon
• Teach to Sell Preorder: Teach to Sell: Why Top Performers Never Sell – And What They Do Instead