Why I’m Not Buying More Airbnbs Right Now

What if buying another Airbnb isn’t actually the best move for your portfolio?

In this episode, Kenny Bedwell explains why he has paused his Airbnb acquisitions after years of building and growing his short term rental portfolio. But that doesn’t mean he’s done buying Airbnbs. Instead, Kenny breaks down why successful investing is about knowing what your portfolio needs at each stage and making sure your next investment supports your bigger goals.

With several properties already generating significant cash flow, Kenny explains why he is shifting his focus toward stabilization and long term appreciation rather than simply adding another cash flowing property. He also shares how his 14 room hotel fits into that strategy and why the right investment can look completely different depending on where you are in life.

From knowing when to stop acquiring to understanding your exit strategy, this episode is about being intentional with your investments instead of constantly chasing the next deal.

If you're building a short term rental portfolio, this episode will help you step back, look at the bigger picture, and figure out what your next investment should actually accomplish.

Key Takeaways

• Why Kenny paused his Airbnb acquisitions after years of aggressive buying

• Why constantly chasing cash flow can eventually create another job

• How to know when it is time to stop acquiring and start stabilizing

• Why your investment goals should determine what you buy and when you buy it

• The difference between generating cash flow and building long term wealth

• Why appreciation becomes more important once you have enough cash flow

• How Kenny's hotel investment fits into his longer term wealth strategy

• Why your exit strategy should influence the markets and properties you choose

• Why operating and marketing your existing properties is just as important as finding new deals

• Why your investment plan needs to change as your life, goals, and circumstances change

About the Host

Kenny Bedwell is a short term rental investor, entrepreneur, and founder of STR Insights. Through Cash Flow Positive, he shares his experience building and operating high performing short term rentals while helping investors make smarter decisions about acquiring, operating, and growing their portfolios.

Important Links

Want us to find the deals for you? https://strinsights.com

Instagram: @kenny_bedwell

YouTube: Cash Flow Positive

LinkedIn: Kenneth Bedwell

Cash Flow Positive is an original podcast hosted by Kenny Bedwell.