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Are you truly ready to launch your next short-term rental—or are you overlooking the hidden costs that could derail your returns?

In this episode of Cash Flow Positive, Kenny Bedwell continues the conversation on hard-earned lessons from the field, offering raw and practical advice every STR investor should hear. This isn’t just theory—it’s a behind-the-scenes look at what really happens when properties take longer to launch, when holding costs spiral, and when “almost guest-ready” just isn’t good enough.

Drawing from his own projects, Kenny breaks down what many investors miss when budgeting for renovations, managing out-of-state setups, and relying too heavily on contractors without local oversight. He also digs deep into market conditions, sharing what he’s seeing as the industry matures, where opportunity still lies, and why having a “moat” around your investment is more crucial than ever.

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In This Episode You'll Learn:

Resources:

Connect with Kenny on LinkedIn

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STR Insights YouTube channel 

Part 1: Types of STR Markets No One is Talking About