Ever lost thousands simply by trusting the wrong process or the wrong person?

Kenny Bedwell returns from a break not just with fresh life perspective but with the hard-won, painful truths of renovating an 1848 boutique hotel from hundreds of miles away. This episode dives deep into the exact mistakes that cost him actual cash, and even more valuable time from contractor sequencing chaos to shipments gone missing to why “project management by Zoom” is a surefire road to blown budgets.

If you own or plan to own any STR, now’s the time to learn how to lead projects to the finish line without bleeding money. Skip this one, and you risk repeating the most expensive rookie mistakes in the book. Listen now for practical, brutally honest strategies you’re not getting anywhere else.

• 00:11 – The real cost of learning by fire on big renovation deals
• 01:47 – The one-day trip that revealed everything broken about remote project management
• 03:14 – Why showing up in person sparks a momentum shift with contractors
• 05:25 – How a simple shipping oversight vanished $2,000 overnight
• 06:10 – Where even pros screw up sequencing and lose weeks
• 08:08 – The shocking truth about contractor incentives (and why they don’t care)
• 09:25 – The proven fix that instantly cuts through project chaos
• 12:10 – Why virtual management almost always leads to costly delays
• 15:44 – Life-after-loss: Exact steps to prevent these disasters in your next STR project

• Wayfair consolidated delivery service
• Amazon (referenced for shipping)

• Want us to find the deals for you? https://strinsights.com
• Get Top Markers for STRs (2025) - https://rebrand.ly/28b1df
• Instagram – @kenny_bedwell
• YouTube – Cash Flow Positive
• LinkedIn – Kenneth Bedwell

Cash Flow Positive is an original podcast hosted by Kenny Bedwell. Brought to you by STR Insights. Production and editing by Podcast Your Brand.