This Mistake Just Cost Me THOUSANDS

This Mistake Just Cost Me THOUSANDS

From Cash Flow Positive by Kenny Bedwell

May 26, 2026 · 17 min · Episode 170

About this episode

Kenny Bedwell shares painful lessons learned from costly mistakes during the renovation of a boutique hotel.

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. Timestamped Highlights 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…

People in this episode

Host: Kenny Bedwell

Topics covered

  • renovation
  • project management
  • short-term rental
  • contractor management
  • budgeting
  • mistakes

Keywords

  • renovation mistakes
  • project management
  • contractor chaos
  • budgeting errors
  • short-term rental

Mentioned in this episode

Organizations: Wayfair

Places: 1848

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