Leading With Persistence
EP19 - Leading With Persistence
Walk ’n Talk: The Business Behind Vacation Rentals Podcast
In Episode Nineteen, Paul and Chris discuss what it means to lead with persistence and humility. Drawing from their years of experience building OwnerRez, they talk about focusing on what can be done now, taking big, painful steps forward even when it means stepping back, and learning once the rubber meets the road. They also discuss the unique human ability to push past setbacks, the humility needed to undo or rebuild, and the maturity to know when to push through or hit the brakes.
You’ll hear about:
- Doing the best you can with what you know now
- Learning what can be improved once the rubber meets the road
- Taking big, painful steps forward without being afraid of taking two steps back
- Having the humility to undo, refactor, or build again
- Knowing when to push through and when to put the brakes on
It’s a real conversation about leading with persistence and staying humble enough to change course when needed.
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About the Podcast
Hosted by Paul and Chris, co-founders of OwnerRez, the show is inspired by their long-standing ritual: taking weekly walks together to think through problems, debate ideas, and talk candidly about the business. These walking conversations have shaped countless product decisions, strategy shifts, and breakthrough moments. Now, you get to listen in.
Each episode dives into the lessons learned from more than a decade of bootstrapping, product building, customer challenges, industry changes, and the day-to-day realities of running a tech company that serves thousands of property managers.
Whether you’re a host, manager, entrepreneur, or just curious how vacation rental software gets built, this podcast gives you real conversations, real experience, and real insight, one walk at a time.