Walk ’n Talk: The Business Behind Vacation Rentals

About Walk ’n Talk: The Business Behind Vacation Rentals

Walk ’n Talk: The Business Behind Vacation Rentals pulls back the curtain on what it really takes to build, scale, and run a successful company in the vacation rental industry. 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.

Publisher

OwnerRez

Category

business · technology

Language

en

Explicit

No

First episode

15 Nov 2025

Latest episode

30 Sept 2026

Latest episodes

23 episodes in the feed.

1. 

   30 Sept 2026

   EP23 - Huddle, Hustle, and Heal

   In Episode Twenty-Three, Paul and Chris share their vision for the inaugural OwnerRez Work In Person Week. They discuss what gets lost in remote work and how the week’s three themes, Huddle, Hustle, and Heal, are meant to help the team connect, remove friction, and build habits they can carry with them back home. You’ll hear about: The connection and empathy that can get lost in remote work Finding and removing friction within and between teams Building habits around physical and mental health It’s a real conversation about the pros and cons of remote work and the value of working together in person.

2. 

   21 Sept 2026

   EP22 - Which STR Fees Need to Go?

   In Episode Twenty-Two, Paul and Chris let listeners in on a conversation they’ve been having about commonly accepted fees and rules in the vacation rental industry. From additional guest fees to maintenance charges, they question whether these practices still belong in today’s STR market and discuss the real costs they create for guests and operators. Why some common fees and rules no longer make sense Knowing what to enforce and what to let go Balancing operational costs, margins, and guest goodwill It’s a candid conversation about rethinking common STR practices and knowing when a policy creates more problems than it solves.

3. 

   7 Sept 2026

   EP21 - Building the Capacity to Execute

   In Episode Twenty-One, Paul and Chris discuss execution and what it takes to keep pushing until you’ve hit good. They talk about building the base that allows you to go the extra mile, developing a tolerance for discomfort, and why the final five to ten percent often makes the biggest difference. They also share their thinking behind an upcoming price increase, how their approach to pricing has evolved over the years, and why they aim to align pricing with value rather than booking revenue. You’ll hear about: Going the extra mile to hit good Building a base and knowing when to reach Developing a tolerance for discomfort How OwnerRez has approached pricing over the years It’s an honest conversation about execution, pricing, and the capacity needed to keep improving.

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

Apple Podcasts (US)

4.8 / 5

6 ratings

Spotify

5.0 / 5

1 ratings