Grow STR Podcast

By Grow STR Podcast

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Category: Entrepreneurship

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Episodes: 18

Description

Grow STR is the podcast for short-term rental operators who want to escape the W-2 grind and build a real STR business, not another stressful job. Each week, we dig deep into what it actually takes to grow and scale: owner acquisition, operations, systems, sales, and the mindset to stop chasing shiny objects and start building freedom. Learn how to find and sign profitable STR clients, build repeatable sales systems, create SOPs so the business runs without you, and turn your STRs into a stable, scalable asset that can replace your W-2. No fluff, no get-rich-quick fantasy—just real talk for

Episode Date
From Firefighter to 30 Rentals: Kyle Myers on Scaling Roadrunner Property Management
Jun 04, 2026
From 1st Grade Teacher to 19 Airbnb Listings: Colleen Cole’s STR Journey
May 28, 2026
How to Scale from 17 to 200+ Clients: The Power of a Niche with Ben Coons
May 23, 2026
From 20 Years in IT to 33 Units: The Glenn Russo W2 Exit Story
May 14, 2026
Why I Smiled During a Mass Layoff: The Ironman Mindset with Matthew Pearce
May 07, 2026
Quitting My 6-Figure Career with Only 20% Income Replaced: Gil Chan’s Story
Apr 30, 2026
Why I "Retired" from My 6-Figure Career at 39: Sam Mistretta’s STR Journey
Apr 23, 2026
Why I Quit Expedia to Manage 25 Units: Michael Dinwiddie’s STR Journey
Apr 16, 2026
You Are a Worse Boss Than the One You Left: Designing a Joyful STR Business
Apr 09, 2026
The 60% Rule: When and How to Hire Your First STR Assistant
Apr 02, 2026
Stability vs. Freedom: Why David Winterling Left a 20-Year Career for STRs
Mar 27, 2026
Scaling with Simplicity: How to Win Without a Website or "Perfect" Systems
Mar 12, 2026
Why You’re Floundering: How to Stop Starting and Start Finishing
Mar 06, 2026
The Realtor Growth Secret: How to Scale Your STR Portfolio via Partnerships
Feb 26, 2026
Escaping the 80-Hour Work Week: From Burnout to Airbnb Breakthrough
Feb 19, 2026
How To Kill Distractions & Stay Consistent In Your STR Business
Jan 27, 2026
The Fastest Path To Cash for STR Co Hosts
Jan 13, 2026
Using Story To Sell: Ep 1
Jan 13, 2026