Elevate The Hustle
Elevate the Hustle is the bold, founder-to-founder show for leaders who want to stand tall and scale smart. 🦒
Hosted by Stanley Meytin and Dominic Piccirillo, co-founders of Elevate Teams, the show dives into the real journey—growth, chaos, culture, and the systems that unlock time and revenue.
You’ll hear from independent insurance agency owners, entrepreneurs, and operators who are in the arena: how they hire, how they lead, and how they use world-class talent to level up. It’s fast, funny, and practical—no jargon, no theory, just the plays that actually work.
Who it’s for:
Owners, principals, and operators who want real leverage—better processes, better people, better outcomes.
What you’ll get:
Actionable hiring and ops strategies, culture-first leadership insights, and memorable stories that push you to think bigger and build bolder.
Elevate The Hustle
Starting an Insurance Agency at 50 ft. Rob Bowen
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"A lot of people get paralyzed and they don't make a decision, but that's a decision."
Rob Bowen learned that in the Navy. At 50 years old, he decided to stop waiting and start his own insurance agency. 🎖️
In episode 3 of Elevate the Hustle, Stan and Dom sit down with Rob Bowen, Navy veteran, owner of Patriotic Insurance Group, and one of Elevate's very first clients. They met at a golf outing in Nashville (where Dom barely made the tee time after "networking" until 3 AM), and what started as a round of golf turned into a years-long partnership.
Rob breaks down:
- Why he left a stable job at 50 to become an entrepreneur, and what finally pushed him to do it
- The military leadership lesson that changed how he runs his agency
- How he went from doing certificates of insurance himself (badly) to delegating outcomes, not tasks
- Why most agencies are busy doing "busy work" instead of revenue-generating activities
- The real reservation he had about hiring remote workers, and how it became a non-issue fast
- What it's like preparing to sell your agency after only 5 years of going independent
Plus, Rob shares his go-to golf club (a 15-year-old Nike hybrid), why he'll never do another certificate of insurance, and the one book every agency owner should read.
If you've ever thought "I'm too old to start over," this episode is for you.
Real talk, real stories, and occasionally real bad language.
🌐 Website: elevateteams.io
📷 Instagram: @elevateteams
🔗 LinkedIn: Elevate Teams
🎙️ YouTube: @ElevateTheHustlePodcast