Elevate The Hustle
Elevate Teams
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About This Podcast
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.
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Recent Episodes
S1E12 Don't Wait for a Promotion. Take it ft. Sonya Horton | Elevate the Hustle Ep. 12
"I promoted myself to COO. See, when you don't want to promote me, I promote my damn self." Sonya Horton started as a receptionist at a Brooklyn livery cab brokerage in the '90s—answering phones for…
S1E10 What Really Happens When You Sell Your Agency ft. Matt Naimoli
"In Sales, the better you work, the harder you work, the more input you have, the better output you get. There's a level of justice to it." Matt Naimoli knew he was built for entrepreneurship before…
S1E10 Why the Perfect Time to Hire is a Myth ft. Insurance Matchmaker Cari Gelber
"If it doesn't keep you up at night and you're not excited to go to work on Monday, then it's not your thing. It's not your why." Cari Gelber spent 20 years in events, hospitality, and the music…
S1E9 What Drives Insurance Agency Valuations ft. $19B M&A Expert Al Sica
"I was determined to play at the highest level, and I did." Al Sica is talking about Division I baseball—but he could just as easily be talking about insurance M&A. Today, he's the founder of…
S1E8 You Never Lose—You Either Win or Learn ft. Mike Stromsoe
"You never lose. You either win or you learn." That's the philosophy printed on Mike Stromsoe's favorite travel shirt—and it's the mindset that took him from working nights at a bowling alley bar to…
S1E7 Run Your Agency Like It's For Sale ft. FirstChoice's Keith Captain
"If you're not growing, you're dying." That's not just a saying—it's Keith Captain's operating principle as President of FirstChoice, the #1 largest insurance network in the country. 📈 In episode 7…
S1E6 From Door-to-Door Insurance to Fully Virtual ft. Rich Nesbitt
"I don't even know where the F your office is. I just need to know that I can get you." That's what Rich Nesbitt's client told him when he was nervous about going fully virtual. 💻 In episode 6 of…
S1E5 The Samuel L. Jackson of Insurance ft. We Insure's Jay Wolfberg
"I quit my job, bought a house, and bought a franchise all in the same week. We had 45 days to make the mortgage." That's how Jay Wolfberg went all-in on insurance. 🔥 In episode 5 of Elevate the…
S1E4 Leaving a $65B Insurance Program to Start From Scratch ft. Allen Hudson
"I was making someone else a lot of money. I was making good money, but the amount of money I was making someone else was considerably more." That realization changed everything for Allen Hudson.…
S1E3 Starting an Insurance Agency at 50 ft. Rob Bowen
"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…
S1E2 The Queen Bee of Insurance Recruiting ft. Kelly Bailey
"Do you know Kelly Bailey?" If you're in Florida insurance, the answer is yes, and you're probably best friends. (And if not, you will soon.) 🐝In episode 2 of Elevate the Hustle, Stan and Dom sit…
S1E1 We Brought a REAL Giraffe to an Insurance Conference
“A giraffe walks into an insurance conference…” Sounds like the setup to a joke, right? Except this actually happened. And we were the ones who brought it. 🦒 In this first episode of Elevate the…
Frequently Asked Questions
Elevate The Hustle has published 12 episodes since December 2025, covering topics in Business, Careers.
Elevate The Hustle is currently highly active with new episodes weekly. Average episode length is 46m.
Sign up on Grep.FM to access contact details for Elevate The Hustle, including email and social media links.
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