"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 he even knew what that meant—and a career aptitude test in elementary school that made him cry proved it.

From Division I catcher at UVM to Liberty Mutual's top 1-2 sales rep in the country, to co-founding GNN Insurance and scaling it to an Inc. 5000 agency three years running, to selling in 2019 and launching Legacy Advisors—Matt has lived every phase of the agency owner journey. 🏆

In this episode of Elevate the Hustle, Stan and Dom sit down with Matt to talk about building, scaling, selling, and starting over smarter.

Matt breaks down:

• Why the most impactful early hire he ever made was someone who could remove him from the minutia—and why VAs are the modern version of that
• How GNN landed on home buyers as their niche (hint: it started with bobbleheads)
• The biggest mistakes agency owners make before going to market—and why your financials need to be buttoned up before you're ready to sell
• What a real sell-side M&A process looks like, step by step, and why going in eyes wide open changes everything

Plus, Matt shares why his competition isn't other advisors—it's agency owners who don't know companies like his exist, and why asking more questions is always the right first move.

If you're an agency owner who's ever wondered what your business is actually worth, thought about selling someday, or just wants to build something you'd actually be proud to hand off—this episode is for you.

Real talk, real stories, and occasionally real bad language.

🌐 Website: elevateteams.io
📷 Instagram: @elevateteams
🔗 LinkedIn: Elevate Teams
🎙️ YouTube: @ElevateTheHustlePodcast