Elevate The Hustle
Elevate the Hustle is the bold, founder-to-founder show for leaders who want to stand tall and scale smart. š¦
Hosted by Stanley Meytin and Dominic Piccirillo, co-founders of Elevate Teams, the show dives into the real journeyāgrowth, chaos, culture, and the systems that unlock time and revenue.
Youāll 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. Itās fast, funny, and practicalāno jargon, no theory, just the plays that actually work.
Who itās for:
Owners, principals, and operators who want real leverageābetter processes, better people, better outcomes.
What youāll 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
The Samuel L. Jackson of Insurance ft. We Insure's Jay Wolfberg
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"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. š„
In episode 5 of Elevate the Hustle, Stan and Dom sit down with Jay Wolfbergā, founder of We Insure's largest franchise at $32M in premium, and now President of We Insure, one of the fastest-growing insurance franchise organizations in the country.
Jay breaks down:
- Why he was born into insurance, vowed never to do it, then became obsessed with it anyway
- The sales reciprocity strategy that generated 100% referral-based growth (and why timing matters more than the ask)
- How he went from a bug-infested office above a granite store to building a $32M insurance empire in 10 years
- Why virtual assistants are the "sweet spot" between licensed reps and automationāand how they transformed his service model
- What he looks for when signing new franchisees (hint: it's not insurance experience)
Plus, Jay shares his signature dish (24-hour brined buffalo wings made from scratch), why golf changed his business career, and how got the nickname of "Samuel L. Jackson of Insurance."
If you're thinking about starting an independent insurance agency, buying an insurance franchise, or scaling with virtual assistants, this episode is required listening.
Real talk, real stories, and occasionally real bad language.
š Website: elevateteams.io
š· Instagram: @elevateteams
š LinkedIn: Elevate Teams
šļø YouTube: @ElevateTheHustlePodcast