"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 Elevate the Hustle, Stan and Dom sit down with Rich Nesbitt—34-year insurance veteran, owner of Johnny Walker Insurance, and a guy who went from knocking doors for $12,000 a year to running a fully virtual agency powered by 7 VAs.

Rich breaks down:

• Why door-to-door sales was the best (worst) training of his career—and the mindset that kept him going after getting doors slammed in his face
• How he bought the agency in 2006 after putting in 14 years of grinding it out in a small-town, old-boy network
• The brutal truth about staffing in rural America post-COVID—and why he ditched the brick-and-mortar office entirely
• His "captain of the ship" philosophy: if you're the owner doing certificates of insurance on Sundays, you're not steering—you're missing the iceberg

Plus, Rich shares his biggest hunting win in the Adirondacks and why his son just decided to get licensed after four years in construction.

If you're drowning in agency operations, struggling with staffing, or wondering if going virtual could actually work in your market, this episode is required listening.

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

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

"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 Hustle, Stan and Dom sit down with Jay Wolfberg—, 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 automation—and 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.

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

"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. ⚖️

In episode 4 of Elevate the Hustle, Stan and Dom sit down with Allen Hudson, founder of Community Risk Advisors. Allen was running a $65 billion insurance program when he realized the corporate ladder had a ceiling—and he didn't own any of it. So he walked.

Allen breaks down:

• Why "Jane and John Doe Insurance Agency, Inc." is dead, and what replaces it
• The shocking reason his first US-based hire quit after 3 months
• How he's scaling by having senior team members build and train their own teams
• Why specialization is the only path forward for agencies trying to compete
• His advice for both brand-new agents and 25-year veterans who've been doing it the same way forever

Plus: Why Red Robin became his go-to meal, how he got banned from almost every bar at UMD, and why entrepreneurship dropped his golf handicap from 6 to 11.

If you've been waiting for the "right time" to go independent, this episode will make you rethink everything.

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

If you're an insurance agency owner or entrepreneur who wants straight talk and stories from the trenches, hit play.

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