PODCAST · business
Elevate The Hustle
by Elevate Teams
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.
-
20
Most People Sell Their Time Cheap. He Never Did | Neil Krauter
In Episode 20 of Elevate The Hustle, hosts Stanley Meytin and Dom Piccirillo sit down with Neil Krauter to unpack a career that started with peanut brittle sales records and a keg party that changed everything, leading to a $40 million book of business, a firm built from scratch, and adventures that would make most people's heads spin.At 18, Neil made a decision: retire by 40. What followed was a masterclass in specialization, relationship capital, and knowing exactly what your time is worth.Episode Highlights:How calling a managing director a f***ing a**hole in a boardroom accidentally launched his entire career niche.Why he never does RFPs, and what that says about how the best in the business value their time.The day he signed a five-year personal lease on half a floor in Midtown Manhattan with zero clients and zero employees.How he grew a firm to 186 private equity fund clients, sold it, and never stopped grinding.Whether you're just starting out or already building something, this episode will show you what it looks like to never give your time away cheap.Subscribe, drop a comment, and share this with someone who needs to hear it.📩 Want to be on Elevate The Hustle or collaborate with us? Apply or connect here: [email protected]✅ Connect with usInstagram: instagram.com/elevatethehustlepodcast/LinkedIn: linkedin.com/company/elevate-teams/Stan’s LinkedIn: linkedin.com/in/stanleymeytinDom’s LinkedIn: linkedin.com/in/dominicpiccirilloNeil Krauter: [email protected] talk, real stories, and occasionally real bad language.🌐 Website: elevateteams.io 📷 Instagram: @elevateteams 🔗 LinkedIn: Elevate Teams 🎙️ YouTube: @ElevateTheHustlePodcast
-
19
How He Built A Referral-Driven Agency In The Hardest Insurance Niche ft. Andrew Nigri
Most people talk about building something. Andrew Nigri had the audacity to actually do it.In Episode 19 of Elevate The Hustle, hosts Stanley Meytin and Dom Piccirillo sit down with Andrew to unpack the unfiltered story of how he walked away from a stable role, launched his own insurance agency from scratch, and built a referral-driven empire in one of the most complex and competitive niches in the industry, New York construction insurance.This isn't a highlight reel. It's the real story: the dark startup days, the deals that almost didn't close, the relationships that changed everything, and the risk management model nobody else in the industry was willing to build.Episode Highlights:The moment his boss said the wrong thing and accidentally gave him the push he needed.How niching down in construction and real estate became his biggest competitive advantage.The referral strategy that turned one developer relationship into an entire book of business.Why perseverance and expertise, not volume, are the real drivers of long-term success in insurance.Whether you're an entrepreneur, an agency owner, or someone still working up the courage to take the leap, this episode will show you what audacity looks like in action.Subscribe, drop a comment, and share this with someone who needs to hear it.📩 Want to be on Elevate The Hustle or collaborate with us? Apply or connect here: [email protected]✅ Connect with usInstagram: https://www.instagram.com/elevatethehustlepodcast/LinkedIn: https://www.linkedin.com/company/elevate-teams/Stan’s LinkedIn: https://www.linkedin.com/in/stanleymeytinDom’s LinkedIn: https://www.linkedin.com/in/dominicpiccirilloAndrew’s LinkedIn: https://www.linkedin.com/in/andrew-nigri-15450413Real talk, real stories, and occasionally real bad language.🌐 Website: elevateteams.io 📷 Instagram: @elevateteams 🔗 LinkedIn: Elevate Teams 🎙️ YouTube: @ElevateTheHustlePodcast
-
18
Why This 3rd Generation CEO Won't Sell ft. Connor Lynch
"This company has survived the Great Depression, multiple wars. When you really think about what it takes to navigate business for that long, it's really insane."Connor Lynch runs a 107-year-old insurance agency in South Florida. His grandfather bought it in the 1940s. His dad took over in 1969. Connor became CEO of Plastridge Insurance in 2019.Every week, private equity firms call with acquisition offers. The money is good. Really good. But Connor keeps saying no.Not because he's anti-growth. Not because he's romanticizing the past. Because he's built something he doesn't want to give up: a culture where employees get the first profits of the company. Where people stay 50+ years. Where a 93-year-old just retired because she wanted to, not because she had to.In this episode of Elevate the Hustle, Stan and Dom sit down with Connor to talk about legacy, tough love, and what it actually takes to build something worth keeping.Connor breaks down:Why he sits in every single interview with potential hiresHow to build client relationships that last 20+ years Why transparency and employee choice create loyalty Plus, Connor talks about being an adrenaline junkie who became a volunteer firefighter, working hospital shifts from 3pm to 7am and going straight to high school in scrubs, and why being a good person is the only thing you can't teach.If you're running a family business, if you're getting acquisition offers, or if you're trying to decide between the payout and the thing you've built—this episode is for you.Some legacies are worth more than the check.Real talk, real stories, and occasionally real bad language.🌐 Website: elevateteams.io 📷 Instagram: @elevateteams 🔗 LinkedIn: Elevate Teams 🎙️ YouTube: @ElevateTheHustlePodcast
-
17
From Pro Football to Making Insurance Sexy ft. Kenneth Mantuo Jr
"No one grows up wanting to get into insurance, right? It's not on your vision board."Before Kenneth Mantuo Jr. was building a multi-state insurance agency and trying to make the industry sexy, he was chasing a very different dream: the NFL.He played football since he was seven. Pop Warner. High school. College ball. Then overseas in Germany for a year. Came back. Trained harder. Gave it everything.Didn't make it.Most people would've spiraled. Kenneth hung up the cleats and went into sales. No insurance experience. No connections. Just decided to start an agency from scratch in 2014 because "everyone needs insurance" and he saw an opportunity to do it differently.Fast forward to today: BEIA is operating in 20 states with offices in South Florida, Orlando, and New York. They're building specialized verticals in contractors, marine, transportation, and hospitality — all while trying to prove that insurance doesn't have to be boring, antiquated, or soul-sucking.In this episode of Elevate the Hustle, Stan and Dom sit down with Kenneth to talk about pivots, delegation, building culture, and what it actually takes to scale an agency when you're starting from zero.Kenneth breaks down:What it's like when your whole identity just disappears and you have to rebuildWhy he started an agency with zero insurance experience instead of joining someone else'sHow he learned to delegate after nearly drowning on a cruise ship with no Wi-FiWhy insurance is actually the original subscription modelThe massive opportunity nobody's talking about: half the industry retiring in the next decadePlus, Kenneth explains why small business is their bread and butter, how they're using tech and VAs to serve clients profitably, and why "if you can write it down, you can delegate it" is the key to scaling anything.If you've ever had to start over, if you're afraid to let go of work, or if you're trying to build something in an industry that feels stuck — this episode is for you.Real talk, real stories, and occasionally real bad language.🌐 Website: elevateteams.io 📷 Instagram: @elevateteams 🔗 LinkedIn: Elevate Teams 🎙️ YouTube: @ElevateTheHustlePodcast
-
16
Why Niche Beats Generalists Every Time ft. Troy Chakarun
"We knew the need before they knew the need."Before Troy Chakarun was helping scale one of the fastest-growing firms in insurance, he was making cold calls, sorting mail, answering phones, and getting yelled at by strangers at Merrill Lynch.His first job in business? Picking up a phone book and calling dead people.Not exactly glamorous. But it taught him how to sell, how to handle rejection, and how to outwork almost everybody around him. After Merrill, Troy moved through ING and Voya, built high-performing sales teams, got deep into data-driven distribution, and eventually brought that same mindset into the insurance world at Alkeme.And the lesson never changed: the best teams don’t guess. They don’t wing it. They don’t waste time on sludge.In this episode of Elevate the Hustle, Dom sits down with Troy to talk about sales, scale, AI, mentorship, acquisitions, and why most people are still spending way too much time on work that shouldn’t even be on their desk anymore.Troy breaks down:What his early days at Merrill Lynch taught him about pressure, training, and learning fastWhy new producers need mentorship instead of trying to figure everything out aloneHow he used data to shorten sales cycles and walk into meetings already knowing the pain pointsWhy account managers and producers are still buried in “soul-sucking, time-wasting tasks” Plus, Troy shares what makes a great acquisition fit, why niche expertise scales faster than being a generalist, and how the best businesses create systems that make growth easier instead of harder.If your team is still stuck doing everything manually, still guessing in sales conversations, or still trying to scale without the right support — this episode is for you.Real talk, real stories, and occasionally real bad language.🌐 Website: elevateteams.io 📷 Instagram: @elevateteams 🔗 LinkedIn: Elevate Teams 🎙️ YouTube: @ElevateTheHustlePodcast
-
15
Your VA Could Be Your Next Leader ft. Gabriela Rodriguez
"This is not the ceiling for me. I need more, I want more, and I've always worked for that."Gabriela Rodriguez started as a virtual assistant in Venezuela in 2017. $1 an hour. Paid in a collapsing currency. Her first client? Cold calling people in Mexico to book appointments. She got removed from the placement—couldn't hit the goals. But she didn't give up.She got placed with Stan doing marketing work for his production company. Then COVID hit in 2020, and Stan's production business went to zero. He kept just one employee through it all: Gaby.When Stan and Dom started Elevate Teams, Gaby wasn't supposed to be part of it. Just budget and marketing help. But she kept getting pulled deeper—more meetings, more responsibility, more seats. Marketing. Finance. Sales. Operations. She did it all. Nine years after starting at $1/hour, she's the Head of Operations. She built the systems that run the company. She trained the team. She's the soul of Elevate. And she's still not satisfied. This isn't her ceiling.In this episode of Elevate the Hustle, Stan and Dom sit down with Gaby to talk about never settling, working your way up from the bottom, and why ambition doesn't care where you're from or what you're paid.Gaby breaks down:What it's like to go from $1/hour to running operations for a US companyWhy consistency and showing up ready for anything is what separates good from greatHow she learned English from YouTube (shout out to Logan Paul)Why stability and opportunity mean everything when you're building from Latin AmericaPlus, Gaby talks about being Stan's toughest critic, why she still dreams bigger, and what it takes to inspire an entire team across borders.If you've ever felt like you're stuck, like your ceiling is determined by where you started, or like you need permission to want more: this episode is for you.Real talk, real stories, and occasionally real bad language.🌐 Website: elevateteams.io 📷 Instagram: @elevateteams 🔗 LinkedIn: Elevate Teams 🎙️ YouTube: @ElevateTheHustlePodcast
-
14
Why Most Agency Owners Hire the Wrong People ft. David Ragno
The best investment you can ever make? Yourself."I took a 70% pay cut at 25 just to get my foot in the door. Whether I made money at it or not, it was going to provide me tremendous value long term."David Ragno started at Travelers crunching big data and analytics—making good money, safe career path, comfortable future. Then he walked away from it all to work an entry-level role at Keys Coverage in South Florida. 70% pay cut. Zero title. He just wanted to understand insurance at a micro level, not from a spreadsheet.Nine years later, he's the CEO. Fifteen acquisitions. Expanding across Florida and into the southeastern U.S. Launching a substance abuse-focused MGA. Building a real estate portfolio on the side. And he's never hired a single experienced producer—not once.In this episode of Elevate the Hustle, Stan and Dom sit down with David to talk about falling in love with problems, sacrificing for mentorship, and why the agencies stuck at $1M, $5M, and $12M all made the same mistake: they built for today instead of tomorrow.David breaks down:Why he hires for grit and trains for skill The glass ceilings agencies can't break through, and why reinvestment is what separates growth from stagnationHow transparency and trust unlock speed in your businessPlus, David talks about getting sober at 25, why YPO membership changed how he thinks about business, and how blending personal passion with professional work unlocked a level of success he couldn't fake.If you've ever tried to do it all yourself, built your org chart for where you are instead of where you're going, or convinced yourself you need "experienced" hires to scale—this episode will challenge everything.Real talk, real stories, and occasionally real bad language.🌐 Website: elevateteams.io 📷 Instagram: @elevateteams 🔗 LinkedIn: Elevate Teams 🎙️ YouTube: @ElevateTheHustlePodcast
-
13
Don't Wait for a Promotion. Take it ft. Sonya Horton
"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 quarters and dimes, reading BOP policies on the train, learning insurance line by line because there was no ChatGPT, no LinkedIn, no shortcuts. Just work ethic inherited from immigrant parents who said: stand on that line. Twenty-five years later, she was COO of Mogil Organization. Now she's at The Cody Group—the company founded by the same kid she trained 20 years ago when he was "staring into space" at his desk. In this episode of Elevate the Hustle, Stan and Dom sit down with Sonya to talk about taking what's yours, letting go of what's killing you, and why the best managers don't throw people away—they find the right seat. Sonya breaks down: How she promoted herself to COO Why confidence isn't arrogance when you know your value The control freak mentality that ruled her for 30 years and what finally changed her mind about delegation (spoiler: it was an Elevate Teams VA) Plus, Sonya shares how her psychology degree became her superpower in insurance, and why her daughter Samira is probably going to run the White House someday. If you've ever been the bottleneck in your own business, waited too long for someone to recognize your work, or convinced yourself you're the only one who can do it right—this episode was made for you. 👉 Check out Samira's music: https://www.youtube.com/channel/UCgIL1rnS8d-Lntdu9BZwLHQReal talk, real stories, and occasionally real bad language.🌐 Website: elevateteams.io 📷 Instagram: @elevateteams 🔗 LinkedIn: Elevate Teams 🎙️ YouTube: @ElevateTheHustlePodcast
-
12
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 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 thatHow 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 sellWhat 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
-
11
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 industry—touring with bands, nearly landing a Disney movie deal, and selling out nightclubs in Manhattan. Then she pivoted into insurance staffing with zero experience, said NO to the opportunity three times, and went on to help scale Elevate Teams from 5 clients to 95+ in her first year alone. 🦒Today she's the company's Head of Talent Curation—the Insurance Matchmaker—and the reason agencies keep coming back for VA #2, #5, even #15. In this episode of Elevate the Hustle, Stan and Dom sit down with Cari to talk about hustle, reinvention, and what it actually looks like to find work that lights you up. Cari breaks down:Why she turned down Elevate multiple times, and what finally flipped the switchThe matchmaking process that goes way beyond resumes and why culture fit changes everythingWhy 99% of agencies say "we're not ready" to hire, and how Elevated+ is fixing thatHer advice for entrepreneurs who have 25 things going on and no focus Plus, Cari shares why the best placements happen when agencies stop thinking "VA" and start thinking "team member," and what it feels like to go from selling booze to changing lives on both sides of the border. Real talk, real stories, and occasionally real bad language.🌐 Website: elevateteams.io 📷 Instagram: @elevateteams 🔗 LinkedIn: Elevate Teams 🎙️ YouTube: @ElevateTheHustlePodcast
-
10
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 Sica | Fletcher, the #1-ranked insurance M&A advisory firm in the country, with over $19 billion in agency deals closed since 2014. 🏆 In episode 9 of Elevate the Hustle, Stan and Dom sit down with Al to break down what actually makes agencies valuable—and what kills their worth. Al breaks down: The 3 non-negotiables buyers look for Why most agency owners get the timing wrong—and how waiting too long can kill your multiple Why you don't sell to get out—you sell to scale up (and how the right partner multiplies your wealth) Plus, Al shares why he's been working off a yellow legal pad for 37 years, his philosophy on giving equity to the people who help you build, and why he'd rather outwork everyone than be the smartest guy in the room. If you're an agency owner wondering what your business is actually worth, thinking about an exit someday, or convinced you need to wait until you're "ready" to retire before selling—this episode will change how you think about building value starting TODAY. 👉 Check out Al's podcast, Leaders & Legends: https://www.youtube.com/@sicafletcherReal talk, real stories, and occasionally real bad language.🌐 Website: elevateteams.io 📷 Instagram: @elevateteams 🔗 LinkedIn: Elevate Teams 🎙️ YouTube: @ElevateTheHustlePodcast
-
9
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 building and selling a multi-million dollar insurance agency. 🚀 In episode 8 of Elevate the Hustle, Stan and Dom sit down with Mike Stromsoe—founder of UPP (Unstoppable Profit Producer) and former independent agency owner—who now teaches agency owners how to grow their business, create wealth, and live life on their own terms. Mike breaks down: Why he's NOT an insurance agent—he's a marketer who happens to own an insurance business (and why that shift changed everything) The simple 3-step blueprint that took him from broke to multi-million dollar exit: People, Processes, Promotion (in that order) Why "good enough is good enough" when delegating—if someone can do it 80% as well as you, let them do it Plus, Mike shares why he makes chili rellenos from scratch and how his "IDGAF muscle" got stronger with age. If you're an insurance agency owner buried in minutiae, working 14-hour days on $15/hour tasks, or convinced that nobody can do it as well as you can, you can't afford to skip this one.Real talk, real stories, and occasionally real bad language.🌐 Website: elevateteams.io 📷 Instagram: @elevateteams 🔗 LinkedIn: Elevate Teams 🎙️ YouTube: @ElevateTheHustlePodcast
-
8
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 of Elevate the Hustle, Stan and Dom sit down with Keith Captain—former sports management student turned insurance claims adjuster turned network president—who's spent the last 8 years helping 720+ independent agencies scale by a minimum of 15% every year. Keith breaks down:Why complacency is the #1 killer of agency growth—and how to recognize it before it's too late The "run your agency like it's for sale" philosophy: what it means and why it matters even if you never plan to sell How to stop working IN your business and start working ON it (hint: build your org chart 5 years out and hire into it) The truth about hiring out of desperation—and why most failed hires are a process problem, not a people problemWhy you need to start planning your exit 10 years before you think you'll need it (or you'll lose all control)What the 2022 merger with Marshberry taught him about culture fit, asking the right questions, and being willing to walk away Plus, Keith shares why he'd rather sit down for dinner with a candidate than trust a resume, how he almost became a sports agent, and why technology without a customer-first mindset is just expensive clutter. If you're stuck at 3-5% growth, tired of being the bottleneck in your agency, or wondering how the hell to build a team that doesn't need you for every decision, this episode is for you. Real talk, real stories, and occasionally real bad language.🌐 Website: elevateteams.io 📷 Instagram: @elevateteams 🔗 LinkedIn: Elevate Teams 🎙️ YouTube: @ElevateTheHustlePodcast
-
7
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 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
-
6
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 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 anywayThe 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 yearsWhy virtual assistants are the "sweet spot" between licensed reps and automation—and how they transformed his service modelWhat 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
-
5
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. ⚖️ 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.🌐 Website: elevateteams.io 📷 Instagram: @elevateteams 🔗 LinkedIn: Elevate Teams 🎙️ YouTube: @ElevateTheHustlePodcast
-
4
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 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
-
3
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 down with Kelly Bailey—founder of Hive Recruiter and serial connector who turned decades of "side hustle" placements into a full-time business. They dig into: Why fear of failure keeps people from starting, and why Kelly did it anyway What actually drives people to leave their jobs (spoiler: it's not always money) The "vibe check" that matters more than checking boxes on a resume Why most agency owners are hiring the wrong people for the wrong jobs How Stan finally convinced Kelly to stop working until 1 AM and hire her own VA, and what happened when she finally did Real talk, real stories, and occasionally real bad language.🌐 Website: elevateteams.io 📷 Instagram: @elevateteams 🔗 LinkedIn: Elevate Teams 🎙️ YouTube: @ElevateTheHustlePodcast
-
2
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 Hustle, founders Stan Meytin and Dom Piccirillo tell the real story behind the 16 foot giraffe they brought into the FAIA conference in Orlando—and why it wasn’t just a stunt, it was a statement about how they do business. From there, Dom takes you back to the early days:- Starting an insurance agency from scratch in New York- Working 70–80 hour weeks and burning out- Trying offshore help in India and realizing what doesn’t work- Discovering Latin American talent and building a hybrid team that helped him scale and eventually sell his agency. Stan and Dom break down how that experience turned into Elevate Teams—matching insurance agencies with trained, vetted virtual assistants from Latin America—and why they believe delegation, process, and culture are the real unlocks for growth. They also dig into:- The simple exercise that showed Dom he was doing “intern work” as the owner- Why most agency owners stay stuck in the weeds- Why sometimes, in business, you have to do something so bold people can’t forget you (like, say, rolling a giraffe into a ballroom) The episode wraps with a rapid-fire round so you can get to know them—golf handicaps, Jets fandom, guilty-pleasure Starbucks orders and all.Real talk, real stories, and occasionally real bad language.🌐 Website: elevateteams.io 📷 Instagram: @elevateteams 🔗 LinkedIn: Elevate Teams 🎙️ YouTube: @ElevateTheHustlePodcast
We're indexing this podcast's transcripts for the first time — this can take a minute or two. We'll show results as soon as they're ready.
No matches for "" in this podcast's transcripts.
No topics indexed yet for this podcast.
Loading reviews...
ABOUT THIS SHOW
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.
HOSTED BY
Elevate Teams
CATEGORIES
Loading similar podcasts...