Anything But Typical

Anything But Typical

Gary Frey & Ben McDonald host round table conversations discussing entrepreneurship, leadership, and success on your own terms.

Episodes

September 23, 2025 62 mins

“You have an opportunity to take your natural skills and put ’em in a place that they aren’t naturally found.” – Rob Norris That’s not advice. That’s a dare. Because it’s easy to keep your talents where they stack neatly, to stay in the aisle with the labels facing forward. Safe. Predictable. Comfortable. Rob refused the shelf. He dropped sales skills into technology. Made early websites usable before usability was a word. ...

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“I am staying.” – Jack Barsky Three words on a dirt road. Three words that ended one life & cemented another. Three words that turned a mission into a calling. Because by the time Moscow ordered this KGB agent home, Jack wasn’t just a spy with a cover story. He was a college valedictorian, a successful corporate executive, a father raising a little girl who’d stolen his heart. Piece by piece, he had built a life in America. ...

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August 26, 2025 72 mins

“I became an American & said goodbye to them [the KGB].” – Jack Barsky Sounds like the opening line of a spy thriller. Except this one’s real. For a decade, Jack lived undercover in the U.S. as a KGB agent. His mission wasn’t excitement. No tuxedos. No martinis. Just the discipline to disappear — and never get caught. And he did it so well that he not only avoided capture — he built a whole new life. A college valedictoria...

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"I thought my calling was to be a Catholic priest." – Ryan Monk It wasn’t a whim. Ryan devoted years — undergrad, master’s, a year of theology in seminary — to answering what he believed was his life’s purpose. But somewhere along the way, a quiet unease began to grow. His head said priesthood but his heart whispered his gifts might belong in a different kind of service — one with a family at the center & a new way of walkin...

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“That’d be impossible… unless?” – Andrew James

How do you respond when life throws a punch?

If you’re like most people, when you hit a wall, you just push harder—longer hours, more stress, hoping brute force will somehow get you through.

If you’re like Andrew, you stop. Take a breath. And then ask the simple question that’s carried him through every tough season: “What would have to be true for this to work?”

That single question h...

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“It’s me just wanting freedom… freedom to make my own choices & live life on my terms.” - Ron Weatherly Ron didn’t start his waterproofing company, Dry Pro Foundation and Crawlspace Specialists, with a business plan, angel investors, or even a clue how to fix a foundation. He started with a crawlspace, raw knees, whatever tools he could scrounge, & a spark of rebellion. Because he knew what he didn’t want… Another layoff...

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"I’m not in charge… & it’s a really nice feeling.” – David Amigo Most entrepreneurs chase control. David finds peace in letting go. Because when you’ve been a factory scab at 11, a product manager slinging cookies in your 20s, & a minority owner pushed out of your own family’s business — you learn fast: control is an illusion. What isn’t? Character. Integrity. Showing up. Doing the next right thing, even when the plan ...

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"Business… is the best way for me to reach my full potential & see who I can become." – Behdad Jamshidi (Bee) Growing up doing math drills at the kitchen table, Bee didn’t dream. Structure, discipline, grit—that was his operating system. When he became an engineer, it wasn’t out of passion. It was logic. A clear, safe path. But underneath it all? A relentless curiosity & yearning for connection were quietly simmering. ...

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"Vanilla is a great flavor." – Austin Palmer Austin may have raised some eyebrows as a kid at 31 Flavors, but he’s always known one thing: flashy doesn’t equal better. So, whether he’s picking ice cream or building financial portfolios, his approach is the same: Simple. Steady. No sprinkles required. His path started predictably—son of a CPA, became a CPA, climbed the ladder at Morgan Stanley & Merrill Lynch. He never cha...

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“I take people as a story… I can see their higher self before they can.” – Carlos Salum Carlos grew up under Argentina’s military dictatorship—surrounded by uncertainty, but also by entrepreneurs, poets, and principled people who knew how to thrive despite it. That tension didn’t crush him. It sharpened his vision—so much so that, by adulthood, traditional paths like law & medicine felt like cages, not callings. So he did w...

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“I want to know what I'm capable of… but I'm not an adrenaline junkie. I just want to know how far I can take it—because I want to know what my greatest potential is.” – Perry Gladstone At 8, Perry was selling comic books at flea markets. At 15, he opened a skateboard shop that pulled in $100K that summer. By 24, he launched a snowboard company in his kitchen that became Canada’s biggest—& sold it before he turned 30. But it...

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"If I can be good about business, & I can do my business well—but then also care about my people & have that noticed in the marketplace—that’s way more important to me." – Greg Lafferty At 27, Greg seemingly had it all: the pedigree, the projects, the prestige of a big job at NASA. But what he really wanted was a life of impact. So, he retired (yes, at 27!) from the confines of government & began a decades-long journ...

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“So, it's not just about your business growth. It's also about … creating value & meaningful relationships.” – John Hall In third grade, John launched a lunch brokerage business. By college, he was building a student housing empire. And today? He’s a keynote speaker, investor, & co-founder of multiple companies — wildly different ventures but all rooted in one thing: adding value to others. He didn’t start out this wa...

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“I believe that the more my clients know I care about them, the more I can nudge them toward success.” – Natalia Worthington Natalia wasn’t supposed to be here—literally. As her parents rode a bus to make a life-altering decision, her father had a change of heart. That choice sparked a life defined by curiosity, compassion, & quiet rebellion. Born in Soviet Russia, she came of age in a system that crushed curiosity & r...

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“One sip of alcohol literally leads to prison...there’s nothing in between anymore.” – Robbie Shaw

For years, Robbie tried to outmaneuver the consequences of addiction—until the day the truth hit him like a bus. No more negotiating, no more "just one more time." His choices were death, jail, or life.

We’re so grateful he chose life.

That choice set him on an unexpected path. From addiction to recovery coach, mental health advocate,...

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“If you’re not uncomfortable, you’re not doing the job correct.” – Dan Flaherty

With a career that has ventured from the disciplined halls of corporate American to unconventional sales & management consulting, Dan’s story comes with a powerful lesson: Growth comes from embracing calculated risk, stepping out of our comfort zones, & learning not to do more but to do it differently.

But it’s not all work & no play. This p...

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“People don’t manage people. People lead people.” – Jamey Boiter Growing up, Jamey was blessed by a father that didn’t just raise him. He led him. In doing so, he gave Jamey a blueprint for servant leadership that would shape his entire career. From an early passion for architecture to pivoting into graphic design, Jamey learned that the true essence of creativity isn’t just making things, it’s solving problems. That mindset led ...

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"I’m not a greedy guy. I don’t chase money—it follows me." – Donald Baker What does success look like to the average entrepreneur? For most, it’s all about wealth. For Don, it’s about impact. From the beginning, he’s sought to empower his employees & do the right thing, no matter the cost. Whether transforming air quality standards in pools to protect swimmers or creating ESOPs to give his employees a financial stake in the...

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"Everyone you meet is somebody's hero—even though you don't think they are." – Gerard "Jay" Woelkers Born into a family of 15 children, Jay learned at a young age what it means to serve. At 18, he joined the Navy, starting as an E1—the lowest rank—and rose to O6 over 39 years, commanding thousands of sailors. But his decades-long journey wasn't about climbing the ranks or pinning awards on his own lapel; it was about lifting oth...

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“So, this is a story I like to tell. We're in the office. The phone's not ringing. It's just a regular workday. We're just sitting there, & I said, ‘Well, I'm going to go out and find some work.’” – Billy Austin What happens when an engineer from Charlotte, NC buys an engineering firm in 2007, only to face the Great Recession a year later? For Billy Austin, it wasn’t spreadsheets or strategy that saved him — it was his willin...

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