Young Boss with Isabelle Guarino

Young Boss with Isabelle Guarino

YOUNG BOSS is a place for young bosses and entrepreneurs of all industries to collaborate and chat about the expected (and unexpected) challenges of being a successful, young professional in today's business environment. Tune in weekly for discussions about leadership, personal growth, networking & building relationships, raising capital, business strategy and SO much more.

Episodes

January 21, 2026 • 18 mins

Let’s be real: every sales pro has slipped into at least one of the 7 Deadly Sins of Sales. I sure have. I’ve over-talked. I’ve rushed into price. I’ve gotten too friendly and completely sabotaged my authority. And every time, it cost me the sale.

These sins are sneaky. They creep in when you’re nervous, excited, or unsure. They derail deals, weaken confidence, and leave you replaying every word wishing you could redo the call. But ...

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Uncover how young entrepreneurs can turn everyday interactions into recruitment opportunities. In this inspiring conversation, Isabelle Guarino shares practical advice, unique experiences, and actionable strategies to help you build your dream team and break through the barriers holding your business back. Learn why youth is your power and how adopting a talent scout mindset can transform your business journey. From spotting potent...

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Growing up in a traditional Hispanic household, Jeanette Miranda Davila was taught the “safe path”: go to school, get a stable 9–5, and never risk security. But deep down, she always felt called to something more - something creative, something freeing, something hers.

She chased that calling into the entertainment world, but motherhood shifted her again. She wanted presence, purpose, and a community that didn’t yet exist. So she cr...

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December 31, 2025 • 38 mins

When Snawing Alvarado came to the Bronx from the Dominican Republic at eight years old, he thought snow meant success. Instead, it meant Section 8 housing, roaches, and a basement that smelled like broken promises. The “American Dream” wasn’t what it looked like on TV — it was crowded apartments, tired parents, and the quiet pressure to make it out.

Snawing became the first in his family to graduate college and land a “good job” as ...

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December 17, 2025 • 16 mins

Are you ready to embrace the mindset every young boss needs to win? In this inspiring conversation, Isabelle unpacks the lessons from "Who Moved My Cheese?", a masterclass in mindset for young entrepreneurs. Discover how adaptability, curiosity, and innovation are key to navigating the ever-changing maze of entrepreneurship. Whether it's shifting platforms, evolving products, or understanding market trends, this epis...

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December 10, 2025 • 38 mins

At 26, Hannah Kesler is teaching entrepreneurs how to build wealth like banks do — by controlling where their money lives. But her story started at Cracker Barrel, not in a boardroom.

Waiting tables at 18, Hannah learned her first business lesson: the harder she worked, the more she earned. That independence became her addiction. When college and accounting didn’t stick, her dad invited her to join The Money Multiplier — s...

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December 3, 2025 • 34 mins

Ready to turn your freelance side hustle into a booming $20K/month studio? In this inspiring conversation on Young Boss, Isabelle Guarino chats with Ben Jackson, a solopreneur who transformed his creative hustle into a thriving boutique web development studio. Youth is your power, and Ben’s story proves that ambition, strategy, and persistence can lead to incredible success.

Learn how Ben prepared for his leap to entrepren...

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November 26, 2025 • 29 mins

Are you ready to unlock your potential and master the art of balancing corporate life and entrepreneurship? In this inspiring conversation,  Isabelle Guarino sits down with Brittany Honor, founder of Honor Development, to explore the unique challenges and triumphs young entrepreneurs face while navigating their business journey. From overcoming self-doubt and juggling passion with a paycheck to mastering interview skills and climbi...

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November 19, 2025 • 30 mins

He flunked Organic Chemistry, bombed his plan to be a doctor, and traded lab coats for liquor bottles — launching a viral wine campaign before he ever knew what “brand strategy” meant. But that failure? It’s what turned Alex Strubbe into the marketing mind who believes authenticity sells better than any ad spend.

At the University of Texas, Alex was chasing expectations — until life slapped him with a D-minus and an identi...

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November 12, 2025 • 25 mins

Most nursing job postings are bogus. Search online and you’ll see thousands of listings — hybrid roles, travel gigs, or “remote” jobs that still require hospital shifts. For nurses who are already burnt out, it’s overwhelming.

That’s why David Rosenbeck launched Go Beyond the Bedside. A board-certified nurse practitioner who worked ER, ICU, and oncology, David experienced firsthand how draining the profession can be. After...

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Why do most entrepreneurs fail? It’s not about the ideas, it’s all about execution. In this inspiring conversation, Isabelle Guarino dives into the truth about entrepreneurship with special guest Paisley Coxsey, a seasoned fractional COO and founder of Fractional Wave. If you’re a young boss struggling with scaling your business or feeling stuck in execution, this episode is packed with practical advice and success strategies to he...

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October 29, 2025 • 14 mins

Struggling to fix your failing business? In this episode of Young Boss, discover 5 secrets to turn things around FAST! Whether you’re dealing with no leads, time constraints, or a lack of clients, this episode is packed with practical advice and inspiring strategies tailored for young entrepreneurs just like you. Learn how to attract clients on a budget, delegate tasks draining your energy, and build a team that thrives—all while r...

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October 22, 2025 • 17 mins

Are thriving teams built on youthful innovation or seasoned experience? In this inspiring conversation, we tackle the ultimate question every entrepreneur faces: Can youth and ambition alone drive success, or does wisdom from experience keep businesses afloat? Whether you're a young boss ready to change the world or a seasoned entrepreneur with lessons to share, this episode uncovers the secret to balancing fresh ideas with pr...

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October 15, 2025 • 14 mins

Is your founder story costing you sales? Young entrepreneurs, it’s time to shift the focus from you to your customers. In this empowering episode of Young Boss, Isabelle Guarino breaks down why leading with your personal story could be hurting your business and how to craft messaging that drives results. Learn the four essential pillars (big idea, big benefit, big promise, and proof) that will transform how you communicate your val...

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October 8, 2025 • 38 mins

How far would you go to turn your passion into a business? For Myles Powell, the answer was all in—emptying his 401k, maxing out his cards, and walking away from a safe career in engineering… all for frozen mac & cheese.

On this week’s Young Boss, Myles reveals the unfiltered truth about building a food brand from scratch—no trust fund, no roadmap, just grit and a love for the dinner table. From a failed BBQ sauce laun...

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October 1, 2025 • 15 mins

What if the secret to turning failure into success is simply moving faster? 🌧️ On this episode of Young Boss, we’re breaking through the fear of failure and showing young entrepreneurs like you how speed, courage, and quick decisions can transform your business journey. Failure isn’t the problem... hesitation is. Discover how to face challenges head-on, make bold choices, and keep your momentum alive. 

Isabelle Guarino sh...

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September 24, 2025 • 35 mins

Discover the secret to unlocking peak productivity and transforming your business like a true young boss! 🚀 In this inspiring conversation, Isabelle Burino dives into the groundbreaking concept of cycle syncing with guest Stacy Gay. This episode is packed with practical advice for entrepreneurs looking to harness their natural rhythms, maximize creativity, and protect their energy—all while scaling their businesses to new heights....

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What do illegal sportsbooks, frat house vending machines, and Pokémon mystery bags have in common? If you guessed “absolutely nothing,” you’re wrong—because they’ve all played a role in Ethan Kohan’s wild rise as founder of PodPlug, the nightlife vending machine company shaking up bars, clubs, and casinos across the country.

On this week’s episode of Young Boss, we sit down with Ethan who proves that sometimes the fastest path forwa...

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September 10, 2025 • 16 mins

Ever watched someone else launch the idea you’ve been sitting on while yours is still gathering dust on a to-do list?

In this episode of Young Boss, we’re calling out procrastination for what it really is: an invisible tax on your potential. And it’s costing you more than you think.

You’ll learn why procrastination isn’t just laziness or lack of discipline. Sometimes, it’s a flashing warning sign that you’re out of alignment, afraid ...

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From Desert to Farmland: Building a Business Legacy 🌵! This inspiring episode of Young Boss dives deep into the entrepreneurial journey of Landon Turner, who’s modernizing a family business built on grit, innovation, and resilience. Discover how his grandfather turned barren Arizona land into fertile farmland and how Landon is now taking Catalyst Product Group to new heights with debt-free growth and a bold home and garden line. <...

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