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
132 episodes
How to Become Your Own Bank
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 busine...
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38:11
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From Freelance Side Hustle to $20K/Month Studio
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 dev...
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34:00
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How to Build A Business with a 9-5
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 uniqu...
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29:19
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How to Navigate Sexuality in Business
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 ma...
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30:16
He Built $1M Business with Burnt-out Nurses
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...
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25:56
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Why Most Entrepreneurs Fail: The Truth About Execution
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 fo...
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30:58
Delegate Like a Pro and Reclaim Your Time
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 an...
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14:38
Why Every Young Boss Needs an Old Boss
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 bu...
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17:59
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Why Your Founder Story Is Costing You Sales
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 ...
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14:36
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He Bet His $401k on Mac’n’Cheese
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...
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38:02
Fail Fast or Lose In Business
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 transf...
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15:02
How Your Cycle Could Be Your Secret Weapon
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 episod...
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35:04
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From Frat Hustle to $80K Months: Ethan’s Vending Machine Journey
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 nightli...
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39:14
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Is procrastination stealing your edge?
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 potenti...
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16:41
The Truth About Growing a Legacy Business With Landon Turner
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 ho...
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41:12
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What Founders Can Learn From the Coldplay Scandal
When your CEO becomes a meme before Monday morning, what happens next? In this episode of Young Boss, we unpack one of the most talked-about PR rollercoasters of 2025.At a Coldplay concert, Astronomer’s CEO Andy Byron and Chief ...
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14:04
From Burnout to $75K Months: Lessons from Arthur Hairston
From burnout to $75K months, Arthur Hairston's story is one every young entrepreneur needs to hear. In this inspiring conversation, Arthur, founder of Strive Youth and Family Services, shares how he scaled his business while staying true to his...
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33:36
Why People Pleasing Will Destroy Your Leadership
Are you ready to stop people pleasing and step into your full potential as a strong, confident leader? In this inspiring episode of Young Boss, host Isabelle Guarino unpacks the challenges young entrepreneurs face when balancing leadership and ...
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23:49
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How to Scale a Business Without Burning Out
What does it take to build a fitness empire at just 21 years old? Tanner Allen, founder of Journey Training, shares his incredible story of passion, grit, and perseverance in this episode of Young Boss. From starting with a storage unit full of...
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40:12
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Evolution, Not Revolution: The Real Secret to Growth
We’ve all heard the hype about needing a world-changing, never-been-done-before idea to make it big. But what if the real secret to success isn’t revolution at all? What if it’s evolution?In this episode of Young Boss, ...
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Season 3
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Episode 2
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18:56
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Perfectionism Is Killing Your Business! Do THIS Instead.
Perfectionism is killing your business and holding you back from the success you deserve. In this empowering episode of Young Boss, Isabelle Guarino breaks down how perfectionism, while often mistaken as a strength, can quietly become a cage th...
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Season 3
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Episode 1
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26:20
Why growing your business might ruin your life!
Here's why staying small could be your big win! In this inspiring conversation, we explore why scaling isn’t the only path to success for young entrepreneurs. Host Isabelle Guarino dives into the pros and cons of keeping your business intention...
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14:20
The Right Way to Build Apps That Scale
Are you ready to scale your business the right way? In this episode of the Young Boss podcast, we’re breaking down how building apps or adding software can skyrocket your business value by up to 18x.Isabelle shares practical advice, emp...
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Season 2
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Episode 48
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10:41
Hiring Corporate Employees? What You MUST Know!
Are you ready to hire corporate employees for your small business? Before you make the leap, there are some critical things you MUST know! In this episode of the Young Boss podcast, hosted by Isabelle Guarino, we dive deep into the challenges a...
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Season 2
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Episode 47
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11:22
How to Fail Up as a Young Entrepreneur
Why is your business failing? Let’s be real—failure is inevitable, but how you handle it defines your success. In this inspiring conversation on the Young Boss podcast, host Isabelle Guarino dives into the challenges of entrepreneurship, from b...
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Season 2
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Episode 46
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21:36
