Why Most Entrepreneurs Fail: The Truth About Execution

At the end of 2023, Paisley Coxsey faced a question many entrepreneurs wrestle with: Am I finally going to invest in myself? The answer was yes—though the path wasn’t easy. After leaving a stable role, she pieced together side gigs, endured uncertainty, and ultimately stepped fully into the role she was built for: Fractional COO. […]
Delegate Like a Pro and Reclaim Your Time

When your business feels like it’s falling apart — no leads, no time, no direction — it’s easy to spiral. But sometimes, the fix isn’t more money or more hustle. It’s clarity, process, and strategy. In this episode, I walk you through a live 1:1 coaching session with a hairstylist whose business was hanging by […]
Why Every Young Boss Needs an Old Boss

Are young entrepreneurs really ready to lead alone—or do we still need older, wiser voices in the room? That’s the question we’re unpacking in this episode of Young Boss. Because here’s the truth: no matter how sharp your ideas or how fast your brand grows, there’s no shortcut for experience. The right mentor can save […]
Why Your Founder Story Is Costing You Sales

Customers only care about what’s in it for them. They don’t care how many sleepless nights you had building your business. They don’t care about the late nights, the grit, or the backstory. What they want to know is simple: how does this make my life easier, better, or more successful? Seth Godin says it […]
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’s Young Boss, Myles reveals the unfiltered truth about building a food […]
Fail Fast or Lose in Business

Here’s the truth that might sting a little—you are going to fail. In business, it’s not if—it’s when. But the part no one tells you? The faster you fail, the faster you win. In this episode of Young Boss, we’re unpacking accelerated failure—the messy, uncomfortable, sometimes embarrassing kind that actually pushes you closer to success. […]
How Your Cycle Could Be Your Secret Weapon

What if your productivity, creativity, and decision-making power weren’t just about discipline or hustle—but about syncing your work with your body’s natural rhythm? Staci Gray calls it cycle syncing, and it might be the business cheat code most leaders are ignoring. On this episode of Young Boss, Staci breaks down how the 28-day hormonal cycle […]
From Frat Hustle to $10M Revenue: 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 nightlife vending machine company shaking up bars, clubs, and casinos across the country. On this week’s episode of […]
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 potential. And it’s costing you more than you think. You’ll learn why procrastination isn’t just […]
From $800 and a Garage Sale Mattress to Feeding America’s Organic Farms

What happens when your grandfather bets everything on drilling water in the desert—and wins? You get a family business built on grit, word-of-mouth, and the promise that your product actually works. But for Landon Turner, it was never enough to be just the boss’s kid. He knew he’d have to prove he could carry the […]