Angelo
Pitirri

EST.

1974

Bet On Yourself

Meet, Gege

I’ve been betting on myself my whole life.

From the poker table to the boardroom, I’ve learned that the only way to win big is to believe in yourself, especially when the stakes are high.

As the founder and president of Prodigy Personnel and Prodigy People, I’ve helped grow a company from $800,000 in annual revenue to over $50 million in just 15 years. But I didn’t do it alone. I’ve been fortunate to have incredible staff, strong leadership, and a tight circle of small partners who believed in the vision and helped bring it to life, day in and day out. Together, we’ve built more than a staffing firm. We’ve built a people-first culture grounded in trust, hustle, and long-term thinking, betting on myself my whole life.

"Some people want it to happen, some wish it would happen, others make it happen." — Michael Jordan

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"Some people want it to happen, some wish it would happen, others make it happen." — Michael Jordan 〰️

The Heart of Bet On yourself

But long before I was helping companies build winning teams, I was sharpening my own edge in a very different arena: the world of professional poker.

From 1997 to 2003, I played the game professionally, learning how to read people, manage pressure, and make high-stakes decisions with limited information. That experience didn’t just shape my strategy, it shaped my life. Today, I still embrace the game as a high-limit player at The Wynn, where the cards may change, but the mindset stays the same: calculated risks, total focus, and absolute belief in yourself.

That’s what Bet on Yourself is all about, my book, my podcast, and the way I try to show up in business and in life.

At the heart of it all, I’m a proud husband to Tamara and father to my daughters, Jessica and Alyssa. Everything I do…every hand I play, every bet I make, is ultimately for them.

What Keeps Me Grounded

Through every phase of life; entrepreneur, leader, poker player, my greatest role has always been at home. My wife Tamara and our daughters Jessica and Alyssa are my anchor and my inspiration. They remind me that success is measured not just by wins, but by the way you live, love, lead and the time I give to them.

Bet On Yourself Podcast

Real stories from people who took the risk and changed everything.

Hosted by entrepreneur and lifelong calculated risk-taker Angelo Pitirri, Bet On Yourself is more than a podcast, it’s a raw, honest look at what it really takes to chase something bigger.

Each episode brings you behind the scenes with founders, fighters, and fearless minds who bet on themselves and shares the truth behind Angelo’s own journey, including the failures that taught him the most. No ego, no fluff, just real talk, real lessons, and the motivation to get back up and go again.

Who Will Benefit From The Podcast?

• Aspiring Entrepreneurs

• Small business owners, people looking to grow

• People in a sales career

• People interested in gambling

• People interested in casino trips

• People looking motivation personal or professional

• People looking to learn better work/life balance

WHERE TO LISTEN

Apple | Spotify | YouTube | iHeart Radio | Amazon

Tip #1 Move on Momentum

Bet On It.

A free weekly video series built for the bold. For those ready to turn a passion into a business, a hobby into something more, or take that first real step toward building something of their own.

Each week, I share short, actionable business tips drawn from real-world experience, designed to spark momentum, sharpen your focus, and help you move forward with confidence. decided to embrace the “Bet on Yourself” mindset and start something of your own, whether it's turning a hobby into a business or leveling up an early-stage venture , these quick-hit videos are for you.

Tip #2 Compliance

Bet On It, Now!

I launched this series to offer the kind of practical guidance I wish I had when I was starting out.

If something resonates and you're looking for more tailored support, I offer limited one-on-one consulting for entrepreneurs ready to take the next step.

Click Here

The Book: Bet on Yourself

This isn’t a business book written from a podium. It’s a street-smart, heart-led blueprint born from experience, written for those who know what it feels like to start from behind.

Bet On Yourself is my no-fluff, real-world guide for anyone who sees themselves as a long shot in the world of business. Raised by a single mom with 5 kids, I went from personal bankruptcy to building a $50M staffing company and I am sharing everything I learned along the way.

Through honest stories, actionable strategies, and battle-tested advice, this book teaches you to stop waiting for permission, stop fearing failure, and start betting on the most important investment you'll ever make: yourself.

Embrace Risk

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Overcome Challenges

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Create Your Entrepreneurial Success Story

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Embrace Risk * Overcome Challenges * Create Your Entrepreneurial Success Story *

Lifestyle

Success isn’t just about what you build, it’s about how you live.

For me, that means creating space for the things that truly matter—family, freedom, and the experiences that make life unforgettable..

From the energy of the tables at The Wynn, to weekend escapes at our cottage in Muskoka, or quality time at our vacation home near Disney in Orlando, I believe in designing a life that reflects your values, not just your victories.

It’s about the little things that fuel me daily:

Laughing with my wife Tamara and our daughters Jessica and Alyssa
Catching a live Steelers game in black and gold
Watching NFL all day on Sunday
“Camp Gege” at the cottage with my 8 Nephews, 7 Nieces and all my friends kids

Being present, grateful, and grounded—even when life gets loud

Through every high and low, I carry the memory of my sister Kathy, lovingly known as “Urk.” She passed away at just 39, but her strength, her laugh, and her unshakable spirit live on in me.

I carry her with me every single day—literally—with her name tattooed on my arm, a constant reminder of where I come from and who I carry forward.

Her loss knocked me off course in a way I didn’t see coming. For two years, I kept it buried, trying to keep moving, but the weight of it pulled me outside the lines.

And then, someone crossed my path at a time I expected it the least. They didn’t offer answers or advice, just a quiet presence that helped me get back to being me again. Back to Gege. Back inside the lines.