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How To Be A Great CEO

Success Explained with Chris Guerriero

Release Date: 09/18/2025

How To Think Like A CEO! show art How To Think Like A CEO!

Success Explained with Chris Guerriero

The level of life you're at right now, or that you will ever be at, is all about 2 things: 1. The people you surround yourself with. 2. The opportunities that you take advantage of. I'm not telling you to chase shiny objects and jump on every potential to make a dollar. But you need to know where you're going in life. And then every opportunity that takes you 1 inch closer to that goal, take it. Watch now and see how the top CEO's do this at the HIGHEST level...

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The Seven Day Sprint! show art The Seven Day Sprint!

Success Explained with Chris Guerriero

I think we all get caught up in the grind, in the day-to-day momentum of doing the things we know grow companies in our industry. And for the most part, if you’re taking the right actions, that can grow a 7-figure company, maybe even a low 8-figure company. But that’s a slow process, and it’s a highly competitive process, meaning that everybody else in your industry is also fighting for those same customers using those same platforms. So every day you or your team are competing for the same pool of fish, and the moment that particular marketing stops performing, even just a little bit,...

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Success Starts With Screwing Up show art Success Starts With Screwing Up

Success Explained with Chris Guerriero

Most people think failing means you're doing something wrong. It doesn't... It means you're doing something hard. And if you’re goal is to build a 10, 20, 50, or $100 million company, or to become someone who actually changes the world, you're going to fail. A lot. And if you feel stuck, like you’re behind, or like your past is proof you'll never get there, then this will help you flip that script, and scale FAR faster. So let’s get into this...

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How To Be A Great CEO show art How To Be A Great CEO

Success Explained with Chris Guerriero

Chris Gannon embodies the American Dream. From becoming the youngest player to ever win the U.S. Open Polo Championship to co-founding Bolay Restaurants (now with 23+ locations), his journey is a masterclass in high-performance leadership and business success. He’s been named Ernst & Young Entrepreneur of the Year, Top 40 Under 40, and CFO of the Year - all while staying grounded in family, philanthropy, and relentless growth. In this powerful episode, Chris shares the mindset, habits, and success principles that built his empire and continue to elevate everyone around him. If you’re...

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How To Grow Even In Hard Times... show art How To Grow Even In Hard Times...

Success Explained with Chris Guerriero

In business you want to make sure that every year, if not every quarter or every month, that your revenue is going up. Because everything else that allows you to run your business is becoming more costly, whether that's your cost of doing business, or your cost of the goods and services that you sell. EVERYTHING keeps becoming more expensive, but as entrepreneurs you often don’t see those cost increases, until 2-3 or 4 years go by, and now you look at your P&L and you see that you're expenses are eating away your margin. Watch now and see why you always have to focus on an increase of...

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AI Is Killing Your Business If You're Doing THIS! show art AI Is Killing Your Business If You're Doing THIS!

Success Explained with Chris Guerriero

In this I’ll show you exactly how most businesses are using AI in a way that kills long-term growth, and the 10 things you need to stop doing with AI, even if your team, or your vendors, are telling you it’s better… Because your team, and your vendors, are always looking for ways to reduce their workload, not improve YOUR bottom line. What I’m about to show you comes from thousands of hours of testing in my companies… …with concrete metrics and AB testing that shows where AI is kicking ass, and where it’s costing us sales and retention, potentially to the tune of MILLIONS of...

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How To Spot A Con Artist! show art How To Spot A Con Artist!

Success Explained with Chris Guerriero

Don't allow people to BS you or to get you to do things because of their enthusiasm or because of their emotions. Con artists use their emotions, to get you emotional. People who always seem emotional, whether that's happy, sad, excited, needy or whatever, are anchors in your life. They literally leach off of you, and they make you feel like you’re lucky to be part of their life. But there’s a way to see through this in anyone… So watch now to see that way, and how you can use it to drive success in your life... 

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Are You Ready To Hire A COO? show art Are You Ready To Hire A COO?

Success Explained with Chris Guerriero

When’s the right time to hire a COO? Of if you already have a COO, are they doing what they should be doing to grow your company? In this video, I’m going to give you the checklist we use inside of my portfolio companies to help us locate and manage great COO! So watch now, and see how this can transform your business and life... 

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From 0 To Over 10,000 Clients | Roadmap to a 9 Figure Company show art From 0 To Over 10,000 Clients | Roadmap to a 9 Figure Company

Success Explained with Chris Guerriero

Lee Jorge built a $200+MM brand in the commercial insurance and surety bond industry, launched multiple successful restaurants, and developed commercial real estate - but his success didn’t come from grinding it out like most online experts tell you to do. His success was built on one core principle: consistently overdelivering to clients, employees, family, and friends. In this episode of Success Explained, I sit down with Lee to unpack how he scaled from startup to a 9-figure business model by creating undeniable value, building trust across industries, and refusing to compromise on...

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8 Expensive Mistakes That Almost Killed My First Business! show art 8 Expensive Mistakes That Almost Killed My First Business!

Success Explained with Chris Guerriero

The first company I built almost died, not because of competition, not because of the economy, but because of 8 mistakes I made that nearly wrecked everything. If you’re scaling a company right now, and you want to grow without burning time or cash, this video will save you years. So watch now and see the 8 mistakes I made, so you can avoid them, and if you've already made them you'll see how to fix them the best way possible...

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More Episodes

Chris Gannon embodies the American Dream. From becoming the youngest player to ever win the U.S. Open Polo Championship to co-founding Bolay Restaurants (now with 23+ locations), his journey is a masterclass in high-performance leadership and business success.

He’s been named Ernst & Young Entrepreneur of the Year, Top 40 Under 40, and CFO of the Year - all while staying grounded in family, philanthropy, and relentless growth. In this powerful episode, Chris shares the mindset, habits, and success principles that built his empire and continue to elevate everyone around him. If you’re serious about success, this is your blueprint.

In this episode of Success Explained, Chris unpacks the core principles that shaped his rise - from leadership lessons learned in the polo arena to building a highly successful, health-driven restaurant empire by betting on people, not just products. You’ll hear how he applies simple, powerful frameworks to scale culture, trust, and momentum at every stage of growth.

We go deep on building high-performing teams, why mentorship is the greatest shortcut to success, and how empowering others creates ripple effects that drive both personal fulfillment and business results.

Chris doesn’t just lead - he multiplies leaders. Whether you're navigating your first startup or scaling a legacy brand, this episode is a behind-the-scenes look at how to win in business and life - by staying grounded, thinking long-term, and investing in others.