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Ryan Sheckler: I never thought I'd turn Pro until I was in my twenties. I was getting recognized and I got invited to skate some pro contests that year and I won all four of them and from that day on, I've been pro. I've had a lot of amazing relationships over my years of skating and guys that are starting companies, wanted me to be a part of them. cbdMD has been a sponsor of mine for about the last year and a half now. I needed something that was going to help me to be relaxed and to also help my body to heal. And cbdMD is exactly what I needed. I'm Ryan Sheckler and this is my Wall Street Story.

First time I ever like felt the rush of skateboarding was when I was six or seven years old and I competed in my first contest. That was the first time I ever took anything serious. The moment I knew I changed my hobby of skateboarding into a career, was probably around the age of 13. I wanted to be a brand and I wanted to really share my message of why I skateboard, which is for the pure passion and freedom of it... To the world. And so that kind of led me to start the Sheckler Foundation where I could be completely in control of what message we're putting out and who we're trying to help. There's going to be times where things don't work out. Ideas don't work out. Investments don't work out. That's why I've also put a $50,000 cap on my investments.

I won't invest over $50,000. Not saying that I'm cool with losing 50, but it's a lot less of a blow than putting it in 250ks. And that's your strategy. You know, that's just knowing what you're capable and what you're willing to lose. Investing's a gamble, but you just have to be comfortable with what you're doing and what you're willing to put out there.

You're gonna fail. You're gonna fail maybe once, maybe twice, maybe a hundred times. Same with business. Same with creating new products. You know, some people are gonna like it some aren't. Try to try to surround yourself with good financial advisors and people that care about you and care about your well-being and the growth of your wealth. Everything's a learning lesson and the sooner you realize that, the better off you're going to be. And the more acceptable to changing conditions you will be. And skateboarding has taught me that from a very young age. And I continue to move forward and to try to get the victory on the next one.

Just got to keep moving. You've got to keep moving. You can't stay down.

Do you have a Wall Street story?

Ryan Sheckler, a professional skateboarder, does. 

TheStreet is featuring it in its newest video series Wall Street Stories.

Sheckler, who's sponsored by cbdMD (YCBD) , visited the New York Stock Exchange and talked to TheStreet about how he went pro, his investing strategy and what it's like to be a pro skateboarder. 

Sheckler broke down his investing strategy to TheStreet.

"I mean, I look at, I look at it with, you know, my brands and with investing as like, there's going to be times where things don't work out. Ideas don't work out. Investments don't work out. And that's why I've also put a $50,000 cap on my investments. I won't invest over $50,000. I'm not saying that I'm cool with losing $50k, but it's a lot less of a blow then, you know, putting it in $250k so, and that's your strategy, you know, that's just knowing what you're capable and what you're willing to lose. Investing is a gamble. No one has the answers," said Sheckler. 

More Wall Street Stories: Tiki Barber's Post-NFL Career Is Taking a Turn Towards Cannabis

Want to see the rest of Sheckler's Wall Street Story? Watch the video above.

Edited by award winning filmmaker Justin Ho.  Follow him on Twitter @jjho8.

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