Born with an entrepreneurial spirit and temperament, Michael grew up in a working-class community full of blue-collar, salt-of-the-earth people who worked honest days for an honest wage. And it rubbed off on him. How could it not? 

In order not to be a financial burden on his family, he knew he needed to get out there and hustle. He shoveled snow, mowed lawns, caddied, and worked as a server and waiter. He worked 15 hours a week while in college so that he could earn a degree from Columbia University.

Flying down a mountainside on two skis while negotiating tight turns and ever-changing microclimates would be a terrible time to lose focus.

Todd Gordon knows this. If he hadn’t quickly learned this skill in his journey to competitive ski racing, he would’ve likely landed himself onto a stretcher and an air-lift back to base.

There was no other choice. 

But for Todd, he’d have it no other way. From a young age, when he found an interest in something – whether skiing or finance – he’d go all in. Nothing else mattered.

Heading into the COVID-19 pandemic, Caleb Franzen was working a corporate banking job that felt like a dead end. “It felt like I was just being moved around from one boiling pot of water to the next.” 

Additionally, he had traded during college and what worked in the market didn’t jive with what he had learned in college. “Never once did I use anything in my banking job that I learned in college.”

As a Trader with zero to negative correlation to traditional assets, managing money on behalf of institutional investors is exactly where Jason Shapiro is supposed to be.

But if you were to ask him, he’d tell you he probably should’ve been a lawyer. And anyone else who comes to him asking about how to break into the world of full-time trading will likely get admonished with: “Go to Law School instead. Become a lawyer, then trade on the side with the money you make.”

Why would a highly successful trader say this?

We've all been there. Think about the time you first got interested in trading. It was exciting thinking about all the potential money we could make. But then we were quickly overwhelmed with the reality of all the things we didn't know. Former aspiring traders never made it past this moment. The mountain they had to climb just looked too daunting. When Jason Krutzky left the road after spending years touring with a rock band through North America and Europe, he decided he wanted to try his hand at full-time trading. 

If there’s one thing Brian Lund learned about himself over the past 30 years in the markets, he must write. Without a doubt, without even thinking about it, he knows that to express himself and to complete his thoughts into productive trading, he needs to sit down and start writing. And this makes sense. We hear this a lot from our smart friends. Barry Ritholtz once wrote: “I write to find out what I’m thinking.” 

If there is one thing that stands out from any conversation with Brian Shannon about the trading process, it is this: For discretionary traders, there are no rules. Instead, there are “guidelines.” And because Brian is human, he occasionally breaks his guidelines and suffers the same consequences as anyone else. Everyone gets what they deserve. Even a trader of 30+ years like Brian Shannon. If a trader buys the dip or sells the rip without a plan to control her risk then she, too, will get what she deserves. Eventually. The market is always on the hunt for our weaknesses. 

Nobody is having more fun than Kenny Glick. He’s found the perfect outlet for combining his myriad passions of risk-taking, education, and entertainment to the benefit of anyone who gets caught in his orbit. 

In the first episode of our new podcast interview series, Off the Charts, my co-host Steve Strazza and I interviewed one of our favorite people on Wall Street, Jay Woods. But he’s not just our favorites, he is a favorite of many. I would argue he’s the most popular man on Wall Street!