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How Multi-Millionaire Trader Kyle Williams Crushed My Challenge

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Written by Timothy Sykes
Updated 11/11/2021 12 min read
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Kyle’s Epic Grind: Key Takeaways

  • How Kyle used his early failures to get on track to become a millionaire trader…
  • Why short-selling makes him good at going long too…
  • The key to Kyle’s trading approach that never changes…

Get into this chat room with Kyle + 2 more millionaire traders daily!

Top trader Kyle Williams has done a lot since he broke the million-dollar milestone back in January 2021. For starters, he hit $2 million just over four months later!

But Kyle isn’t some superstar who never makes mistakes. This is a trader who almost blew up his account before he started trading smaller. He’s the student who watched ALL my DVDs and Trading Challenge video lessons in six months…

He’s a perfectionist who learns from his mistakes. That’s why he’s gotten to where he is today. Check out what you can learn from him…

Kyle: The 411

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Here’s what sets Kyle apart.

Kyle’s Go-To Trading Patterns

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  • Shorting OTC promotions and overextended runners. This was his bread and butter on his way to his first million.
  • Dip buys. When OTCs heated up in 2020 and 2021, Kyle adapted. Now OTC dip buys are a big part of his arsenal.
  • Breakouts. He tried buying breakouts as a newbie — then he almost went bust. But he kept at it … Now he’s so good, he moderates the Breakouts & Breakdowns chat room.

Kyle’s Trading Stats

  • Trading superpower: Kyle’s a switch-hitter. His expertise at shorting makes him good at going long too.
  • Favorite Trading Challenge resource: Video lessons! Kyle says that at one point he watched 30 video lessons a day.
  • When he’s not trading … Kyle hits the gym. He’s been doing four workouts a week longer than he’s been trading. This is where he learned his killer discipline.
  • How he splurged after passing $2 million: Kyle didn’t buy a Lambo after $1 million, he just went back to work. But when his grandparents’ dog died, he put his career on hold… He chartered a private jet, then flew out to surprise them!

Kyle’s Trading Timeline

  • June 2016: Kyle enrolled in my Trading Challenge a long way back. There’s a reason you didn’t hear his name back then — he just lost money.
  • Late 2016: After running into trading trouble, Kyle went back to basics. He watched all of my DVDs. AND he watched EVERY Trading Challenge video lesson.
  • 2018: Kyle made back the money he’d lost by the start of 2018. By the end, he had $32,282 in his trading account.
  • 2019: Things start clicking into place. Kyle ends the year as a six-figure student, making just over $92,000 in profits.
  • 2020: When 2020 hit, Kyle was prepared. His account went exponential, raking in $700k by year’s end.
  • January 26, 2021: Kyle passes $1 million.
  • June 5, 2021: Four-and-a-half months later: $2 million.

Kyle’s Trading Story

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Before watching the movie “The Big Short,” Kyle was a mild-mannered engineering student at San Diego State University.

But when he saw the possibilities in the stock market, everything changed. He switched majors to finance and applied for and was accepted into my Trading Challenge.

Like so many traders, he started out too cocky. Kyle lost more than half of his $6,000 starting balance before he turned things around. Here’s how he dialed in:

  • Sizing down to smaller positions
  • Committing to learning the process
  • Devouring everything the Challenge has to offer and becoming an active part of the community

By the end of his first 18 months, Kyle learned how to be profitable. Then, years two and three were devoted to perfecting his strategy…

When the market turned hot, Kyle was ready to capitalize.

Now, all of his work is paying off for him. As I write this, Kyle’s over $2.7 million in trading profits.

He hosts a podcast called TWIST and a StocksToTrade alert service with fellow top traders Jack Kellogg and Mariana Hincapie…

He’s a leader in my Trading Challenge. He has over 20,000 Twitter followers. But at his core, Kyle is the same hard worker he’s always been.

From the Archives

I’ve tracked Kyle’s journey for a long time. Check out the steps he took along the way:

Kyle’s Video Highlights

Kyle isn’t too busy to share his hard work. Here are a few of his best videos. Take notes!

Kyle’s 2019 Trader and Investor Summit Speech

This one is awesome. It’s from the year Kyle broke through to six figures…

Since then he’s gone exponential. This was a turning point:

The Birth of a New Trading Edge

Smart traders adapt to the market. When OTCs got hot in December 2020, Kyle was prepared.

He finished the month up more than 30% on his LIFETIME profits. Here’s how he did it:

Kyle’s Charting Superpower

Kyle’s trading gets the headlines, but it’s his charting that makes all the difference. See how he breaks down charts here:

Learn with Kyle

Kyle is a co-host of the TWIST podcast and has made appearances on the SteadyTrade podcast as well. Here are some highlights:

Breakouts & Breakdowns

Breakouts & Breakdowns is the KILLER StocksToTrade education and alert service that Kyle runs with Mariana and Jack…

Want to go in depth with three millionaire traders at the top of their game?

Start your two-week Breakouts & Breakdowns trial TODAY!

Daily Accelerator Newsletter

Kyle is part of the all-star roster on the StocksToTrade Daily Accelerator newsletter.

Start your trading day with the STT Daily Accelerator — sign up for no cost NOW!

Kyle’s Top Trading Wisdom

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Kyle had a head start on the discipline front. When he realized that trading was something he had to learn, he got serious…

  • He’d tune into the first and last hour of the market every day.
  • In between, he watched 30 video lessons a day — averaging five minutes each — and one webinar.
  •  At night, he’d make his watchlist and read a trading book for about an hour each.

He figures he spent eight hours a day on all this. Some traders put in 17 hours a day, like Roland Wolf when he was starting. No, that’s not right for everyone.

The key, Kyle says, is consistency.

If you can study a ton and keep it up, congrats. You’re a machine. But if you burn out, you’ll learn your limits.

If you can study for six hours a day consistently, commit to that. If three hours is what you can do every single day, that’s your magic number.

Build your knowledge account at the pace that’s right for you. Or give up and have something in common with most traders who fail. Your choice.

Key Quote from Kyle

“I watched “Trading Tickers” with Tim Grittani. He was going through trading plans and then he’s making money with those trades. I felt like, if he can do it, I can do it. There’s just something I’m not getting yet.”

The Trading Challenge

I’ve had the pleasure of being Kyle’s teacher and watching him grow.

I’m so glad to have him teaching alongside me in the Trading Challenge. He’s still growing as a trader … and as a teacher.

Every month, he posts trading recaps. I can’t overstate how INCREDIBLY VALUABLE they are — and how generous it is that he does this.

If you want to learn from Kyle every day, apply to join us in the Trading Challenge.

But you must be ready to commit. We need more Kyles in the market!

I hope you’re inspired to learn from Kyle now. Leave a comment and share your favorite moment from his journey!

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Author card Timothy Sykes picture

Timothy Sykes

Tim Sykes is a penny stock trader and teacher who became a self-made millionaire by the age of 22 by trading $12,415 of bar mitzvah money. After becoming disenchanted with the hedge fund world, he established the Tim Sykes Trading Challenge to teach aspiring traders how to follow his trading strategies. He’s been featured in a variety of media outlets including CNN, Larry King, Steve Harvey, Forbes, Men’s Journal, and more. He’s also an active philanthropist and environmental activist, a co-founder of Karmagawa, and has donated millions of dollars to charity. Read More

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* Results are not typical and will vary from person to person. Making money trading stocks takes time, dedication, and hard work. There are inherent risks involved with investing in the stock market, including the loss of your investment. Past performance in the market is not indicative of future results. Any investment is at your own risk. See Terms of Service here

The available research on day trading suggests that most active traders lose money. Fees and overtrading are major contributors to these losses.

A 2000 study called “Trading is Hazardous to Your Wealth: The Common Stock Investment Performance of Individual Investors” evaluated 66,465 U.S. households that held stocks from 1991 to 1996. The households that traded most averaged an 11.4% annual return during a period where the overall market gained 17.9%. These lower returns were attributed to overconfidence.

A 2014 paper (revised 2019) titled “Learning Fast or Slow?” analyzed the complete transaction history of the Taiwan Stock Exchange between 1992 and 2006. It looked at the ongoing performance of day traders in this sample, and found that 97% of day traders can expect to lose money from trading, and more than 90% of all day trading volume can be traced to investors who predictably lose money. Additionally, it tied the behavior of gamblers and drivers who get more speeding tickets to overtrading, and cited studies showing that legalized gambling has an inverse effect on trading volume.

A 2019 research study (revised 2020) called “Day Trading for a Living?” observed 19,646 Brazilian futures contract traders who started day trading from 2013 to 2015, and recorded two years of their trading activity. The study authors found that 97% of traders with more than 300 days actively trading lost money, and only 1.1% earned more than the Brazilian minimum wage ($16 USD per day). They hypothesized that the greater returns shown in previous studies did not differentiate between frequent day traders and those who traded rarely, and that more frequent trading activity decreases the chance of profitability.

These studies show the wide variance of the available data on day trading profitability. One thing that seems clear from the research is that most day traders lose money .

Millionaire Media 66 W Flagler St. Ste. 900 Miami, FL 33130 United States (888) 878-3621 This is for information purposes only as Millionaire Media LLC nor Timothy Sykes is registered as a securities broker-dealer or an investment adviser. No information herein is intended as securities brokerage, investment, tax, accounting or legal advice, as an offer or solicitation of an offer to sell or buy, or as an endorsement, recommendation or sponsorship of any company, security or fund. Millionaire Media LLC and Timothy Sykes cannot and does not assess, verify or guarantee the adequacy, accuracy or completeness of any information, the suitability or profitability of any particular investment, or the potential value of any investment or informational source. The reader bears responsibility for his/her own investment research and decisions, should seek the advice of a qualified securities professional before making any investment, and investigate and fully understand any and all risks before investing. Millionaire Media LLC and Timothy Sykes in no way warrants the solvency, financial condition, or investment advisability of any of the securities mentioned in communications or websites. In addition, Millionaire Media LLC and Timothy Sykes accepts no liability whatsoever for any direct or consequential loss arising from any use of this information. This information is not intended to be used as the sole basis of any investment decision, nor should it be construed as advice designed to meet the investment needs of any particular investor. Past performance is not necessarily indicative of future returns.

Citations for Disclaimer

Barber, Brad M. and Odean, Terrance, Trading is Hazardous to Your Wealth: The Common Stock Investment Performance of Individual Investors. Available at SSRN: “Day Trading for a Living?”

Barber, Brad M. and Lee, Yi-Tsung and Liu, Yu-Jane and Odean, Terrance and Zhang, Ke, Learning Fast or Slow? (May 28, 2019). Forthcoming: Review of Asset Pricing Studies, Available at SSRN: “https://ssrn.com/abstract=2535636”

Chague, Fernando and De-Losso, Rodrigo and Giovannetti, Bruno, Day Trading for a Living? (June 11, 2020). Available at SSRN: “https://ssrn.com/abstract=3423101”