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Success Stories

$2 Million Student Kyle Williams Took on a Private Jet

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Written by Timothy Sykes
Updated 4/18/2022 8 min read

Kyle’s Jet-Setting Lifestyle: Key Takeaways

  • His grandparents’ dog died. See how my $2 million+ profit student cheered them up*…
  • How Kyle avoids the ‘idiot short seller’ trap…
  • Why Kyle gives back so much to the Trading Challenge community and beyond…

Kyle’s Flying High!

© Millionaire Media, LLC

Can we talk about the awesomeness that is Kyle Williams for a minute?

For starters, he’s not your average short seller.

So many short sellers out there are trigger-happy idiots. They seem to love blowing up their accounts by trying to guess the top on hot runners.

Kyle spent years developing a strategy and trading style that works for him…

And he’s killing it.

I love what Kyle’s achieved. But what I love even more is his willingness to share — both his trading knowledge and the spoils of his success.

Take a look at what Kyle’s been up to lately…

Sharing Is Caring

Recently, Kyle gave his family an incredible gift…

Jet-Setting With the Fam

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A few weeks ago, Kyle and his family surprised his grandparents with a private jet ride.


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A post shared by Kyle Williams (@kyle_cwilliams)

Kyle’s grandparents were going through a rough patch. Their dog had just passed away. And they had mounting personal medical concerns.

Kyle knew his grandfather had always dreamed of riding on a jet. So he decided it was time to make that dream a reality.

It ended up being the experience of a lifetime for his entire family…

But that’s not the only way Kyle has given back recently.

Giving Back to the Trading Challenge Community

There’s no excuse to NOT learn when students like Kyle provide so much incredible educational content.

For one, he uploads thorough monthly trading recaps. Don’t miss these lessons and the opportunity to learn from such an accomplished trader!

Check out Kyle’s latest monthly recap here.

Kyle also actively engages with the trading community on Twitter

He’s also one of the co-hosts of the amazing TWIST podcast. Don’t miss the latest episode:

For those of you who are interested, Kyle has a new chat room on StocksToTrade, too — Breakouts and Breakdowns.**

There, you can get trading insight and watchlists from Kyle and my other top students and millionaire traders Jack Kellogg (see his trades here) and Mariana (see her trades here)*…

Charitable Donations

As busy as Kyle is, he still finds time to make the world a better place.

Recently, he’s made a series of charitable donations using his trading proceeds.* I commend him on his contributions … and on his use of big checks!

Loving Life and Staying Steady

Kyle’s in a great place right now. He’s established himself as a trader, but he still makes time for the things he cares about, like friends, family, and travel.

In fact, he recently joined me and several other top students in Italy…

But mostly, he’s focused on preserving his capital and continuing to learn, grow, and improve. I can’t wait to see what the future holds for this talented young trader!

How are you inspired by Kyle’s work-life balance and how he gives back? How hard are you willing to study to work toward the life of your dreams? Leave a comment below and congratulate Kyle on his continued success! 


*Results are not typical and will vary from person to person. Making money trading stocks takes time, dedication, and hard work.  Most who receive free or paid content will make little or no money because they will not apply the skills being taught. Any results displayed are exceptional. We do not guarantee any outcome regarding your earnings or income as the factors that impact such results are numerous and uncontrollable.

It takes years of dedication, hard work, and discipline to learn how to trade. Individual results will vary. Trading is inherently risky. Before making any trades, remember to do your due diligence and never risk more than you can afford to lose. I’ve also hired Kyle Williams, Jack Kellogg, and Mariana to assist in my education business.

**Please note I’m an investor in StocksToTrade and I proudly helped develop it.

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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

* 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”