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What Is the Tim Sykes Trading Challenge?

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Written by Timothy Sykes
Updated 7/14/2026 8 min read

The Tim Sykes Trading Challenge is my trading education program. It’s where I teach the strategy I’ve used for more than two decades: trading volatile penny stocks with small positions, cutting losses quickly, and treating every single trade like a lesson.

Apply for the Challenge here!

Let me be clear about what it’s not. It’s not a stock-picking service. I don’t hand you tickers and tell you to buy. I’ve said it a thousand times: do not follow alerts from me, do not follow alerts from anybody. The whole point of the Challenge is to make you a self-sufficient trader who doesn’t need me.

If you’ve been reading third-party reviews trying to figure out what this program actually is, here’s the answer from the source.

What You Get Inside the Challenge

The Challenge is the deepest program I offer. Here’s what’s inside:

Live weekly webinars. I teach live every week, with prepared lessons and homework. Challenge moderators and top students teach their own sessions too. Can’t make it live? Every webinar is recorded and archived.

The full video archive. Over 7,000 video lessons and webinars, recorded by me and my Challenge moderators over the years. That includes more than 100 webinars from $26 million trader Jack Kellogg and 50 webinars from $13 million trader Tim Grittani, my most successful students ever.* This archive is the closest thing to compressed screen time that exists in this niche.

The Challenge chat room. I share my trades in real time, with commentary on my thinking, my entries, my exits, and yes, my mistakes. I’m proud to be a transparent trader in an industry full of fakes. You also trade alongside moderators and a community of students who take this seriously.

My complete video courses. Everything from PennyStocking and PennyStocking Part Deux through TIMfundamentals and Learn Level 2. These courses are the foundation of what I teach.

The community. Many of my top traders started in the Challenge and now give back by helping newer students. I think it’s the best place to learn and share your trading journey.

Who I Accept (and Who I Turn Away)

The Challenge is application-only. I don’t accept everyone, and I’m not looking for more students just to have more students.

The students who do best here study before they trade. My top students watched hundreds of hours of lessons before risking real money. They start small. They expect to be wrong a lot in year one. They care more about the process than any single trade.

Apply for the Challenge here!

Now, who should NOT apply? I’ll save you the time:

If you want hot picks handed to you, this is the wrong place. If you can’t afford to lose the money you’d trade with, do not trade at all. And if you think this is a shortcut to easy money, read the research at the bottom of this page. Most day traders lose money. My entire strategy exists because of that fact, not in spite of it.

How the Challenge Compares to My Other Programs

I get this question constantly, so here’s the honest breakdown.

Weekend Windfalls is my favorite stock market hack — buy on Friday and let the weekend work for you!

Jack Kellogg’s Retirement Trader Masterclass takes my advice to “trade like a retired trader” to a whole new level! In this course, Jack shows how he built a $10,000 IRA account up to $4.1 million in just over a year… enroll today for just $1!

The Trading Challenge is everything: the alerts, the full archive, the live weekly webinars, the chat room access, the courses, and the community. If you’re serious about learning to trade as a skill, this is the program built for that.

Is the Trading Challenge Worth It?

I’m biased, so let me answer a different way.

What you’re paying for is the compression of 25+ years of my screen time into a structured curriculum, plus live access to me and to traders currently working these exact setups. Whether that’s worth it depends entirely on the work you put in. Students who treat this like a Netflix subscription get Netflix results.

Some students have done exceptionally well. Tim Grittani started with $1,500 and turned it into millions.* Jack Kellogg joined straight out of high school, working as a valet, and became my youngest millionaire student.* I love these stories. But understand: these results are NOT typical. These traders put in obsessive study hours over years, and most traders lose money. Anyone who promises you otherwise is selling you a fantasy.

I don’t promise profits. There are never any guarantees in trading. What I promise is this: if you cap your risk, follow your plan, and put in the study time, you give yourself a real shot. That’s the deal.

What It Costs

The Challenge is priced as a premium program because of what’s in it, and pricing depends on the tier and format you choose. The application process exists so we can talk about whether the program fits you before any money changes hands.

If you think you’ve got what it takes, apply for the Challenge today!

Frequently Asked Questions About the Trading Challenge

Do you give stock picks?

No. I share my own trades transparently so you can study my process, but I teach you to build your own watchlist and your own style. Following anyone’s picks blindly is how accounts die.

How much money do I need to start trading?

Less than you think. Some of my top students started with a few thousand dollars. What matters more than account size is protecting what you have while you learn. Small accounts force discipline, and discipline is the skill.

Do I need a specific broker?

No. Every broker has weaknesses. The job is picking the least-worst one for your account size and strategy. Read my guide to the best brokers for day trading before you open anything.

Can I join from outside the US?

Students trade from all over the world. Broker access varies by country, so research what’s available where you live before you apply.

How much time does this take?

More than a hobby, less than you’d fear. My most dedicated students study a few hours a day, especially early on. If you can’t commit real study time, save your money and start with my free resources, like Penny Stocking 101 and my guide on how to invest in penny stocks.

What should I study before applying?

Start with the free stuff. Read my penny stocks to watch page to see how I frame setups, watch my YouTube lessons, and see if this style of trading actually fits you.

How to Apply

If you’ve read this whole page and you’re still here, good. That’s the first test.

I want students with passion and work ethic, who want to learn a skill, not chase a lottery ticket. If that’s you, apply for my Trading Challenge today and tell me why you belong here.

*Past performance does not indicate future results


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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.
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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”