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Trading Lessons

Can Mistakes Make You a Better Trader?

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Written by Timothy Sykes
Updated 6/1/2026 5 min read

Recently I sat down with Mari, my first female millionaire student for an interview.

This time the tables were turned as Mari interviewed me for her YouTube channel.

Mari is another great example of a student-turned-master who is giving back by teaching others.

Watch the video and take notes.

Also, make sure you like it and subscribe to Mari’s channel.

First up, here’s the interview…

The Mistakes That Made Us Better Traders

The interview ended up being longer than Mari expected, so here’s part one..

The video is packed with lessons, but here are…

3 Mistakes That Made Me a Better Trader

One mistake I made early on (and I’ve seen a LOT of traders make) is…

You Can’t Fake It

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Let’s say your account is growing in a hot market. But it’s only because of the hot market, not because of you.

And because you don’t have proper risk management, when the market changes you lose everything.

I managed to navigate the big shift when the dot-com bubble burst. But I still lost more money than necessary.

Why? Because I didn’t know how to cut losses quickly right away.

I was making money in a hot market and when it changed, suddenly I was losing money.

You can’t fake it because eventually the market will expose your strengths and weaknesses.

That mistake is also kinda beautiful because you find out a lot about yourself (but you have to get introspective and blunt about who you are).

Never Go All In, Even When You’re Confident

My first six-figure win was in college.* The company was ISCO International (formerly Illinois Superconductor). The stock was delisted from the AMEX in 2010 after years of financial struggles.

Here’s the chart from December 1999 to May 2000…

Source StockCharts.com, ISO, 6-month, daily-candle, my first six-figure win
Source StockCharts.com, ISO, 6-month, daily-candle, my first six-figure win

You can see the big gap up on the chart in March 2000.

The company announced it was going to be on TV over the weekend. So, I thought, “Okay, this is going to be a hype play.”

It was already up from $5 to $17 on the week. I bought roughly 10,000 shares.

That was about three-quarters of my net worth at the time. That was stupid (and I DON’T recommend it).

I thought I could make $10,000 or even $20,000. That would have been my biggest gain ever.

But instead, it gapped up to $27. I made six figures in one day as a college freshman.

Another mistake I made was due to pure naivety…

More Breaking News

Never Fall In Love With a Company

My best friend’s dad had a company called Cygnus eTransactions Group, Inc. It traded under the ticker CYGT.

I believed in the technology (I had restricted AND unrestricted stock).

I was so invested because Cygnus had deals with AOL, Expedia, Six Flags, Universal…

It was an amazing company, right? Unfortunately, falling in love with the technology didn’t save the company from failing.

And as the company was failing, the stock kept going lower but I couldn’t sell my shares because it was so illiquid.

Eventually, my best friend’s dad got thrown out. The new CEO, Stephen K. Brown looked at me over coffee (with a straight face) and said “Don’t worry, Tim. Your investment is fine.”

A few weeks later I found out he’d bought the company out of bankruptcy, changed the company name, and somehow kept all the contracts.

Later he sold it for $100 million.

I was right about the technology, but I didn’t anticipate such a sleazy CEO (I wasn’t cynical enough).

I lost roughly $1 million. It was a tough lesson.

You have to expect the worst out of every company and every management team.

But that mistake helped me develop the plan where I only trade liquid, volatile stocks.

The hilarious thing is that Page Six ran an article called “Party’s Over for Hedge King.”

I used that as fuel when I started teaching.

Apply for the Trading Challenge

All my millionaire students came through the Trading Challenge.

If you’re ready to join Mari and the other traders we talked about in the interview…

Apply for the Trading Challenge Now

Fair warning: not everyone gets in.

Why? Because my team is meticulous about keeping scammers and people who aren’t ready to work hard OUT of the Trading Challenge.

Since you read this far, I’m guessing YOU want it bad enough that you’re willing to work your butt off.

Apply today.

See you on the inside

Cheers,

 

– Tim Sykes

 

*Past performance is not indicative of future results 



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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”