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Tim Grittani’s Epic Grind From Gunslinger to Multimillionaire

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Written by Timothy Sykes
Updated 4/17/2022 4 min read

In 2011, Tim Grittani was a 20-something Midwestern insurance agent who’d just joined the Trading Challenge. He understood the opportunity in penny stocks right away, but didn’t yet have discipline — and he blew up his account. That’s when Grittani dug in, tracking his data to learn from his mistakes. One year later, he made his first million. As of 2022, he’s made over $13.5 million in trading profits!


“Trading is about having two things: Strong conviction that the move will go in your favor and a clear risk level to use in case you’re wrong. It’s not about calling it right every time.” 

— Grittani in the Trading Challenge chat room, April 20, 2020



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Grittani joins Pennystocking Silver, then upgrades to the Trading Challenge. He spends his first three months studying … then blows up his first account.


Grittani starts a trading journal to track his data and finds what works and what doesn’t. He becomes profitable.


Ends the year as my second millionaire student!


Although he makes more than $1 million, Grittani considers it one of his worst trading years. Case in point: a monster $290K loss on Lakeland Industries, Inc. (NASDAQ: LAKE).


Releases his legendary “Trading Tickers” DVD.


Goes exponential, earning $400K in the first two months. Crosses $4 million in profits.


Finishes the year up $7.5 million.


$9 million…


Grittani smashes through $10 million … $11 million … $12 million … $13 million. And that’s all while spending more time with his wife and two young kids!


Releases “Trading Tickers 2” DVD, updating his hailed strategies for a shifting market.


Grittani extensively tracks his trading data and adapts to market conditions — from going long on penny stocks to shorting listed stocks.


  • Started trading with $1,500 in 2011
  • Almost a 68% win rate
  • Over $13.5 million in lifetime profits
  • Average gain over $4,300 per trade
  • Average percent gain of over 7% per trade

Trading Superpowers

  • Flexibility in going short or long
  • Maintaining discipline while going in BIG

Learn More About Grittani

Need to see the numbers for yourself? Check ’em out:

Trade Tickers With a Legend!

Study Like the GOAT

Tim Grittani studied his butt off in my Trading Challenge. He’s far surpassed me in trading ability — and I couldn’t be more proud of him. In fact, I think he’s an incredible source of inspiration for what’s possible with discipline, dedication, and commitment.

Ready to learn like Grittani? Apply for my Trading Challenge. You’ll gain access to the same resources where you can hone your penny stock and day trading skills — with DVDs, webinars, live trading, and much more. See you in the chat room.

What did you learn from Grittani’s story that you can apply to your own trading? Let me know in the comments!

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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. 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”