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Success Stories

Husband, Dad, Millionaire Trader, and Mentor

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Written by Timothy Sykes
Updated 4/18/2022 10 min read

It was never about the money for Roland. Well, it sort of was. Otherwise, why else would he get into day trading?

What I mean is that he never thought he’d become a professional day trader with over $1 million in profits. Check out Roland’s Profit.ly to follow his trading journey.

He always wanted to be a professional soccer player. But an ankle injury destroyed those dreams.

In that way, Roland and I are a lot alike. I hoped to be a pro tennis player until an injury forced me to quit. My dad now affectionately calls it my “million-dollar injury,” because when I was recovering, I started day trading. But let’s get back to Roland.

After a short-lived career in Croatian soccer, he moved back home and married his high school sweetheart.

The problem? He quit college to go pro. He was jobless and without a degree. A 9-to-5 job helped him scrape by and support his family. But he deserved more. And he knew it.

That’s where his trading journey began …

The Beginnings of a Millionaire

roland wolf in italy on boat
© Millionaire Media, LLC

Let’s check out Roland’s story.


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  • 2016 is the year Roland starts trading. He first gets lucky with an $800 account. But luck isn’t enough. “There must be a strategy to this,” he thinks.
  • He finds my Trading Challenge … and ignores a ton of scammers along the way. Roland appreciates my students’ testimonials and my transparency.
  • He subscribes to Pennystocking Silver. I encourage students to take it slow. Day trading isn’t for everyone. I’m glad Roland took his time.
  • Upgrades to a $4,000 account but keeps losing. Roland admits he tried to follow my trade alerts. That’s what I tell my students NOT to do. I share trade alerts so you can follow my process. Thankfully, Roland picked up the error fast.
  • The study grind begins. Roland knows he isn’t doing enough to succeed. He often rolls out of bed a few minutes before the market open. He realizes he has to change his lifestyle, so he starts…
    • Studying 17 hours a day
    • Making watchlists before going to bed
    • Waking up early


  • Roland joins the Trading Challenge. So far he’s learned day trading basics but he wants to learn more and study with other mentors, too. That’s the great thing about my Challenge. You get the perspective of multiple millionaire traders.
  • This year, his account totals more than $200,000. That’s more than four times his salary working the 9-to-5 job. So he quits. It’s a dream moment for day traders.


Check out this video where I surprise him for his big milestone…

Roland’s Favorite Strategies

I teach my students to trade penny stock patterns, but we all have a different sweet spot. If you join my Challenge, you’ll see that each of my students trades these stocks a little differently.

That’s the beauty of this niche — there are so many ways to profit if you put in the work.

Here’s what Roland likes …

And his education continues. Lately, he’s been looking at long-term strategies for big parabolic moves.

3 DVDs That Changed Roland’s Trading Forever

Read More About Roland’s Journey

Roland Wolf on plane and looking at charts
© Millionaire Media, LLC





Watch and Learn With Roland

roland wolf teaching stock trading with entries and exits
© Millionaire Media, LLC

What Does He Do Now?

Since passing $1 million in profits, Roland has slowed down — a bit. He’s a mentor with his own trading education program.

And above all else, he’s a family man with a wife and four kids to look after.

Trading is still his passion, and it allows him to live the life he wants.

When the markets are slow, he goes golfing. And thanks to the flexible schedule, he’s able to put his family first. They’re the reason he got into day trading in the first place. It wasn’t about wanting a million bucks for himself. He wants to support his loved ones.

You can learn from Roland by joining his Trading Accelerator. You’ll be able to study alongside him to help shorten your learning curve. Learning to day trade is all about filling in knowledge gaps … Why not learn from one of the best?

How to Trade Like Roland

© Millionaire Media, LLC

Roland is a careful trader.

He took my #1 rule to heart from day one: cut losses quickly.

He lost a bit in the beginning. But that’s part of the process. The good thing is he worked hard to control his losses. He never let his position fall too much.

That’s a great lesson!

The longer you can stay in the game, the more you can learn. Roland learned to become self-sufficient because he was so cautious.

He’s cautious now too, only taking a trade when he has an edge.

That’s how I teach all of my students. I call it trading like you’re retired. Don’t come out of retirement unless there’s a setup too good to miss.

The Trading Challenge

millionaire students
© Millionaire Media, LLC

I feel honored to have helped pave the way for Roland and so many other millionaire students. But I can’t take all the credit.

It takes a lot of work to become a self-sufficient day trader. Sure, the right mentor makes a huge difference. But I don’t hold anyone’s hand.

Always remember that 90% of traders lose.

When it comes to the stock market, it’s do or die. If you want to make it in this niche you’ll figure that out sooner or later. No one’s here to push you to work harder. You’re on your own.

So what do you say? Think you’re ready for the journey of a lifetime?

Apply for the Trading Challenge today!

You could be my next millionaire student. But we won’t find out until you start studying.

What do you think? Can anyone do this? Comment below!

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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”