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Trading Lessons

Would You Flip a Coin for a Million Dollar Bet?

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Written by Timothy Sykes
Updated 1/29/2026 6 min read

Millions of dollars change hands every day right now. All from seemingly insignificant news.

In today’s market, a few simple words can lead to incredible gains for your account.

I’m not talking about the Fed’s interest rate decision, or updated comments about inflation …

Last Thanksgiving, during the annual presidential turkey pardon, a 26-year-old ex-CPA bet “no” for the words “stuffing” and “cheaper” in the prediction markets.

As told by The New York Times, from his betting station in a NYC apartment, he then found an early tip from Associated Press that confirmed Trump would pardon the turkey named “Gobble” rather than “Waddle”.

Multiple wins from an otherwise unassuming yearly tradition.

Welcome to prediction markets. The newest and most electric style of “trading”.

I remember when cryptocurrency was the breakout sector all over the news. And don’t forget about NFTs. Who could forget the Bored Apes?

The two biggest prediction markets right now, Kalshi and Polymarket, topped $10 billion of monthly volume in November 2025. Which implies $300 million per day on average for that month.

The New York snowstorm in January 2026 boasted a volume over $5 million on one Kalshi weather contract.

This is big-time money.

And some of the bettors are cashing out in a big way.

Major businesses are starting to take notice too. Google and Yahoo Finance now both offer prediction market data.

It’s the equivalent of making a secret side bet with your buddy, but now you can bet on almost anything in the world, at any time, with anyone who’ll take your bet.

  • How is this legal?
  • How does it work?
  • Should I get involved?

Those were my thoughts exactly.

The Prediction Market

In the U.S., prediction markets can operate as “federally regulated derivatives exchanges” listing “event contracts” under the Commodity Exchange Act.

These markets are overseen by the CFTC (the same regulator that supervises futures).

Gambling services like sportsbooks are licensed state-by-state, specifically as gambling operations. Whereas event-contract exchanges are federal financial markets with prospectus-like rulebooks (called “rule filings”) and strict resolution criteria for how outcomes settle.

These federally regulated exchanges operate nationwide, but user access can still vary by state. Some states impose their own restrictions or enforcement priorities. Especially for certain product categories, like elections or sports-adjacent contracts.

In short, this is all 100% legal. And at least for the time being, it lends itself to insider trading.

Look at the headline below:

Source

There was also talk of a press conference with Press Secretary Karoline Leavitt that ended abruptly, coinciding with a bet on Polymarket that concerned the length of the conference.

There’s already a bill proposed to ban federal officials from prediction markets.

But the markets operate across all areas of life. Anyone involved in any of these bets has an opportunity to get in before the results are announced for the general public.

We’re talking about sectors like:

  • Politics & policy
  • Economics
  • Weather & natural events
  • Sports-adjacent
  • Business & markets
  • Entertainment & culture
  • Public health & science
  • Digital trends

The list is endless, as long as it has a clear and measurable outcome by a certain date.

Should We Get Involved?

top penny stocks list September 13, 2021 Tim Sykes drinks coffee in Positano Italy working on Mindset Master
© Millionaire Media, LLC

There’s a lot of money moving in this new market. And there’s a lot at stake.

In the story I read from the New York Times, the traders they followed spent most of their time online. They would research trends, look through history for data to support their position, and the best traders seemed to make a lot of money.

But I have an issue with this new market.

Yes, at face value, it sounds like the life of a stock trader.

  • The screen time.
  • The hours spent studying.
  • The success of the most dedicated.

I take issue with the hours spent studying …

Studying what?

In the story from the New York Times, the trader went through past Trump turkey pardons to see what kinds of words he included in those speeches.

That doesn’t satisfy me.

There isn’t a discernable pattern to follow for success in the prediction market.

The stock market is based on company value. Profits and losses. Sometimes hype and speculation, but it always comes back to the money.

More Breaking News

That makes it measurable. That allows us to build sample sizes of data over months and years to give ourselves better and better odds on the same setups that occur over and over again.

But There’s a Caveat …

tim sykes in yosemite
© Millionaire Media, LLC

Considering the nature of the prediction markets. The only time I’d support a trade is if you definitely had information that others didn’t.

Like if you were Barron Trump or one of the Delta Force soldiers on your way to pick up Maduro.

Otherwise, it’s not worth the time and energy. In The New York Times story, a trader said he spent 16 hours a day online.

That’s not healthy.

I tell all my students to study hard, but to reserve time to rest, recoup, and live life.

We get into trading to live more freely. Not to slave away in front of a screen.

Prediction market traders spend too much time online trying to defend their position because at their core they know: There is no pattern to follow.

It’s a really interesting corner of the market. But you won’t catch me trading it.

I stick to the same stock trading process that’s made me millions since I started over two decades ago.

The same process that my millionaire students use.

These patterns repeat over and over again.

Follow Along.

Or you can lose sleep over a Polymarket bet about who’ll win Song of the Year for the Grammys …

Your choice.

Cheers

 

 

*Past performance does not indicate 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”