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Money Market Funds Outperforming Saylor’s Bitcoin

Timothy SykesAvatar
Written by Timothy Sykes
Updated 3/31/2025 6 min read

Once again, Bitcoin is back in the news.

Already in 2025 …

  • Trump established a U.S. crypto reserve that includes Bitcoin.
  • Famous meme stock, GameStop Corporation (NYSE: GME) is closing stores and investing in Bitcoin.
  • Perhaps crypto’s greatest threat, the SEC’s Gary Gensler, is no longer standing in the way of meaningful crypto legislation/adoption.

And everyone’s turning to their friends in the financial sector for insight, because they all remember the Bitcoin millionaires of 2020 and 2021.

To explore the reaches of the current Bitcoin opportunity, let’s look at one of the most avid Bitcoin enthusiasts today, Michael Saylor.

Saylor’s company, MicroStrategy Incorporated (NASDAQ: MSTR) first purchased Bitcoin in August of 2020 at a Bitcoin value of $11,654.

(Saylor was ousted as CEO of MSTR in 2022 but he is still the majority share holder).

Saylor’s initial purchase is overlaid on the BTC chart below. Every candle represents one week:

BTC chart multi-year, 1-week candles Source: StocksToTrade

It looks like a pretty good entry …

At the current price levels in March/April of 2025, that’s a 610%* unrealized gain.

But that doesn’t tell the whole story of Saylor’s crypto journey.

And it doesn’t help unsuspecting traders make good financial decisions in today’s crypto environment.

The Truth About Saylor And Bitcoin

I would have asked Mikey Saylor to comment on this blog post that I’m writing about him.

But he blocked me on social media …

You can blame him, not me. It’s hard for some people to accept their mistakes. As you’re about to see 😆

Saylor’s company, MSTR, has never sold any of its Bitcoin.

In fact, MSTR continued to buy Bitcoin as it spiked upward. Look at the graph below that shows MSTR’s total Bitcoin holdings:

Source

Saylor’s MSTR acquired a lot of Bitcoin in 2024 and 2025 …

As a result, the company is holding 528,185 Bitcoins at an average purchase price of $67,458 per coin.

That means, his five-year position in Bitcoin now has an average return, in March/April 2025, of only 24%. Without any profits along the way.

Look … I’m not a Bitcoin hater. I want Bitcoin to spike. The volatility would be great for our small-account trading niche.

But holding Bitcoin blindly, like Saylor’s MSTR, is just plain stupid.

I’m not the only person who’s realizing Saylor’s flawed strategy … Look at the post on X below from another keen observer:

Source

The truth is: A trader could have invested in multiple market funds (with significantly more diversification) and realized larger returns than Saylor’s current five-year Bitcoin position.

Look at my post below for more details:

Where Saylor Should Have Put His Money

Instead of preaching his crypto position, and fooling new traders into HODLing … Saylor could have made better decisions with his money.

I know that he’s too busy hoarding Bitcoin to recognize his mistake. So I took the liberty myself to find investment vehicles that outperformed Saylor’s position.

It wasn’t hard.

Take a look at the simple mutual-fund scanner that I built in Etrade below:

Source

Those are just the first ten mutual funds. And they all show five-year returns over 24% …

Even the SPDR Gold Shares ETF (NYSE: GLD), an asset that tracks the price of gold bullions, shows a 50% gain since August 2020. Saylor should have bought real gold instead of digital gold 😆

And for the sake of comparison, in that same time, I grew my own overall trading profits by 40%

From $5,641,947 in August 2020, to $7,912,854 in March 2025.

I’ve also taken profits all along the way and donated them to charity.

And I’m not the only trader who did better than Saylor …

In the last five years I’ve helped to congratulate multiple millionaire traders.

Traders who grew their accounts, took profits, and traded the hottest stocks in the market with a process for success.

Michael Saylor might have a cool profile picture on X … But it doesn’t make up for his measly unrealized Bitcoin returns 😆

Traders, open your eyes! There is a process for success that doesn’t involve sketchy crypto positions.

I know. To you, it might feel like “this time is different”.

It’s never different.

I’ve been in this industry for over two decades. And in that time, I’ve always focused on the same process for profits.

It never involved HODLing sketchy assets.

Don’t listen to the silver-tongued Saylor. There are better ways to profit in the market.

Save your money for something that isn’t a ponzi scheme!

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”

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