There Is No Bad Time to Buy Bitcoin: Here’s the Proof

There Is No Bad Time to Buy Bitcoin: Here’s the Proof

Ever since I first recommended bitcoin in April 2016 at $400 and change, people have given me excuses about why they’re waiting to buy.

These excuses are usually along the lines of, “Bitcoin has gone up too much for me to buy it now…” Or, “I’ll wait until it gets cheaper.”

Then I have another cohort of folks who have said to me, “Sure, it makes sense to buy bitcoin, but I have lousy timing. I always buy the top. So I’m staying out.”

Back in 2016, I explained to my readers that timing didn’t matter.

After I sold Oracle stock too early in the 1990s only to watch it skyrocket over the next decade, I learned over the long term, timing was immaterial. You could have bought every high in Oracle from 1986 until 1998 and still made money.

I explained to my readers that when you get into a megatrend early, the power of the trend will bail you out of bad timing. The bigger risk is not being invested at all.

Throughout 2016 and 2017, I hammered that message on bitcoin all the way up from $400 to $700… $1,200… $2,000… $5,000… and yes, even to $20,000.

Sure, the bear market that followed in 2018 was rough. We saw BTC drop to a low of $3,500. But the same thing happened to me in the early 1990s with Oracle.

I watched my Oracle shares drop 80%. But Oracle had the massive internet adoption trend behind it. And of course, it came roaring back. By the end of the 1990s, Oracle had gone up as much as 14,000%.

Back in the early 1990s, I was too young and too inexperienced to really understand the upside potential I had in my Oracle position. So I let myself get shaken out of it. That’s a decision that added 20 years to my wealth-building journey.

Think about that.

I had the winning lottery ticket… And I blew it. It took 20 more years of working and investing to make what could have been mine by the end of the 1990s.

I wasn’t going to make that same mistake again with bitcoin.

So even though many of my readers were very upset with me, I faced them squarely and told them to not only hold, but to buy more. I told them it would be emotionally difficult… But it would change their financial life if they listened to me.

I explained to them that bitcoin would eventually see mass adoption. I said it would become a widely held financial asset because it possessed attributes not found in any other asset class.

Attributes such as having a fixed limited supply, censorship resistance, no requirement for a trusted third party, instant portability, and the ability to self-custody.

I explained how the world would one day highly prize these unique traits. All we had to do was be patient, and time would do all the work for us.

Since the 2018 lows, bitcoin has risen as much as 32x. And it’s been up as much as 280x since my original buy recommendation at $400 and change.

But what if you had terrible timing and bought each year at the highs?

What then?

The Terrible Timing Test

Let’s look at two fictional characters. I’ll call them Terrible Timing Tim and Bumbling Bob.

Both investors are highly emotional. They let FOMO sweep them in at the exact wrong time. In fact, their timing is so bad, they buy at the absolute peak.

Terrible Timing Tim decides to buy the S&P 500. He invests $1,000 each year, but every year, he can’t help himself. He buys the top of the market.

His buys look like this:

Bumbling Bob isn’t much better. His timing is just as horrible; except he decides to only buy bitcoin.

He invests $1,000 per year from 2016 through to 2024. He gives in to FOMO every year at the absolute high like clockwork.

That means Bob would have paid the following prices in each year:

By July 2025, Bumbling Bob would have invested a total of $9,000 into bitcoin, and Terrible Timing Tim would have invested $9,000 into the S&P 500.

Let’s run the numbers to see who came out on top…

Over a decade, Terrible Timing Tim’s $9,000 portfolio turned into $15,638. That’s a total return of 74% and an average annual return of 6.3% from the S&P 500.

Not bad, right? Tim nearly doubled his money despite buying at the worst possible times.

But what about Bumbling Bob and his bitcoin trade?

He bought the absolute high in BTC every year from 2016 until 2024. He had the worst timing in the world in one of the most volatile assets in the world.

Surely, he must have sustained devastating losses, right?

For more than a decade, everyone from JPMorgan Chase CEO Jamie Dimon, Warren Buffett, and the late Charlie Munger to the International Monetary Fund and central banks has called anyone who buys bitcoin an idiot, criminal, or an immoral person.

All of them would have told you to buy the S&P 500 instead of bitcoin.

And yet, Bumbling Bob did much better than Terrible Timing Tim.

Even with the worst timing possible, his $9,000 total investment in bitcoin had a portfolio value of $142,564 after nine years. That’s a total return of 1,484% and an average annual return of 36%.

Let me break this down in plain English…

Bob made 9x more money and had an average annual return 5.7x higher than Tim’s return. Even with the WORST possible timing, Bob turned $9,000 into $142,564.

And remember – both these investors had absolutely terrible timing. They bought at the peak of every single year for nine straight years.

Friends, this hypothetical example shows you the power of what I call “asymmetric investing.” It’s a strategy I’ve used over the years to magnify my wealth very quickly without putting my current lifestyle at risk.

Think of it this way: Symmetrical risk is where you bet $1 to make as much as $1 – at most, a 100% return… Asymmetric risk is where you bet $1 to make $100, $1,000, or even more.

This investment approach allows you to take a small amount of money and greatly amplify it. And if you find an asymmetric idea that’s part of a long-term megatrend – like bitcoin – YOUR TIMING DOES NOT MATTER AT ALL.

The trend will always bail you out.

The Hidden Truth About Asymmetric Opportunities

There are three takeaways from this little story that demonstrate the power of getting into a large-scale trend early:

The benefits you achieve by investing in asymmetric assets riding a megatrend is why I’ve been pounding the table on bitcoin for years.

Traditional asset managers will tell you that timing is everything. They’re wrong.

Asset selection is everything.

When you’re dealing with assets that have the potential to go up 10x, 50x, or even 100x, timing becomes almost irrelevant over long periods.

The S&P 500 has been a fantastic investment for decades. No question about it.

But bitcoin? It’s operating in a completely different universe.

If you’re reading this and thinking, “I always buy at the top,” or “I have terrible timing,” I want you to understand something:

With bitcoin, your timing doesn’t have to be perfect.

The difference between Tim and Bob wasn’t their timing – it was their choice of asset class. Both of them bought at peaks. Both held their assets for years. And both carried out dollar-cost averaging in the worst possible way.

But one chose an asset that was bound by the laws of traditional finance... And the other chose an asset that was rewriting those laws entirely.

Bottom line: Since 2016, even the worst bitcoin investor has generated returns that crushed the best traditional investments.

That’s the power of investing in asymmetric assets that are married to a megatrend. That’s the power of being early to revolutionary technology.

The next time someone tells you about their “terrible timing,” remind them of Bob’s story. Because sometimes being early and staying invested is more important than being right about perfect timing.

And sometimes, the “worst” investment decision you can make in a revolutionary asset class is still better than the “best” decision you can make in a traditional one.

Let the Game Come to You!

Big T

P.S. Despite the mass adoption we’re seeing in bitcoin, many altcoins have significantly underperformed this year. But I believe we’re about to see a massive turnaround.

By the time people realize what’s happening, it’ll be too late. That’s why I’m holding a special briefing on Wednesday, July 23 at 8 p.m. ET.

During this briefing, I’ll reveal an upcoming catalyst I believe will jumpstart altcoin season… plus my blueprint to profit from it.

I’ll also give away a recommendation completely free. It’s a coin that will get a boost from this catalyst… So there’s a lot of upside potential.

Go here to reserve your spot and be sure to share these details with your friends and family, so you can help prepare as many people as possible for the coming catalyst.