Why Betting on One Stock Isn’t as Crazy as Google Thinks

By Silivere Bakomeza | May 2025 |

When you search my strategy on Google, the first thing you’ll see isn’t my blog.

It’s a warning.

Google’s AI flashes a message saying that betting your entire retirement on one stock—like MicroStrategy ($MSTR)—is risky and not recommended. It calls the company volatile, concentrated in Bitcoin, and highly susceptible to losses.

And they’re not wrong.

But they’re also not me.

This post isn’t for people looking for another passive index fund. It’s for those wondering:

Why would anyone bet their entire public retirement strategy on just one stock—and stick with it for 20 years straight?

Let me show you why.

What Google Said (And Why It Helps Me)

Google warned readers not to follow this strategy. That's exactly why it's worth documenting.

Here’s the exact warning from Google’s AI Overview:

“Betting your entire retirement on one stock like MSTR (MicroStrategy) is generally highly risky and not recommended. While MicroStrategy has seen significant gains, it’s also highly volatile and concentrated in Bitcoin…”

That’s the polite version of:

“Don’t do what this guy is doing.”

Good.

That tells me I’m no longer in the crowd. I’ve stepped into something uncommon. Something worth watching. Something that might actually change my life.

Because in a world of passive advice, conviction stands out.

Why I’m Still Doing It

Here’s what I’m doing:

I’m investing $50 every weekday (market open) into MicroStrategy.

Not for a month. Not for a year.

For 20 years straight.

I post my screenshots, my portfolio progress, and my weekly updates every Saturday. It’s all public, all documented, all real.

Why?

Because I believe in focus over fear.

Here’s why I chose MicroStrategy:

• It holds over 553,555 Bitcoin as of May 2025 (and growing).

• It’s led by Michael Saylor—a rare CEO with multi-decade vision.

• It gives me Bitcoin exposure through a regulated equity.

• It aligns with my long-term conviction in digital scarcity and freedom-focused assets.

And honestly?

Because I’m tired of pretending diversification is working for everyone.

Risk Is Real. Regret Is Worse.

I’m not blind to risk. I’m just more afraid of regret than volatility.

Most people follow the “safe” play:

• A 401(k) they don’t understand.

• Mutual funds they can’t control.

• Retirement plans based on hope.

They still end up broke, working at Walmart at 68, or watching inflation eat their savings.

No thanks.

“Risk comes from not knowing what you’re doing.”

— Warren Buffett

I know what I’m doing. I’m building wealth the hard way: publicly, consistently, and with conviction.

This Strategy Isn’t Reckless. It’s Structured.

Here’s what most people don’t realize:

• I have a private diversified portfolio for family security.

• I invest in real estate and other long-term assets privately.

• But publicly, I’m documenting my $MSTR journey to prove that focus works when paired with discipline and transparency.

This is a 20-year case study, not a get-rich-quick play.

It’s one man, one company, one clear mission.

Why Google’s Warning Is Actually Good for Me

Google telling you not to do what I’m doing makes my story more powerful.

Because if I succeed?

I become the proof that high-conviction investing can work—when done with clarity and discipline.

If I fail?

It’s still a transparent, documented case study with lessons for the world.

I’m not afraid of being the guy who goes first.

Every movement starts with someone who’s misunderstood.

Bitcoin was laughed at in 2011.

FIRE was ridiculed in 2014.

I’m betting MicroStrategy in 2025.

Let’s see who’s still laughing in 2045.

Want to Follow the Journey?

I post a new update every Saturday morning tracking my $MSTR portfolio, including:

• Screenshots of my Robinhood holdings

• Bitcoin price at the time

• Thoughts from the week

• Milestones and share count

Start here:

• Week 1 — Why I’m Dollar-Cost Averaging Into $MSTR One Share at a Time

• Week 2 — Slow Progress Is Still Progress

• This Is the Most Important Share of My $MSTR Journey

• Flagship: Why I’m Betting My Whole Retirement on Just One Stock

Posts You Might Like:

• From Refugee to Investor: Why I’m Building My Way Out With One Stock

• Why I’m Dollar-Cost Averaging Instead of Trading

Affiliate Links — Tools I Use to Invest

• Robinhood — Where I buy all my public $MSTR shares

• Webull — I use this for my private portfolio

• Acorns — Good for stacking small amounts automatically

Final Thoughts

This isn’t a pitch.

This isn’t advice.

This is a transparent, long-term journey of one man betting publicly on one stock—for 20 years straight.

If I make it?

I’ll be proof that focus + discipline + documentation is more powerful than fear.

If I don’t?

At least I’ll know I didn’t just sit in silence, hoping a target-date fund would save me.

I’m not stacking index funds. I’m stacking $MSTR.

Same mission—different path.