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Week 33 of My $50 a Day Strategy Journey: The Market Is Testing My Will

  • Writer: Silivere Bakomeza
    Silivere Bakomeza
  • Dec 15, 2025
  • 3 min read

This post is part of my ongoing 20 year $50 a day investing series in Strategy (MSTR).

Each week I document the streak, the share growth, the portfolio value, and the discipline behind the system.

You can read last week’s update here:



Week 33 Snapshot


  • Shares Owned: 36.734572

  • Market Value: $6,546.84

  • Average Cost: $321.22

  • Total Return: $5,253.16 (negative 44.52 percent)


Week 33 Robinhood screenshot showing 36.73 shares of Strategy stock (MSTR), $6,546.84 portfolio value, and -44.52% return in the $50 a day investing journey.
Real-time proof from Week 33. Still buying daily, still showing up, even with a -44.52% return. The journey is bigger than the number.

This Week Felt Like a Psychological Test


This is the kind of week where the market doesn’t just test your wallet.

It tests your will.


Everywhere I look, someone’s trying to “rescue” me from this strategy.


“You should be buying Bitcoin directly instead.”

“Maybe it’s not too late to switch.”

“You could be saving the $50 and waiting for a better entry.”

“You’re down over 40 percent, maybe it’s time to stop.”


It makes sense. I’m documenting this publicly. My portfolio is bleeding. The red is loud. And when people see pain, they want to offer help. But here’s the part they miss:


I didn’t ask for opinions when I started this journey.


I designed this system with clarity and conviction, not consensus.



When You’re Down, the World Tries to Change Your Plan


The market will humble you.

Then people will try to fix you.

But they don’t know what you’re building.


I’m not here for short-term signals. I’m here for long-term conviction.


The difference? One reacts to noise. The other holds the line.


“Bar chart showing 33-week growth of Strategy portfolio value and share accumulation, reaching 36.73 shares and $6,546.84 by Week 33”
From 0.73 shares to 36.73 in 33 weeks. The portfolio might dip, but the ownership always goes up.

Even when the numbers are red, the shares keep growing. This is what ownership looks like.



Start Building Your Own Ownership Streak


If you’re ready to stop guessing and start building, you don’t need a perfect entry point.

You need a repeatable system.


I use Robinhood to automate my entire $50 a day investing plan.



You don’t have to invest like me. But you should build something that lasts.



Another Share, Another Step Toward 50


This week brought me closer to the next major milestone, 50 shares.


I now own 36.73 shares of MSTR, one disciplined buy at a time.


And from the looks of it, MSTR might have found a short-term bottom.

No guarantee of course, but that’s the beauty of a system like this.

It doesn’t require predictions. It just requires participation.


📈 You can’t time the market. But you can train your behavior.



Week 33 BakoBar Performance


Week 33 BakoBar comparing weekly performance of MSTR, BTC, QQQ, SPY, and Gold with MSTR up +4.23% and Bitcoin down -1.41%”
MSTR bounced +4.23% while Bitcoin dipped -1.41%. The market keeps testing your belief. That’s why we document every single week.

Even after a small bounce, I’m still under water. But the real chart I care about is this next one.



The Strategy Was Built for Weeks Like This


I didn’t build this system to look smart when MSTR pumps.

I built it to stay consistent when it crashes.


And guess what? It’s doing its job.


  • $50 a day, automatically

  • $100 extra every Monday (weekend coverage)

  • $50 on holidays

  • Manual Winter Top Ups when conviction is high


I call it the 365-day investor mindset.

Because Bitcoin trades 24/7, so does my discipline.


🧱 Read the full breakdown here:



If You’re Down, Too, Keep Going


When your portfolio is red, your strategy will get attacked.

You’ll doubt yourself. Others will doubt you even more.


But here’s the truth:

Nothing goes down forever.

And the market tests your will before it rewards your discipline.


I’m not investing for approval.

I’m investing for proof, that a 9 to 5 investor can build real wealth with real conviction.



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Final Words


This journey is for the underdogs and 9-to-5 workers who are told wealth is out of reach.


It is not about timing the market. It is about proving that discipline beats emotion.


Every $50 buy is a receipt of ownership, a brick in the foundation of long-term wealth.


If you want to follow along, subscribe to my weekly updates and join me as I build this position one share at a time.







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