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Week 22 of My 20 Year $50 a Day Strategy Journey Steady Growth Toward the Next Checkpoint

  • Writer: Silivere Bakomeza
    Silivere Bakomeza
  • Sep 20
  • 3 min read

This post is part of my ongoing 20 year, 50 dollars 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 21 Strategy Update.



Another Week Another Step Closer


This was the first week my portfolio touched $7,000. Strangely, I did not feel much of a milestone because in my mind the real checkpoints are still ahead $10K for the first five-digit portfolio and 25 shares which mark a quarter of the 100-share target.


Still, the feeling is good. I know I am getting closer, and each week of ownership builds the foundation for those bigger milestones.

Week 22 Strategy MSTR portfolio screenshot showing 21.18 shares worth $7,305 with a total return of -8.11 percent.
Week 22 - First time crossing into the $7K range. The portfolio is still negative overall, but the discipline is compounding, and the next checkpoint is in sight.

Building Shares and Value Week After Week


Twenty-two weeks in, it sometimes feels like I have been doing this forever. But when I zoom out, I realize the journey is still young. This is only the start of a 20-year system and there is plenty left to prove to myself.


The difference is clear though every single week I own more. That ownership is what compounds, not emotions.

A chart titled Strategy Journey showing shares growth in blue bars and portfolio value in green from Week 1 to Week 22. Shares rise from 0.73 in Week 1 to 21.18 in Week 22, while the portfolio value grows from 268 dollars to 7305 dollars, highlighting the compounding effect of consistent daily investing.
Strategy journey after 22 weeks: 21 shares owned and a portfolio crossing 7300 dollars. The discipline of daily investing shows up clearly when shares stack week after week.

If you want to see where this all started check out The First Share of My Strategy Journey.


And if you want the full blueprint my Strategy DCA Flagship Post breaks it all down step by step.



What the Market Gave This Week


The Fed cut interest rates by 0.25 percent this week and the market reacted. Strategy closed stronger and even though my portfolio is still in the negative it is improving.


Last week I was down 12.28 percent. This week it closed at -8.11 percent. Not yet green but definitely moving in the right direction.

BakoBar Week 22 chart comparing weekly performance: Strategy Inc. up 4.13%, QQQ up 2.48%, SPY up 0.83%, Gold up 1.46%, and Bitcoin down 0.49%.
BakoBar Week 22: Strategy Inc. surged +4.13%, leading QQQ, SPY, and Gold, while Bitcoin slipped -0.49%. Discipline still wins the week.

For context you can also read about Week 10 of My Journey when I crossed 10 shares. That milestone was the first real psychological checkpoint.



The Discipline That Matters


Twenty-two weeks means I have bought every single day for over five months including weekends and holidays. That is what separates speculators from builders.


The one lesson I keep coming back to is this


  • Adopt a system

  • Invest intentionally not emotionally

  • Give it time for your investments to mature


When you do that checkpoints stop feeling like pressure. They become proof.



The Road Ahead


The next checkpoint is clear


  • $10,000 portfolio value my first five-digit milestone

  • 25 shares a quarter of the way to 100


This week was simply one more brick in the foundation. Ownership is stacking, emotions are quiet, and the system is carrying me forward.



FAQ


Q: Do you ever time the market

No. I buy daily 365 days a year. My system is about removing emotion and letting discipline win.


Q: How can I set up something like this

You can start with as little as $1. Tools I use include



Q: Why Strategy and not another stock

Because it gives me long term Bitcoin exposure through ownership while also letting me track share accumulation as a psychological anchor.



Final Word


22 weeks in, I know this the system works. Not because I am rich yet but because I am consistent. The checkpoints will come $10K ,25 shares, 50 shares ,100 shares. What matters is I am still here still buying still building.


If you want to see how this looks in the long run bookmark my full Strategy DCA System Post. That is the playbook behind every weekly update.


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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