Strategy (MSTR) Week 6 Update: I Broke My DCA Rule to Buy the Dip — Here’s Why

This week, I broke my rule.

Since starting my 20-year Strategy (formerly MicroStrategy) journey, I’ve committed to buying $50/day every market day — no matter what. That’s the heartbeat of this strategy. Discipline over drama. Boring over brilliant. Consistency over chaos.

But in Week 6 of 1040, I did something different. I made two lump sum buys — each for $500 — because the dip was just too big to ignore.

And I’m not going to pretend like it didn’t happen. I’m going to own it, break it down, and show you exactly why I did it — and how I’m still keeping this strategy alive long-term.

🔗 Missed last week’s update? Read Week 5 here

What I Did This Week

This week, I made my usual $50 daily DCA purchases — no change there. But on Tuesday, May 28, and Thursday, May 30, I added two lump sum buys of $500 each.

Here’s what that looked like:

MSTR dropped fast, and on May 28 I bought:

“Bought $500 at $361.74/share”

May 28,2025: Bought $500 worth of MSTR at $361.74-First lump sum of the week.

Then two days later…

“Bought $500 more at $367.10/share”

May 30, 2025: Another $500 lump sum, this time at $367.10 to average down

I was already DCA-ing $50/day on both days — but when I saw how far it dipped, I added the extra ammo.

Why I Broke My Rule

Let me be clear: this wasn’t some emotional gamble.

It was a calculated decision to average down during a rare drop.

Look at how MSTR moved this week:

MSTR dropped over 8% this week alone.

Snapshot after market close on 05/30/2025 close-shows full 8.19% drop during week 6.

And Bitcoin — the core driver behind Strategy’s (Formerly MicroStrategy) performance — also dipped sharply:

Bitcoin dropped 3.22% this week, dragging MSTR with it.

Snapshot after stock market on 05/30/2025 close-shows full 3.22% drop during week 6.

When I saw both assets bleeding like this, I paused.

I asked myself: “Is this a dip… or an opportunity to lower my cost basis while staying true to the mission?”

The dip was deep enough. The opportunity was rare enough. So I acted — twice.

But here’s the key:

I’m not making this a habit. This was a strategic deviation — not a pattern.

What I Learned

Even when it’s calculated, breaking the system comes with risk.

And here’s the truth most people won’t admit:

Every exception threatens the system if you don’t have strong boundaries.

I don’t regret the buys — they lowered my cost basis and added 2.74 new shares in total.

But I do see the risk of going off-script.

You break the rule once… and it gets easier to break it again.

So I’m using this moment as a mirror — to reinforce discipline, not abandon it.

This is the tension every investor lives in:

FOMO vs. Framework

My 5-Step Mistake Processing Framework

Whether you’re investing $5 or $5,000, you’ll slip up. What matters is what you do next. Here’s the framework I’m using to stay grounded:

1. Admit It Immediately

I broke my rule. Simple as that. No sugarcoating.

2. Break Down What Triggered It

The drop in MSTR and BTC aligned. I saw a rare double-dip opportunity and jumped in.

2. Extract the Principle

Only break the DCA system if the dip is rare, deep, and documented.

4. Reinforce the Long-Term System

No more FOMO buys unless it’s extreme. DCA remains the default, the identity.

5. Teach It to Someone Else

That’s what this post is. You’re watching me process it in real time.

Current Performance (Week 6)

Here’s what the portfolio looks like after 6 weeks:

Current holding after 6 weeks of DCA + 2 lump sums.

Visual Share Progress — Week 6

This chart shows my Strategy (MSTR) share growth over the first 6 weeks — from 0.73 to 7.86 shares. No guessing. Just stacking.

• Total Shares: 7.860781

• Average Cost Basis: $375.28

• Market Price: $366.60

• Market Value: $2,881.76

• Total Return: -$68.24 (-2.31%)

I’m temporarily down — but this is just week 6 out of 1,040.

Moving Forward: Locking Back into Discipline

I don’t regret the move — but I respect the risk.

That’s why moving forward, I’m locking into this rule:

No more off-schedule buys unless:

• Price drops over 10–20% in a week

• BTC also drops

• I have available funds without disrupting my other goals

• I document it publicly like this

The power of this journey comes from showing up every day, not chasing every dip.

Final Thoughts: Document Everything

Most people hide their mistakes.

They only show green days, big wins, and perfectly timed buys.

That’s not real. That’s not wealth. That’s marketing.

I want to show something different.

I’m building wealth by stacking MicroStrategy one share at a time — and I’m documenting the good, bad, and disciplined.

And if I ever slip again, I’ll show that too.

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The worst thing you can say if you want to build wealth is, “I don’t have enough money to start.”

That mindset will keep you broke. Start with $1. Stay consistent. Increase as you go.

I’m building this entire journey on daily habits — not hype.

You can do the same.

Start with Robinhood today and commit to showing up for your future — even if it’s just $1 at a time.