- The Pragmatic Investor
- Posts
- Pragmatic Friday: š£ MSFT at $3.7T ā What Could Go Wrong?
Pragmatic Friday: š£ MSFT at $3.7T ā What Could Go Wrong?

š Good Morning, Pragmatic Thinkers!
Everyone was watching the fireworks, but missed the fuse.
While headlines buzzed about Nvidia's AI supremacy and Teslaās CyberCab pivot, the real tension pulsed under the surface: Microsoft quietly stalled just below all-time highs ā and no one seemed to care. Thatās not normal behavior for a stock riding peak narrative and peak valuation. When a $3.7 trillion name hesitates at the top, itās not just noise ā itās a market signal most traders are too distracted to notice.
This week wasnāt about beats or buzzwords. It was about fatigue. The kind that sets in when stories get saturated, and conviction gets thin. When AI is no longer a catalyst, but a checkbox. When āgreatā quarters arenāt good enough, and everyoneās chasing a breakout that refuses to come.
Inside todayās Pragmatic Playbook, Iām zeroing in on that Microsoft moment ā not just as a trade, but as a mirror for where the market actually is. Because the setups that matter donāt scream. They stall. And thatās where the edge lives ā in the quiet before the real move.
š„ Market Pulse ā What Actually Mattered This Week
š Trumpās TikTok Threat Was Never About TikTok
While headlines screamed āTikTok ban,ā the real move was geopolitical. Trumpās latest push isnāt about data security ā itās about reigniting leverage against China ahead of November. This adds fuel to a broader decoupling theme, especially for tech investors with exposure to China-linked supply chains. Ignore this and youāll miss the next risk repricing cycle.
š§Ø The White House Just Took the Powell Battle to His Doorstep
This weekās move to challenge Jerome Powellās policy independence ā physically and politically ā is more than drama. It signals that rate policy may become a campaign weapon, dragging the Fed back into political theater. Markets are underpricing the risk of unanchored forward guidance. When central banks lose credibility, volatility follows.
š Buffettās Boring ETF Advice Is Actually a Warning
Buffett didnāt just plug S&P 500 ETFs ā he implied that stock picking has become harder in a top-heavy market. When the worldās most disciplined investor suggests staying passive, itās a subtle red flag. When too many people crowd into passive, the cracks always show up elsewhere first. Watch for liquidity gaps when sentiment turns.
TOGETHER WITH OUR PARTNER
Start learning AI in 2025
Everyone talks about AI, but no one has the time to learn it. So, we found the easiest way to learn AI in as little time as possible: The Rundown AI.
It's a free AI newsletter that keeps you up-to-date on the latest AI news, and teaches you how to apply it in just 5 minutes a day.
Plus, complete the quiz after signing up and theyāll recommend the best AI tools, guides, and courses ā tailored to your needs.
šÆ The Pragmatic Playbook: Will MSFT Break $520 or Sink to $480?

What Just Happened? Microsoft just crossed $3.7 trillion in market cap.
It tagged an all-time high of $514.64 intraday on July 18 and has been hovering just under that level ever since.
The AI hype is loud. The narrative is clear. Everyone knows Copilot is the shiny new frontier for enterprise software.
But hereās what no oneās saying out loud:
The stock hasnāt moved in over a week.
Volume is dropping. Momentum is fading. And earnings are just around the corner.
This isnāt about whether Microsoft is a great company. It is. This is about whether the price still has room to run ā or whether perfection is already priced in.
For the first time in a year, Microsoft doesnāt get a free pass. Investors want more than product demos and press releases. They want revenue. They want operating leverage. And they want to see how this AI engine actually converts into cash.
This quarter is Microsoftās āshow meā moment.
š§ What It Triggered In Me
This setup reminded me of what happened to Meta just two weeks ago.
They crushed earnings. Beat on revenue. Showed user growth. Even raised guidance.
And yet ā the stock dropped 7% the next day.
Why? Because expectations were maxed out. The story had gotten ahead of the data. And when the results finally landed, there was no upside surprise left to spark more buying.
Thatās exactly how Microsoft feels right now.
Investors arenāt looking for āgood.ā Theyāre looking for great with proof.
As someone whoās been burned in these āpriced-to-perfectionā trades before, Iāve learned to ask one question:
Is this business still underappreciated ā or just overowned?
That question saved me in 2021. And Iām asking it again today.
š The Setup Iām Tracking
Letās get tactical. Hereās what the chart and fundamentals are saying as of July 24:
š Technical Snapshot:
All-Time High (ATH): $514.64 (July 18 intraday)
Current Price: $508.26
RSI: ~52 ā cooling from overbought
21-day EMA: ~$505 ā recently tested
50-day EMA: ~$490 ā major support line
Volume: Down on up-days, up on down-days ā bearish divergence
MSFT is compressing near its ATH. This is either a coiling spring ā or the calm before a rollover.
š” Earnings Tension
Letās unpack whatās at stake in next Tuesdayās earnings call:
Azure growth came in at 31% last quarter. If that dips below 28%, expect sellers to show up fast.
Copilot pricing is aggressive ($30/user/month), but we havenāt seen a clear revenue breakout yet.
P/E ratio is ~35Ć, above the 5-year average of ~30Ć. This is no longer a ācheap techā story.
Enterprise spending is cautious. Most CIOs are running AI pilots, not full-scale rollouts.
The fundamentals look solid ā but not invincible. If Copilot canāt show monetization yet, this rally is vulnerable.
šØ What Iāll Do ā And What Would Stop Me

This isnāt about calling the number. Itās about planning for how the market reacts to the narrative.
ā If MSFT dips post-earnings but holds the $490ā492 zone:
Thatās the 50-day EMA and volume shelf from early June.
Iāll scale in only if I see confirmation: a bullish engulfing candle, high-volume rejection wick, or supporting RSI bounce.
Thatās my ābuy the pullback with convictionā zone. Weak hands get flushed there ā but strong hands step in.
š If MSFT breaks out above $515 on high volume:
I wonāt chase the first move. Thatās often a fakeout.
Iāll wait for 3 consecutive daily closes above $514.64, then enter on a retest of $518 or below.
Breakout strength needs time to prove itself. Iād rather enter late with clarity than early on euphoria.
ā Iāll stay out completely if:
Azure growth slips below 28% ā this signals deeper enterprise hesitation.
Management doesnāt break out Copilot monetization ā if we only hear "momentum" without numbers, Iām skeptical.
Price breaks $488 and closes below $485 ā thatās a clear technical failure.
No matter how much I love the business, I donāt buy charts that break. Period.
š§ Final Thought
Letās be clear: Microsoft is a beast.
Its AI footprint is real. Its business model is resilient. Its execution is world-class.
But at $3.7 trillion, the margin for error is paper-thin. And this quarter could be the moment where the hype either becomes revenue ā or gets repriced.
So Iām not bearish. Iām prepared.
Clarity is the edge ā and right now, clarity says wait for proof.
TOGETHER WITH OUR PARTNER
Business news as it should be.
Join 4M+ professionals who start their day with Morning Brewāthe free newsletter that makes business news quick, clear, and actually enjoyable.
Each morning, it breaks down the biggest stories in business, tech, and finance with a touch of wit to keep things smart and interesting.
š§ What did you think of today's newsletter? |
š§The Friday Reset
This week felt like the market was holding its breath. Microsoft hovering just below all-time highs. Headlines loud, conviction quiet. When price outruns clarity, we get that uneasy drift ā where no one wants to sell, but fewer want to buy. Thatās where fatigue creeps in. The setups get murky, the signals blur, and everyone starts asking, āAm I missing something?ā
Hereās what I remind myself: missing nothing feels exactly like missing everything. But clarity isn't found in chasing moves ā itās found in watching how price behaves when hype fades. My edge has never come from predicting reactions. Itās come from being ready to act when others are unsure. So if this week felt cloudy, thatās your advantage. Sit still. Watch the setups, not the sentiment.
ā AK

Disclaimer: The content on this blog is for educational and informational purposes only and is not intended as financial, investment, tax, or legal advice. Investing in the stock market involves risks, including the loss of principal. The views expressed here are solely those of the author and do not represent any company or organization. Readers should conduct their own research and due diligence before making any financial decisions. The author and publisher are not responsible for any losses or damages resulting from the use of this information.
Reply