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Microsoft May Be Closer to a New High Than You Think
A bullish chart pattern, strong AI positioning, and a history of powerful recoveries support the case.


What every trader should be watching right now!
Later today, Lex will be joined by Henry ‘The Flow Master’ Schwartz, VP of Market Intelligence at Cboe Global Markets. Henry’s presentation at the recent TraderFest Live Summit was one of the most talked about at the event.
You don’t want to miss this!
Today at 3:30PM CT
👇
🕒 Market Overview: The short $550 call leg of the $450-$550 vertical bull call spread on MSFT is slightly below the latest record high. If history is a guide, the current correction could give way to another rally to a new all-time high within the next year. The vertical call spread could offer significant value at $18 per spread.
📈 Sector Insight: At $379.40 per share, MSFT could have substantial upside potential. The June 17, 2027, one-year $450-$550 vertical bull call spread at $18.00 has a better-than-1:4.5 risk-reward ratio.
💡 Today's Trade Idea: Bull Call & Bear Put Spread on MSFT.
💡 SMART TRADE IDEA
Bull Call Spread on MSFT
Excellent Risk-Reward dynamics on the one-year $450-$550 call spread.
Trade Setup: Buy $450 Call / Sell $550 Call, June 17, 2027, expiration.
Cost: $18.00 ($1,800 per spread)
Max Profit: $82.00 ($8,200 per spread)
Breakeven: $468.00 on SPY on June 17, 2027
Risk-reward: 1:4.55
Management Plan: Take profits or roll up if MSFT shares reach $550 before June 17, 2027.
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NOTE: Remember, options trading involves substantial risk and is not suitable for all investors. Consider your investment objectives, financial resources, and experience level before implementing this or any options strategy.
DISCLOSURE: Trade recommendations may have changed since publication. Evaluate current market prices and risk/reward before acting. Trading involves significant risk and is not suitable for everyone. This is not personalized investment advice. Past performance doesn't guarantee future results. Publisher and contributors may hold positions in recommended securities. Readers assume full responsibility for their trading decisions. Consult a financial professional before investing.
![]() | Andy Hecht | Smart AnalysisA Wall Street veteran and analyst covering technical and fundamental factors in markets across all asset classes for over four decades. |

A Higher Low, AI Leadership, and the Potential for Another Record Run
Microsoft began trading on the NASDAQ on March 13, 1986. The initial price was $21 per share.

Source: Barchart
Since falling to a low of $14.87 per share in March 2009, MSFT has rallied more than 37-fold to a record high of $555.45 in July 2025 before correcting.

Source: companiesmarketcap.com
The chart shows that, with a $2.818 trillion valuation, MSFT is the fourth-largest company by market cap. Over the years, it has held the leadership position.
The most recent correction took MSFT 35.9% lower from the July 2025 high to a low of $356.28 in March 2026. At $379.40 on June 18, 2026, MSFT has slightly recovered but remains much closer to its recent low than to its July 2025 high. MSFT is a volatile stock that could eventually reach another all-time high in the coming months.
"Every major Microsoft correction over the past two decades has ultimately given way to a new all-time high."
A history of substantial declines
MSFT shares declined 35.9% from their July 2025 high of $555.45 to their March 2026 low of $356.28.
The July 2024 through April 2025 correction took MSFT 26.4% lower from $468.35 to $344.79 per share.
The November 2021 through November 2022 correction took MSFT 39% lower from $349.67 to $213.43 per share.
The February 2020 through March 2020 correction took MSFT 30.5% lower from $190.70 to $132.52 per share.
MSFT shares have a history of steep corrections.
Recoveries have been impressive

Source: Barchart
The 20-year monthly chart shows that MSFT shares have formed higher lows and higher highs over two decades, and that each correction has led to a new record high.
MSFT is on the cutting edge of AI technology
Along with Alphabet (GOOG), Apple (AAPL), and Meta Platforms (META), Microsoft is one of the hyperscalers with a valuation exceeding $1 trillion dollars. These companies control the massive cloud networks, consumer operating systems, and investment funds fueling the AI boom.
Microsoft AI (MAI) is MSFT’s dedicated consumer AI division, focused on building next-generation models and scaling consumer experiences.
MSFT’s AI products include Microsoft Copilot, Microsoft 365 Copilot, and Copilot Studio.
MSFT reported earnings on April 29, 2026, and beat consensus forecasts for EPS and revenues.
The March 2026 low was at a bullish level
At $379.40 per share, MSFT’s price-to-earnings ratio was around the 23.40 level. GOOG’s was 27.62, AAPL’s was 35.79, and META’s was 18.56. Based on valuation metrics, MSFT has the second-lowest P/E ratio, compared with a blended P/E of 33.31 for QQQ, which tracks the tech-heavy NASDAQ Composite.

Source: Barchart
The monthly 5-year chart shows that the March 2026, $356.28 low stopped short of testing the April 2025 low of $344.79 per share. If the higher low stands, it is a bullish technical signal for MSFT shares.
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