04/16/2026 | Press release | Distributed by Public on 04/16/2026 08:43
Microsoft (MSFT) has long been the cornerstone of the AI trade. However, a recent roughly 25% correction has brought the stock into the $411 range.
This slide has compressed its valuation to about 24x expected FY '26 earnings, which is significantly below its five-year average of 30x.
While some see "AI spending fatigue," others see a rare entry point. But what if you could get in at a 30%+ discount? Say, around $290 a share? Now we're talking.
If you have dry powder, here is a trade to consider.
The Trade: 7.9% Yield At 30% Margin Of Safety
MSFT is currently trading near $411. You can sell a long-dated put option expiring March 19, 2027, with a strike price of $290. By doing so, you collect a premium of roughly $1,034 per contract.
This represents a 3.9% annualized yield on the $29,000 set aside for the possibility of buying the stock. When combined with a 4.0% return from a money market account where the cash is parked, the total annualized yield reaches 7.9%.
Possible Outcomes: A Win Either Way
There are two primary ways this trade unfolds:
MSFT stays above $290: You keep the full $1,034 premium. This provides 3.6% extra income over the next 338 days on top of your base interest. You walk away with the cash without ever owning the stock.
See the catalysts that get Microsoft stock gets to $450.
MSFT closes below $290: You are obligated to buy the stock at $290. However, the $1,034 premium reduces your effective cost basis to $279.66 per share. This represents a 32% discount from current levels.
The Deep Value Growth Story
To hold this trade with conviction, the underlying fundamentals must be robust.
Microsoft is a cash machine, with over 53% operating cash flow margins for the last 12 months and almost $77 billion in free cash flow generated last year, despite massive capital spending. (See how Microsoft margins compare to rivals like Alphabet (GOOG) and Apple (AAPL)) The company is positioning itself as the utility for the AI economy through several key drivers:
Azure Re-acceleration: Azure grew 39% YoY in the most recent quarter. A major portion of this is direct AI contribution as enterprise customers deploy Copilot at scale.
Infrastructure Moat: Microsoft's CapEx hit $37.5 billion in a single quarter, up 66% YoY. This massive investment indicates confidence and gets the GPUs and data centers needed to dominate the market.
Agentic AI: Autonomous agents are set to unlock new recurring revenue beyond seat-based licenses by 2026. Microsoft is especially well positioned, given its dominance in enterprise workflows and existing productivity and cloud stack, to embed agents directly into business processes.
The Bottom Line - Margin Of Safety
Selling puts is effective when you are willing to own a high-quality business at a discount. With net margins near 35% and projected sales growth of over 16% for the next two years, Microsoft remains a leader.
This trade offers an asymmetric setup. You either generate a 7.9% yield or you acquire a dominant software leader at a price historically reserved for broader market recessions.
Even with Microsoft's strength, relying on a single name ties outcomes to one earnings stream and one narrative. A more consistent way to compound returns is through a diversified portfolio that captures multiple winners across cycles. The Trefis High Quality (HQ) Portfolio does exactly that, combining 30 high-conviction stocks and consistently outperforming major benchmarks like the S&P 500, S&P Mid-cap, and Russell 2000.