MSFT covered call strategies can generate income and upside, with rolling providing a way to stay in the stock.
“Most People Sell Covered Calls Wrong—And It Costs Them Their Winners”
Cash Flow Machine | Mark Yegge | Wealth ArchitectPublished Aug 24 · 2 passages
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Path one is you own Microsoft, let's say. You sell a call, you collect premium, assignment happens and you're out. Stock runs another 20% and you collected your premium. You're up 18% total. Not bad. You move on to the next stock.
Path two, you own Microsoft again or whatever and then you sell a call. You collect premium. The stock runs towards your strike. You roll. You buy the call back. You sell a higher call.
You collect more premium and the stock runs further and then you roll again. Same stock, different income stream.
What this channel has said about $MSFT
Cash Flow Machine | Mark Yegge | Wealth Architect has 2 calls on this stock; only the adjacent ones are shown.
2026-09-04Bullish
Microsoft is in a bullish breakout phase. The price has broken through here with high trading volume. You can see upward gaps here and it has been in the buy zone for a while, so I'm not going to chase the stock now, but they are holding steady at the $500 level. If we can maintain this level, I think we are looking forward to much higher prices.
Quote at 07:25 ›2026-08-24This one
Path one is you own Microsoft, let's say. You sell a call, you collect premium, assignment happens and you're out. Stock runs another 20% and you collected your premium. You're up 18% total. Not bad. You move on to the next stock.