My $10K MSTR Gamble: Conservative Moves, Big Rewards

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From the breezy shores of Greece, Mark Yegge shares another insight-packed update on his MicroStrategy (MSTR) trading strategy. This time, it's not about complex math, but the mindset and mechanics behind rolling a covered call position to maintain both income and safety. Mark’s goal remains consistent: earn $10,000 a week from one single trade. But how he manages risk, cushion, and juice—that’s where the magic lies.

A Quick Trade Recap
Mark started the week with a covered call on MSTR at the $367.50 strike. He had already collected $6–$7 in juice (extrinsic value) last week, which resulted in approximately $10,000 in income. But with the stock running up significantly, that call's juice dwindled to just $0.06. That signaled a perfect time to roll.

Rolling for Cushion and Cash Flow
Rather than rolling too close to the current stock price (e.g., 392.50s), Mark chose to roll partially up and further out in time—to the 385s two weeks out. Why? Because:

The 385s still offered $8 in juice.
They provided $10 of downside cushion, giving protection against pullbacks.
Rolling out by two weeks maintains his income while reducing risk.

This is a more conservative move, sacrificing a little speed for a lot of safety. As he puts it, “I want to be safe. Everybody wants to be safe.”

What is Cushion and Why Does it Matter?
In Mark’s world, “cushion” means the in-the-money amount that protects you. For example, if your call is $10 in the money, and the stock falls by $10, you don’t lose money because your short call gains in value while your long (synthetic or stock) loses the same. This offset creates a buffer—your cushion.

A Conservative, Profitable Approach
Rather than chasing huge upside with risky out-of-the-money options, Mark stays in-the-money most of the time. That strategy keeps his risk low while producing reliable weekly income. He acknowledges that this week’s $8 of juice over two weeks may not hit the $10K/week target perfectly, but it’s still a solid return with protection.

Life-Improving Tips

Set a Weekly Income Target
Whether it’s $500 or $5,000, having a consistent target shapes your mindset and filters your decisions through a purpose-driven lens.
Prioritize Safety Over Speed
Most traders blow up by chasing the fast buck. Mark shows that building wealth comes from steady income and reduced downside.
Think Like a Business Owner
Mark treats his trading like a business, considering working capital, weekly goals, and protection. This structure works in business, freelancing, or personal finances too.

FAQs

Q: Why not go out-of-the-money to make more?
A: Out-of-the-money calls offer more upside, but no protection. Mark prioritizes safety and consistent returns over speculation.

Q: What happens if the stock drops?
A: The cushion from the in-the-money call helps offset losses. Mark also has strategies for rolling down and defending positions.

Q: Is this strategy only for large accounts?
A: While Mark trades with large contracts, the principles apply to smaller accounts using fractional shares or fewer contracts.

Call to Action
If you’re ready to build weekly income using conservative options strategies like covered calls, subscribe to Mark Yegge’s YouTube channel. Want more in-depth guidance? Check out his Cash Flow Machine Elite Course and transform your portfolio into a reliable income source. Click the link below and start your journey toward financial freedom today.

Get started today

Conclusion
Mark’s $10K-per-week strategy isn’t about magic. It’s about mastering the basics: income, cushion, and conservative positioning. With just a single position in MSTR, he’s showing how to generate serious weekly cash flow—not by gambling, but by planning. Whether you're managing a six-figure account or starting with much less, this method of consistent, risk-adjusted income can be a game-changer.

My $10K MSTR Gamble: Conservative Moves, Big Rewards

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