How I Made $9,600 in a Few Days Using an Early Roll Strategy on MicroStrategy (MSTR)

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MSTR EARLY ROLL STRATEGY MAKES $9600 IN PROFITS?

In volatile markets, smart investors don’t just react — they plan ahead. In this detailed trade walkthrough, Mark Yegge shows how he used a well-timed early roll strategy to pull in $9,600 in profits in just a few days — and with added protection built in.

If you’re looking to generate consistent weekly income while reducing downside risk, this one's for you.

What Is the Early Roll Strategy?

Let’s start by breaking down the mechanics of Mark’s approach:

Base Position: 12 deep in-the-money (ITM) long call options (LEAPS) on MicroStrategy (MSTR), expiring in June, with a 97 delta — meaning they move almost dollar-for-dollar with the stock.
Income Generator: Selling weekly covered calls against those LEAPS, focusing on the extrinsic value (a.k.a. "the juice").
The Roll: Once most of the juice has been captured and the risk of holding increases (such as upcoming earnings), Mark rolls the trade early to lock in gains and set up for the next income cycle.

The Trade Breakdown

Last Week’s Trade:

Sold 312.50 strike covered calls for $14.50 each
Stock was trading around $317, so ~$5 of that was intrinsic value
That left about $9 in “juice” per contract

Total income: $9 x 12 contracts x 100 shares = $10,800

Now, with a few days remaining before expiration, the juice had dropped to just 52 cents — time to roll and capture new juice!

Why Roll Early?

Mark emphasizes the benefits of rolling early:

Avoid getting whipsawed by a market reversal
Lock in profits before earnings volatility
Capitalize on upward momentum while still being conservative

Instead of holding through the end of the week and risking price swings, Mark moved the position up to the 330 strike for the next expiration — May 2nd.

New Trade (Early Roll):

Sold May 2nd 330 strike calls
Collected $8.36 in juice (extrinsic value)
Intrinsic value: ~$18.50
Total premium collected: $10.95 per contract

New Income: $8.36 x 12 x 100 = $10,032

What About Risk?

Many traders fear rolling in the money or being assigned. Here’s how Mark handles it:

Assignment Isn’t a Problem: If he gets assigned, he simply buys back the stock and sells more calls. No harm done.
Downside Protection: Because of the in-the-money structure, he has $30+ of downside cushion — allowing for market drops without taking a hit.
Earnings Caution: Rolling before earnings helps him avoid sudden volatility.

“I get protection and I get the juice — I'd rather have it that way.”

What You Can Learn From This

Focus on the Juice: The consistent income from extrinsic value is what makes this strategy powerful.
Roll With Purpose: Don’t hold just because it’s not expiration day. If most of the juice is gone, move on.
Use High Delta LEAPS: Deep ITM LEAPS replicate stock ownership with less capital and more control.
Know Your Risk: Assignment isn't the enemy — it's part of the system. The real risk is letting the stock crash without protection.

Life-Improving Tips from the Trade

Weekly income builds long-term wealth — even in choppy markets.
Being early is better than being late — rolling early locks in profits and reduces risk.
Have a plan, not emotions — emotionless execution is what separates consistent traders from gamblers.

FAQs

Q: What if the stock goes over the strike? Do you lose money?
A: No. If the trade is rolled properly, you make your maximum profit. Mark explains that the base position gains value just as the short call loses it — they balance out, leaving you with the juice.

Q: What if you’re assigned?
A: It rarely happens. And even if it does, you simply buy the stock back and continue the cycle.

Q: Is this better than selling out-of-the-money calls?
A: For downside protection and consistency, yes. Selling deep ITM gives you more predictable results and cushions you during downturns.

Call to Action

Want to learn how to make $5K, $10K, or even $30K per month using in-the-money covered calls?

Visit cashflowmachine.io
Join Mark’s Free Insider Tips Newsletter
Subscribe to his YouTube for weekly trades, tutorials, and updates
Enroll in the Elite Course for full training, trade plans, and ongoing mentorship

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Conclusion

Mark’s $9,600+ trade wasn’t just luck — it was a calculated decision within a rules-based system.

He didn’t try to guess where MicroStrategy was headed.
He sold options, focused on the juice, and rolled when it made sense.

If you want to generate reliable weekly income, regardless of market direction, consider stepping into the world of covered calls the right way — with a strategy.

Your cash flow machine starts when you focus on what matters: the juice.

How I Made $9,600 in a Few Days Using an Early Roll Strategy on MicroStrategy (MSTR)

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