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The biggest challenge? Overcoming comfort…
I clung to monthly trades out of habit — until I ran the numbers.
For years, I was perfectly content running monthlies. Set it, forget it, collect the premium. It was leisurely, it was simple and it worked.
But trading rewards evolution, not comfort. According to options math, the further out you go, the less you get paid to wait. That’s why weeklies deliver more payout in the same time. Premium is dramatically juiced for one-week expiries — try going out two months and watch your yield shrink.
So when I finally put the two side by side, the choice was obvious. Same strategy, same risk controls, same 15 minutes a day — just more income.
Running a small account? Weekly trades offer meaningful premium even without big capital.
The Shift That Changed Everything
I didn’t switch to weeklies all at once. I eased into them and immediately saw the difference.
Weeklies let you pivot your trades every few days — no need to ride out a full month’s uncertainty. If conditions change, you’re not stuck. You just reset and keep moving.
And the payoff speaks for itself. If you want a simple illustration, consider this:
If you sell a $70 put for $0.40, you’d own the stock for $69.60 — meaning instant cushion on entry. And if the trade stays good, you simply roll it. Tip: Use your broker’s roll function to move positions forward each week as needed — automation matters.
Take a name like Robinhood Markets (HOOD). Sell puts one week out and you’re good to go. Premium decays fast, volatility stays elevated and you can adjust quickly.
That combination alone beats waiting 30 days for the same outcome with far less juice.
You don’t have to pick one approach and marry it forever. I didn’t. I evolved when the opportunity made sense.
Only sell weeklies on tickers you would be willing to own if assigned; mitigate risk with proper sizing.
How I’m Using Weeklies Now
The beauty is flexibility. I’m trading the same way I always have — just more efficiently.
I spend the same 15 minutes I used to, only now I’m collecting more premium while staying nimble.
I was happy with monthlies, but once I saw what weeklies could do, I couldn’t justify leaving that extra income on the table.
And if you’re already putting in a few minutes each day, you may find the same thing.
Trade well,
Jack Carter
Jack Carter Trading
Follow along and join the conversation for real-time analysis, trade ideas, market insights and more!
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*This is for informational and educational purposes only. There is inherent risk in trading, so trade at your own risk.
P.S. The Income Snowball World Premiere Was Amazing!
Silas Peters recently went live with Nate Tucci to share how to build an “Income Snowball” in the stock market with a $500 account!
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Disclaimer: We develop tools and strategies to the best of our ability but no one can guarantee the future. There is always a risk of loss when trading. Past performance is not indicative of future results. The trades you’ll see today are hypothetical, based on historical examples with the benefit of 20/20 hindsight, to demonstrate the new system’s potential. The result was a 64% win rate, a 12.5% average return (winners and losers), an average hold time of 3 days, and a profit factor of 2.74.
