Cash-secured puts

Weekly or monthly? How I choose an expiry

Is 7 days better than 30-45? Here's what changes with time, why annualised returns flatter short expiries, and how I decide.

"What's the ideal DTE?" comes up constantly. Some people sell weekly puts, others stick to 30–45 days. I don't think there's one right answer, but I do think the numbers get misread, so let me work through them.

What changes with time

Shorter expiries (about a week)

Longer expiries (30–45 days)

Neither is safer by itself. They trade one kind of risk for another.

Putting numbers on it

Take a stock at $50 and a $45 put, which would secure $4,500. Illustrative round numbers, not real quotes:

30 days 7 days
Premium $1.20 ($120) $0.35 ($35)
Premium ÷ collateral 2.67% 0.78%
Simple annualised about 32.4% about 40.6%

On paper the weekly trade looks better. But annualising assumes you can repeat the trade every week at the same price, with no gaps, losses or idle weeks. That's why I never rely on it alone. Annualised figures make short expiries look better almost by default.

Four things the annualised number leaves out:

"Is a 7 DTE 0.18 delta the same risk as a 31 DTE 0.18 delta?"

No. They look similar because the delta is the same, but a 7-day option at that delta sits much closer to the share price than a 31-day one. A modest drop can put it in the money quickly, with little time left to recover. The 31-day option is further away but exposed for longer. Different risks, not the same one.

What I check

  1. Is there an earnings date or other event inside the window? A good-looking premium can be payment for taking event risk.
  2. How often am I willing to look at this position? Short expiries need more attention.
  3. What does the premium look like against the cash it ties up, compared across expiries, and not only annualised?
How I do it

I treat 30–45 days as a starting point for research, not a rule. I don't see one expiry window as best for every stock or market, so I compare the premium against the cash tied up, check for events inside the window, and pick the one I can manage comfortably.

For more, see the cash-secured puts guide and the FAQ on how far out to sell.

Educational content only. This article describes how I think about the Wheel. It isn't personal advice or a recommendation to buy or sell anything. Figures are illustrative and exclude fees and tax.

Keep learning

See the full picture in the guides, or browse more articles.

Risk notice: Options trading involves substantial risk and is not suitable for every investor. Cash-secured puts and covered calls can result in losses, including significant losses from owning shares that decline in value. Rolling does not eliminate losses or guarantee a profitable outcome. Premiums are not guaranteed income. The educational material on this website is general information only and is not personalised investment advice or a recommendation to buy or sell any security or options contract.