re: Dow above 40,000. Are you doing anything different?

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have a habit of trying to earn premium with about 20% of my biggest holdings.

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OK. Thanks. Just curious. I noticed that your AAPL triggered at 190. I don’t know about Cigna (not one I follow).

Not a bad approach, as long as you’re following some sort of methodology. I keep a certain percentage of free cash in a tax advantaged account and do something roughly similar, only I don’t generally trade stocks. Most of my trades there are options based. The goal is to produce 10% (or so) annual returns. With that “excess” cash from short option premiums, I eventually buy more equities in that account, since I don’t/can’t contribute to it anymore.

And I agree with you (especially when swing trading or selling cash secured puts): stick with quality equities that you won’t mind holding longer term. I learned my lesson years ago to stay away from selling puts on high beta, speculative names… just because they had high option premiums.

Anyway, do you sell puts to re-enter a position (like AAPL), or just buy it outright?