But at least in my hands such a plausible sounding strategy wasn’t borne out in practice at least using indices as the underlying.
I think this is because any potential advantages of a simple options overlay on indicies tends to get arb’d away.
I suspect a significant part of Jim’s success in put-selling (and Cohen’s) was due to the underlyings not being heavily traded indices.
I presume you’re right about options on the index (or SPY, which amounts to the same thing)
It’s hard to say whether it’s a market inefficiency or not,
but mathematically any collection of stocks is going to be less volatile then any average stock in the collection.
Some of the noise cancels out, making any basket a smoother rid.
(This is arguably the only reason that investment funds exist: people pay a fee to have brokerage statements that are less scary.)
Presumably this means that the index options are cheaper.
Other than at panicky times that there is a premium for index puts due to fear, meaning prices are set more by supply/demand than by Black-Scholes.
I’ve never tested it, but this observation about aggregation would tend to lead to the conclusion that at least one of these surprising things is true:
(a) the prices are different, so there is free money to be made buying options on the index and selling options on the underlying individual stocks of the same basket;
(b) the prices aren’t different, so index options are forever too expensive; or
(c) the prices aren’t different, so individual stock options are forever too cheap.
Yes, most of my trades have been on individual stocks, specifically those I consider cheapish.
The best are firms that I think will be worth a lot more, but the market really hates, for a long time.
Jim