Re adjustments: remember he's talking about adjustments twice a year in a SUPER CRAZY low vol environment. This environment may continue for 8 more years or vols may regress next month...who knows. But I can assure you it won't always be this way.
I did this exact strategy when got into this business in 1990 trading the OEX. In November 1993 the Republicans got elected to congress for the first time in 40 years. The market took off to the upside and Vols rose accordingly.
It took me 4 months to realize (and I was quicker than most) the game had changed and this being short vega was a ticket to the poor house. In that 4 months I gave back about 18 months of profits.
I woulda given just about anything to have a competing type of OEX contract back then.
Be careful out there.

I did this exact strategy when got into this business in 1990 trading the OEX. In November 1993 the Republicans got elected to congress for the first time in 40 years. The market took off to the upside and Vols rose accordingly.
It took me 4 months to realize (and I was quicker than most) the game had changed and this being short vega was a ticket to the poor house. In that 4 months I gave back about 18 months of profits.
I woulda given just about anything to have a competing type of OEX contract back then.
Be careful out there.
Quote from rdemyan:
This is eye opening because in July I had to cover a short strike that cost me a fortune. I didn't know to even check the SPY just to see what it might have cost me had I had a SPY trade on instead.
At the very least this discussion may make me reconsider how close I will allow my short strikes to be threatened on the SPX.
Dr. notes that the advantage is with the SPY if your position is threatened any you may be forced to cover. I believe Coach says that his experience is that he may have to adjust about twice a year (an adjustment not a pay at all costs to cover scenario). Given the commissions advantage for the SPX, under Coach's historical trades he probably came out substantially ahead with the SPX versus the SPY.
Still this is a good discussion, it's certainly something I hadn't thought about and is good to know.