Pretty simple concept, ain't it.
I sort of see your reasoning,but lets start with the fact that a Covered call is a Short Put.If you look at it that way,if the market tanks and drops 150 SPY points,your balls out long,down 150 minus the premium taken in. Your next trade has no relevance.Its an entirely new position. The roll is meaningless.You should be asking what is the best trade available with the SPY down 150,not blindly/systematicaly rolling to make up losses.
Selling 50 delta puts has not outperformed the market the last 10 years. Not a terrible strategy,and obviously one you feel comfortable with,and thats an important factor.