Thanks and yes, that is a good point. However, given that SPY is already at or near an all-time high, it seems unlikely that it would continue to go up every mo

Thanks and yes, that is a good point. However, given that SPY is already at or near an all-time high, it seems unlikely that it would continue to go up every month or two by the premium amount (which itself is pretty substantial due to high volatility currently). However, one adjustment if you have a bullish outlook is to reduce the delta from 30 to 20 or 10. Premium would go up and assignment is more likely. OP, do it and report back :-) Even if you don't have any options experience, I am sure any broker will be happy to give you level 4 options (or at least level 2 which is what you need for cash secured puts) if you deposit $450k capital!