So here's an example a vehicle to write straddles against. GOOGL closed at 2435. The Jan2023 3000C is 147.xx marketable. Say an 860 credit on the synthetic straddle. So you're long 100 GOOGL and you write 294 in premium ($29,400) against those 100 shares at a vol-line of 26%.
Your stress with GOOGL at 3000 in a year is 460 on the straddle. IOW you'll 400 ($40K) per lot at neutrality ($3000/share). Yeah, you'll make $565/share without the vol, but no way we touch $3,000 GOOGL inside a year.
Say you want less exposure to that ticker. Buy 50 shares and sell one of the 3,000 calls for 147. Same position but half the size.
I haven't calculated my DCA on GOOGL overwrites in a couple of years, but I write every six month tenors and typically roll in month five. My DCA (reinvested prem) in GOOGL from overwriting in 2019 was under $600/share. That assumes I reinvested all premium in the trade, which I do not do. I typically add another ticker.
Would these fill automatically (Saturday noon), even if your eldest (POE) didn't touch them or made instructions?? We will have a bank's trust department handle our affairs when we are unable to. Just don't know if they would be on top of the situation...Hence the covered calls.
Off subject a bit...My mother in law died about 7 years ago. My wife was given the right to the beneficiary money. She rejected it. The money moved to our daughters...Generational transfer skip.