I've asked previously about
Poor Man’s Covered Call
@bxr140 asked about doing one of these in an IRA.
I'm happy to report that step 1 in my experiment with one of these succeeded today. I was able to purchase the Jan 2023 400 call for $315 and sell the May 14 685 call for $4, for a net debit of $311. I entered this trade as a multi-leg trade.
The next part of my experiment will be closing the short call and opening a new call (from what I've read I expect no troubles). I'll make a point of doing this in a roll transaction (BTC old, STO new). This will cover the mechanics of doing this.
I chose the 400 strike and the Jan 2023 expiration for a couple of reasons. This is also a single position so my level of analysis is less than it will be in future positions.
The 400 strike was chosen to be pretty far ITM. My intention is to be able to buy 2 of these contracts for the cost of 100 shares. That doesn't get me 2 delta (more like 1.6) but it does get me some leverage and pretty deeply ITM on this long call so that I get reasonably close to $ for $ change in the contract. This was my primary concern.
EDIT to add: It is also my understanding that PMCC requires that the long call be ITM. How far ITM is a different question - my desire is to be far enough ITM that I think its unlikely I'll be unable to keep selling calls.
I wanted the expiration to be far enough out that I can reasonably hold the contract for 12m + 1 day to get long term tax treatment. My thinking right now is that I will roll the long call in that >12m range (and well before ~18 months) in order to minimize time decay, acquire long term tax treatment (given that call is ahead - if its behind then I might roll at <12m in order to harvest some tax loss).
And of course my plan is to sell covered calls against this long call option.
I was originally thinking the Jun 2023 (max duration) but found the time value seemed high for the extra 6 months. The additional analysis I want to do is to figure out what my ideal expiration time is for this long call. I am, in effect, buying the time value when I buy the contract, so I want a nice balance of low cost (time value) and lots of time (so I have more opportunities to sell covered calls). This 20ish month contract seemed like a good contract to start with. I'll have that 12m window to sell calls and still have 8 months to go when I reach long term treatment on the long call.
Larger plan - given that I can prove out the rest of the mechanics to my satisfaction, then these are contracts I plan (for now) to only trade in an IRA (where short and long term tax treatment is irrelevant; I use this account as a second source of education so I try to use my brokerage account constraints that I impose on myself). Anyway - I'll use these to get the rest of the way to my target level of call contracts and match those up with a comparable number of puts. The actual ratio I'm looking for is something like 1 call per 1.25 puts. I.e. 4 call contracts and 5 put contracts open at a time.
I am targeting something like that ratio as I am primarily mitigating against a repeat of 2020 (to the moon Alice - to the MOON!) in my planning, and having more puts means I'll be earning more / faster as shares rise (which I can promptly spend to keep the call strike in range of the underlying. And besides it seems like I earn more selling puts than calls.
Given that this works as desired, then I may be trading in some shares in my brokerage for long dated calls to retain my upside exposure while also raising some cash so I can get the put contracts I'm selling in that account up to that 1:1+ call
ut ratio.