Update after some rolls and other tweaks thanks to the various tips and suggestions shared by fellow travelers here:
Lots available:
700 @ $215.11 CB -- Were called away 6/9 @ $234.24 after premium ($13k gain, used to buy some +Cs for delta hedging), looking to rebuy on dips
1,900 @ $243.02 CB
400 @ $269.97 CB
500 @ $294.25 CB
3,000 @ $358.79 CB
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My bag of snakes:
6/16
-C255 (x19) + $5.87 premium; against the $243CB (nets $260.87 =$17.85/share; $33k gains; okay if called away, will re-buy the shares on dip)
-C270 (x4) + $1.70 premium; against 400 @ $269.97 CB (nets $271.70 =$1.73/share; $692 gains; maybe I'll roll this up and out)
-P250 (x2) + $2.75 premium
6/23
-C220 (x7) + $15.69 premium (=$235.69); waiting to see how SP is next week. Might roll or let exercize at loss between cost I can buy shares at this/next week or something else. Will see.
-C245 (x19) + $13.09 premium (=$258.09); this will be the shares I re-buy after the 1,900 are called away 6/16. Hopefully not too far apart $$ and can be a wash, I don't mind. Better than realized loss of BTC the CC. If called away will re-buy again (hopefully on a dip).
-P230 (x1) + $3.04 premium
6/30 - Week before P&D
-C215 (x3) + $4.59 premium (=$219.59); monitoring for roll/BTC or something else
-C220 (x15) + $4.93 premium (=$224.93); monitoring for roll/BTC or something else
-C230 (x2) + $24.36 premium (=$254.36); monitoring for roll/BTC or something else
7/21
-C240 (x15) + $2.34 premium (=$242.34); monitoring for roll/BTC or something else
-C245 (x4) + $2.04 premium (=$247.04); monitoring for roll/BTC or something else
9/15
-C240 (x19) + $5.62 premium (=$245.62); monitoring for roll/BTC or something else
-C270 (x3) + $2.57 premium (=$272.57); might buy 300 shares now toward this
+C360 (x35) @ $4.70 cost ($16.4k); as a delta hedge to help offset DITM CC's
12/15
-P275 (x3) + $44.84 premium (was a flip of 3x -C215 from 6/30 to reduce 6/30 exposure)
1/19/24
-C293.33 (x4) + $6.29 (=$299.62); against 400 @ $294.25 CB, but I might buy a few hundred on dips to cover and add to gains.
-C360 (x30) + $3.01 (=$363.01); was oroginally against 3,000 @ $358.79 CB before the parabolic move. It may still expire OTM, will monitor.
+C300 (6) @ $25.08; as a delta hedge to help offset DITM CC's
Overall I think my bag is more or less manageable, though it remains to be seen how it all turns out at the end re gains/losses/damage. Between the 2022 downward plunge to hades---and fighting to keep the account alive---to the 2023 parabolic run---and fighting to keep the account alive---is definitely an education of a lifetime!
Lessons I'm taking away:
1) Sell CC's and/or CSP's one week out at a time
2) Cut losing CC's quickly before they balloon into massive losses by thinking a run is "just temporary."
3) No more "prophesizing" what TSLA will or will not do before or after events (i.e., P&D, FOMOC, etc)
4) Hesitate less to buy shares when resistances are broken and stock enters bullish trend (i.e., I could have bought at $198, $220, $241, etc...)
5) Keep cash reserves for emergency position repairs
6) Remember to ask others for ideas before giving into despair and taking drastic actions (i.e., poor rolling choices, BTC at massive loss, etc.)
7) I'm sure there's more...
This is a great community and I'm grateful to have found you all.
Good luck out there!