Opened (IRA): SPY December 16th 325 Short Put... for a 3.41 credit.
Comments: (Late Post). Part of a longer-dated strategy to emulate dollar cost averaging into the broad market, targeting the <16 delta strike paying around 1% of the strike price in credit. This is also an effort to stay more maximally deployed while I wait for shorter duration to be more productive from a premium-selling standpoint.
Your basic choices are to (a) wait for a more productive IV environment in shorter duration; (b) force in strikes in shorter duration to get paid; or (c) sell longer duration. I'm kind of opting for (c) while I wait for (a) here.* However, I'm perfectly fine with those who want to do (b), keeping in mind that it's likely that they'll have a few more trade management headaches along the way, since those "forced in" strikes will be closer to at-the-money than what I'm doing here so are statistically more likely to be tested.
Generally, I'll roll from month to month at 50% max, looking to deploy in shorter duration should we get weakness and an uptick in implied volatility.
Currently, here are the shortest durations in which the <16 delta strike is paying around 1% in broad market:
QQQ: September 23rd (49 DTE), 285 strike, 14 delta, paying 2.96.
XLK**: AH showing wide bid/ask.
IWM: September 23rd (49 DTE), 171 strike, 15 delta, paying 1.76.
SPY: October 21st (77 DTE), 362 strike, 13 delta, paying 3.75.
EFA: October 21st (77 DTE), 58 strike, 15 delta, paying .62.
DIA: December 16th (177 DTE), 275 strike, 11 delta, paying 3.05.**
* -- December would not be my first choice of expiries out of the box. However, I already have rungs on in September (376), October (362), and November (340).
** -- XLK (Select Sector SPDR Trust Technology) is "QQQ lite" and enjoys a close correlation with the broad market (3-month SPY correlation of .97), so have included it here. Additionally, its 30-day IV is comparable to the QQQ's at 26.5% versus QQQ's 26.7% with the added advantage of being a little bit less buying power heavy than either the QQQ's (321.75/share) or IWM (190.80/share).
*** -- The October <16 delta isn't paying, and there is no November yet.
Premiumselling
Rolled (IRA): QQQ September 16th 278 Short Put to October 21st... 268 short put for a 1.23 credit.
Comments: This wasn't quite at 50% max yet, but thought I'd take the opportunity to do some housekeeping since I could realize a gain, strike improve, and receive a credit here by rolling for duration.
Total credits collected of 14.09 (See Post Below) plus the 1.23 here for a total of 15.32 relative to a price of around 2.83 for the October 21st 268, so I've realized gains of 12.49 ($1249) so far.
Rolled (Margin): NVDA to September 16th 4 x 170/220... for a 61.64 debit.
Comments: Had to do this roll piecemeal, but ultimately paid a 61.64 debit in total to recenter to the 25 delta strikes. Up to today, I had collected a total of 71.75 in credits, so my break even is currently 10.11 total (2.52 per contract). I had wanted to take this off before earnings, but it's too big of a loser for me to just walk away from going to keep on plugging away at it.
Rolling (IRA): QQQ August 26th 316 Short Put to October 300... for a 1.08 credit.
Comments: (Late Post). Been rolling this for a while. Total credits collected of 9.38 (See Post Below) plus the 1.08 here for a total of 10.46.
I would rather stay in an options contract versus taking on stock, since you can strike improve an option. Another lesson here is that you'll find it easier to roll for more substantial strike improvement if your option is less monied. Consequently, I took the opportunity to roll here with QQQ price whipping up (at one point in Friday's session) -- to 316.39. Naturally, this doesn't mean that the 300 will expire worthless or otherwise be profitable; it does mean, however, that my cost basis will be lower than it was with the strike at the 316.
Opening (IRA): SPY November 18th 340 Short Put... for a 3.50 credit.
Comments: Part of a longer duration premium selling strategy in SPY when shorter duration isn't paying. Here, targeting the <16 delta strike paying around 1% of the strike price in credit to emulate dollar cost averaging into the broad market. I'll naturally return to shorter duration stuff if we get weakness and higher IV.