Rolling (IRA): SPY September 17th 372 Short Put to October 382... for a 2.10 credit.
Comments: Mechanically rolling at 50% max out to the strike paying at least 1% of the strike price in credit. Total credits collected of 8.35 (See Post Below) + 2.10 = 10.45 versus a current value for the October 382 of 3.85, so I've realized gains of 10.45 - 3.85 = 6.60 ($660) so far.
Shortput
Opened (IRA): SPY September 17th 400 Short Put... for a 4.03 credit.
Comments: Another form of dollar cost averaging in with more room to be wrong than buying shares. Here, I targeted the strike in September that is 16 delta or less that pays at least 1% of the strike price in credit, which was the 400, paying a smidge more than 4.00.
The Weeks/Months Ahead: DCA Using Short Puts/Short Put VerticalsNow that I'm retired (whee!) and in the process of rolling my employment-based retirement account into my IRA, I need to think about deploying that buying power somewhere.
Traditionally, I've sold primarily short puts in broad market as a way to emulate dollar cost averaging (DCA) into the broad market versus just buying shares and, if assigned stock, proceeded to sell call against at or above my cost basis. I'm pretty much going to continue doing that here, along with getting into some high implied volatility exchange-traded funds (e.g., ARKK, See Post Below). SPY, after all, isn't paying all that richly here, with the September 17th 400 short put paying around 4.00 or 1.01% (5.42% annualized) in premium as a function of notional risk, which isn't exactly going to rock anyone's world. In comparison, the ARKK September 17th 102 short put is paying around 1.99 or 1.99% (10.68% annualized) in premium as a function of notional risk.
Naturally, that September 17th 400 short put is around the 17 delta, so I could conceivably sell closer to at-the-money to force a bigger credit, but my basic philosophy is one of consistency: Sell the 16 delta. It pays what it pays. Sometimes it will pay more. Sometimes less. We're just in a "less" phase at the moment. Additionally, I'm at a stage where I'm less concerned about ROC %-age and more concerned about "Is this making enough in pure dollar and cents terms?" If 5.42% annualized does the trick, well, then, I'm totally fine with that, even if it isn't the kind of returns people want to see out of their retirement portfolios.
Granted, SPY now qualifies as a "large instrument," so short putting it isn't going to be an option or desirable for the vast majority of individuals, particularly when the ROC %-age isn't all that sexy.
Enter the short put vertical, which is easier on the eyes from a buying power perspective and has better ROC %-age metrics. Slap a long September 17th 395 long put on that 400 shortie, and -- voila -- you get a defined risk setup costing 4.53 ($453) to put on with an ROC of 10.4% at max (55.8% annualized). Too weenie? Go SPX 50-wide, with the September 17th 3950/4000 paying 4.50 at the mid on a buying power effect of 45.50 (9.89% ROC at max).
Up to this point, I've been doing a mix of both, reserving the 50-wides for <45 days' duration (See Post Below for one of my standard 50-wide SPX spreads) and the short puts for longer. In the very small account I've been posting trades for (See Post Below, QQQ August 13th 327.5/332.5 Short Put Vertical), well, I'm pretty much relegated to spreads, since there's little buying power available to do much else.
From a trade management standpoint, I've been doing the following:
(a) Rolling the broad market short puts at 50% max and, if assigned, taking on shares and selling call against at the strike at which my short put was. For underlyings that are less liquid, I lean toward taking them off on approaching worthless, even though this generally ties up buying power for longer.
On occasion, I've been rolling the short puts up intraexpiry, (See Post Below, rolling the December 240 to the December 297); on others, out in time. (See Post Below, rolling the August 20th 381 to the September 30th 378), with where I roll primarily having to do with what the 16 delta strike is paying. If it's paying <1% intraexpiry, I've generally been rolling out.
(b) Taking profit on the short put verticals at 50% max, loss at 2 x credit received. One of the reasons I just take loss on these is that rolling a spread -- particularly one that is in the money -- can be pesky if your aim is to receive a credit on roll. If it's in the red, you're going to realize a loss on roll anyway, so you're generally better off just taking it and then reentering with a higher probability setup. Naturally, there are some potentially subjective elements to that decision-making process (e.g., what is the probability of profit at that juncture in time, how much time is left in the setup, how do the strikes set up relative to support/resistance, etc.), but I like to stay mechanical and taking loss at a given metric makes for a "clean" decisional process.
(c) On approach of lengthy vacations, my tendency has been to flatten out of the spreads, since they're not nearly as "set and forget" as the short puts. Since I have to be fine with getting assigned shares on any given put contract, I can walk away for lengthy periods of time, after which one of two things happen: (1) the contract expires worthless; or (2) I'm assigned shares. Naturally, if I'm away and get assigned and don't cover immediately, I'm potentially out of some short call premium, but it's not the end of the world. You do not want to walk away from a spread that could end up in the money and convergent on max loss, particularly if you're not prepared for the buying power effect of being assigned shares on the short option leg of the spread. There isn't assignment risk with SPX options (they're cash settled, after all), but still, waiting to take something off that is convergent on max loss is no bueno.
As usual, we'll see how things go. 2020 was fantastic for anything "bullish assumption," with 2021 being more of the same through the first half of the year. Naturally, I don't need broad market to continue ripping higher to make money with these basic strategies; sideways will also do.
Opening (IRA): ARKK September 17th 102 Short Put... for a 2.44/contract credit.
Comments: Laddering out a little bit in ARKK, whose 30-day's still fairly decent at 47.2%. 2.45% ROC at max. I now have two "rungs": the August 20th 110's and the September 17th 102's. Generally, will take profit on approaching worthless or take assignment if that happens, sell call against.
Rolling (IRA): IWM July 30th 205 Short Put to August 20th 205... for a 1.06 credit.
Notes: If you get the opportunity, roll in weakness/higher implied volatility, which I'm doing here with the July 30th 205 at >50% max. Total credits collected of 4.66 (See Post Below) + 1.06 = 5.72 versus a short put value of 1.87, so I've realized gains of 3.85 so far.
Rolling (IRA): SPY September 17th 358 Short Put to October 15th... 373 for a 2.06 credit.
Comments: Doing mechanical rolling at 50% max in a longer-dated strategy in SPY. With the September 17th 358 currently valued at 1.69, rolling out to the October monthly to the strike paying at least 1% of the strike price in credit. Here, that's the 373, currently paying 3.75. Total credits collected to date: 9.01 + 2.06 = 11.07 versus a current short put value for the October 373 of 3.75, so I've locked in 11.07 - 3.75 = 7.32 ($732). Looked at another way, my cost basis in any shares assigned from the 373 contract will have a cost basis of 373 minus total credits received of 11.07 or 361.93.
As with all my other short puts, I'm fine with being assigned shares, selling call against should that occur.
Opening (IRA): ARKK August 20th 110 Short Put... for a 1.95/contract credit.
Comments: One of the few remaining exchange-traded funds in my options highly liquid list with 30-day implied greater than 35%. (The others are MJ, XBI, and EWZ). Here, selling the 16; 1.80% ROC as a function of notional risk.
Rolling (IRA): QQQ July 23rd 305 Short Put to August 13th 330... for a 2.31 credit.
Comments: With a mere .34 of extrinsic left in the July 23rd 305, rolling out to the 16 delta in the expiry nearest 45 days until expiry. Total credits collected of 5.32 (See Post Below) + 2.31 or 7.63 versus a short put value for the 330 of 2.69, so I've locked in gains of 7.63 - 2.69 = 4.94 ($494) so far.
Rolling (IRA): IWM July 23rd 205 Short Put to August 13th 212.5... for a 1.38 credit.
Comments: With a mere .38 of extrinsic left in the July 23rd 205, rolling out to the 16 delta strike nearest 45 days until expiry. Total credits collected of 5.81 (See Post Below) + 1.38 or 7.19 versus a current value for the August 13th 212.5 of 1.77, so I've realized gains of 7.19 - 1.77 or 5.42 ($542) on this puppy so far.
Rolling (IRA): SPY November 19th 290 Short Put to the 345... for a 2.14 credit.
Comments: Here, I don't want to extend duration, so am just rolling the short put up intraexpiry at 50% max to the strike paying at least 1% of the strike in credit. Total credits collected of 4.05 (See Post Below) + 2.14 = 6.19 relative to a current value for the November 19th 345 of 3.48, so I've realized gains of 6.19 - 3.48 = 2.71 ($271) so far.
Rolling (IRA): SPY August 20th 381 to September 30th 378... for a 2.04 credit.
Comments: Mechanically rolling at 50% max. Here, I'm rolling out to the quarterly expiry strike that pays at least 1% of the strike price in credit (the September monthly is getting kind of crowded), which happens to be a lower strike. Credits collected so far: 16.31 (See Post Below) + 2.04 = 18.35 relative to a current price for the September 30th 378 of 3.77, so I've realized gains of 18.35 - 3.77 = 14.58 ($1458).
Rolling (IRA): SPY August 20th 378 Short Put to September 386for a 2.27 credit.
Notes: With the August 20th 378 at >50% max, rolling it out mechanically to the next monthly strike paying at least 1% of the strike price in credit. I've collected 11.31 (See Post Below) + 2.27 in credits so far or 13.58 ($1358) relative to the September 17th 386 current price of 3.86, so have realized gains of 13.58 - 3.86 or 9.72 ($972) so far.
Opening (IRA): TAN August 20th 75 Short Put... for a 1.32/contract credit.
Comments: One of the exchange-traded funds that still has a 30-day implied of greater than 35% here (it's 38.8% at the moment) with expiry-specific at 40.3%. Unfortunately, it doesn't line up fantastically with price action; the strike is above the previous swing low around 68. However, I'm fine with taking assignment if that happens and proceeding to sell call against.
Rolling (IRA): IWM July 16th 199 Short Put to July 30th 205... for a 1.07 credit.
Comments: Instead of adding units, rolling this puppy out on weakness. Total credits collected of 3.59 (See Post Below) + 1.07 = 4.66 versus a short put value of 1.83, so I've realized gains of 2.83 ($283) on this so far.
Opening (IRA): MJ August 20th 18 Short Put... for a .49/contract credit.
Notes: There isn't much left on the board with 30-day implied >35% in the exchange-traded fund space, but MJ is one of them with 30-day at 41.6% and expiry-specific at 50.1%. The others: ARKK (40%), ARKG (39%), GDXJ (36%), and XME (35%). Had to go a little more aggressive here delta-wise than usual: the 18 is at the 22 delta or so; the 17, at the 14. ROC of 2.8% at max.
Closing (IRA): IWM July 2nd 200 Short Put... for a .33 debit.
Comments: Decided to close this kind of at the last minute ... . With 21 days to go, there wasn't much a ton of juice left to squeeze out of it. Collected a total of 6.55 in credits with rolls and such (See Post Below). Closing here results in 6.22 ($622) of realized gains. Was hoping for some increased implied volatility and a little bit more of a move off of the top of the range to roll into, but didn't get it.
Rolling (IRA): SPY October 15th 307 Short Put to the 355... for a 2.15 credit.
Comments: You know the drill ... . 50% max roll. With the October 15th 307 at >50% max, rolling it up intraexpiry to the strike paying at least 1% of the value of the strike in credit. Total credits collected now 5.82 (See Post Below) + 2.15 = 7.97 versus a current value for the 355 of 3.66, so I've realized gains of 7.97 - 3.66 = 4.31 ($431) so far.
Rolling (IRA): SPY September 17th 324 Short Put to the 372... for a 2.31 credit.
Comments: Part of a longer-dated premium selling strategy ... . With the 324 at >50% max, rolling up to the strike paying at least 1% of the value of the strike. I've collected 6.04 (See Post Below) + 2.31 so far or 8.35 versus the September 17th 372's value of 3.67, so I've realized gains of 8.35 - 3.67 or 4.68 or $468 so far.
Closing (IRA): QQQ July 2nd 294 Short Put... for a .33 debit.
Comments: Profit-taking here on a contract that I did a "window dressing" roll on. (See Post Below). Total of 3.05 collected; out for .33 here; 2.72 ($272) profit with 21 days to go. As with my IWM, I considered rolling, but implied volatility is at the very low end of its 52-week range and 30-day has dropped sub-20.