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Начало здесь и тут.

There are two major reasons but the subject of these mini-series is neither.

1. To benefit from correct predictions of the future via speculation and leverage

Let’s assume that I have developed a point of view that stock XYZ will more likely go up to $120 from the current $100 within the next year than down. I could decide to invest all my $10,000 in buying 100 shares of XYZ with the plan to sell if the price hits $120, my target price, or $90 where I will cut the losses. With this plan in mind, I stand to gain up to 20% or lose up to 10%. If my view on probability distribution is correct then the former is more likely than the latter so I can expect (I mean statistical expectation) to make some money. But both upside and downside are rather modest.

BTW. In trading, YOU MUST ALWAYS THINK ABOUT PROBABILITY DISTRIBUTION. In other words, you should always think about what can go wrong.

Alternatively, I can return to example 1 from earlier and buy an option with the strike $105 and maturity 1 year. By doing so I am expressing a very strong view that XYZ will trade above $105 plus the premium that I will have to pay to the seller with higher probability than it won’t. If XYZ is another proxy for S&P 500 then such an option could cost about $5, so my capital buys 20 contracts (100 shares each). If I am wrong and XYZ never trades above $105 then, alas, I lost all 100% of my capital.

But if it actually hits $120 let’s e.g. 3 months before maturity, I can follow the plan and sell the option. I could exercise my options and realize a $15 profit for each (120-105), so my total will be $30,000 = 2000*15. Hallelujah! I just tripled my money! However, exercising a call option before maturity is rarely a good idea. It is better to sell it b/c the market price will be above the exercise profit $15. Why? Because there is 3 months of life left in the option and the stock could continue going up, so the market price in this case would be around $17.5, so my capital after I sell sell options will be $35,000 so I made 250% profit on the trade!

Thus, my range of outcomes is [-100%,+250%] if I trade OTM call options vs [-10%,+20%] if I trade stocks. That’s called leverage. Potential of making 250% on a trade is very exciting, of course, but you should focus on the possibility to lose everything. This style of trading is not much different than playing roulette in a casino. DON’T GAMBLE.

2. To protect from unfavorable future market moves, aka hedging.

Let’s say I already own 100 shares of NVDA and I am really afraid that it could lose up to half the value within a year. I could live with the 10% loss but not more. I could buy a put struck 10% below the current price, about 100 at current prices. This will cost me about 10% of my capital if maturity is a year. Thus, I won’t lose more than 20% even if NVDA goes bankrupt and crashes to zero. In other words, by buying this put I chopped off left tail of the probability distribution. This is very similar to buying insurance on your real property. This is a legit use of options but it’s very expensive. (You usually overpay for options, especially puts. No, it’s not the reason to start selling them.) Therefore, I don’t recommend it. If you think that probability that price will go down is uncomfortably large, just sell it.


With this, I think I am done with preliminaries.

Update. I thank [livejournal.com profile] mi_b for pointing to the error in the original text.

Date: 2024-09-19 12:52 am (UTC)

Date: 2024-09-19 01:08 am (UTC)
From: [identity profile] ormuz.livejournal.com

Re: 2) I think, if you have ever recommended buying a call, you should be fine with a protective put (because of the parity). at least, it is definitely not "very expensive" (in comparison with what?)



there are many other reasons that do not fit into your 1 or 2. people use LEAPS instead of equities, people sell calls against their portfolio to squeeze more return, etc.
technically, selling puts can be a good way to enter long equity position (or can be used instead of long equity in portfolio in some cases) — I do this, from time to time, it gives nice discount.

There was a paper recently — https://papers.ssrn.com/sol3/papers.cfm?abstract_id=4682388 (https://papers.ssrn.com/sol3/papers.cfm?abstract_id=4682388) (they also have nice summary why retail investors trade options)



Date: 2024-09-19 02:56 am (UTC)
From: [identity profile] vnarod.livejournal.com
« even if NVDA goes bankrupt and crashes to zero» — wouldn’t your put become worthless at that point?

Date: 2024-09-19 03:48 am (UTC)
From: [identity profile] ny-quant.livejournal.com
Not 100% sure but I suspect the exchange has settlement rules for the case when the stock gets delisted and they are not in favor of put sellers.

It's a technicality. In reality, all these puts will be exercised before that.

Date: 2024-09-19 04:07 am (UTC)
From: [identity profile] ny-quant.livejournal.com
> I think, if you have ever recommended buying a call, you should be fine with a protective put (because of the parity)

Right at the end of (1) I recommended not to play with calls either. Parity doesn't apply b/c the strikes are different. But most importantly the deltas are of opposite signs. I'm not talking about volatility trading here.

> in comparison with what?

In comparison with the size of your capital. If 1 year protection costs you 10% of your capital, I call expensive.

> there are many other reasons that do not fit into your 1 or 2

Damn straight. And what did I say?

"There are two major reasons but the subject of these mini-series is neither."

One should conclude that there are other reasons and I'm going to talk about some of them. Right?

> people sell calls against their portfolio to squeeze more return

Indeed, this is the subject of the next chapter.

> selling puts can be a good way to enter long equity position (or can be used instead of long equity in portfolio in some cases)

Maybe, if you really know what you are doing. But then you don't need to read my notes. And maybe even if you know what you are doing. You may remember what happened to Victor Niederhoffer who kind of knew a thing or two about trading.
https://en.wikipedia.org/wiki/Victor_Niederhoffer
Niederhoffer decided to sell put options on Thai bank stocks to collect premium (being effectively long these stocks), which had fallen heavily in the Asian financial crisis, his bet being that the Thai government would not allow these companies to go out of business. On October 27, 1997, losses resulting from this investment, combined with a 554-point (7.2%) single-day decline in the Dow Jones Industrial Average (the eighth[20] largest point decline to date in index history), forced Niederhoffer Investments to close its doors.

Selling put spreads may be OK but it really hurts when the markets are falling and your long portfolio is suffering as such. But selling naked puts is generally a dumb idea in the long run.

Date: 2024-09-19 11:04 am (UTC)
From: [identity profile] mi-b.livejournal.com
XYZ will trade above 105 with higher probability than it won’t

That's too strong a requirement. With a low enough premium /heavy enough right tail, it may be worthwhile to buy even if probability of hitting the strike is very low.

Date: 2024-09-19 01:24 pm (UTC)
From: [identity profile] ny-quant.livejournal.com

Sure. I'm simplifying to the bone.

Edited Date: 2024-09-19 01:25 pm (UTC)

Date: 2024-09-19 01:50 pm (UTC)
From: [identity profile] ormuz.livejournal.com

Parity literally means that put + asset (protective put, married put) is a synthetic call with a same strike (that should of course, priced the same way as a real call with the same strike). deltas are 1-put delta = call delta, and, of course, are equal; here we are proudly ignoring dividends, rates, bid-ask spreads and commissions, though.

> In comparison with the size of your capital. If 1 year protection costs you 10% of your capital, I call expensive.


what about that bold statement of yours — about "you have to think about distributions"? Shouldn't you compare it with distribution of returns? Just maybe, NVDA stock can go up, and just maybe (pure hypothetical), 10% is reasonable price to adjust that distribution of your capital returns?



>> people sell calls against their portfolio to squeeze more return


> Indeed, this is the subject of the next chapter.

I hope you'd mention that selling calls against an asset is virtually equivalent to selling naked puts (which, apparently, you are so strongly against).

Date: 2024-09-19 02:02 pm (UTC)
From: [identity profile] ormuz.livejournal.com

no, but better to sell your puts before : )
e.g. Case with RSX options — OCC adjusted the rules so the settlement was delayed (the whole thing took two years) and in cash — https://infomemo.theocc.com/infomemos?number=51876 (https://infomemo.theocc.com/infomemos?number=51876)

RSX options were adjusted on January 12, 2023, due to the Liquidation of the fund (see OCC Information Memo #51760). The deliverable of RSX options became $3.13 Cash plus 100 x the total value of any future Liquidating Distribution(s) received by RSX ETF holders, if any, as described in the Plan. The RSX deliverable is subject to delayed settlement until the total value of the Liquidating Distribution(s) is determined.

Date: 2024-09-19 03:09 pm (UTC)
From: [identity profile] ny-quant.livejournal.com

If you are long a call your delta is positive. If you are long a put your delta is negative. Unless we’re are talking about the same strike, and we do not, parity doesn’t apply. So I don’t know why you are harping on it. I am actively advising NOT to trade either naked calls or puts, not to civilians. It can be done, of course, but it is far out of scope of these notes.

“You have to think” is not a bold statement. If you said “you DON’T have to think” – that would be really bold. People who don’t think eventually get what they deserve. Looking at historical data should be a part of the thinking process. Unless this time is different, of course.

 Selling puts is of course equivalent to writing covered calls. But there is no need to muddy waters here. If you are selling a protective (for the counterparty) put, e.g. 10% OTM, then the broker will hold K dollars in reserves to cover the case  S->0. And what’s the point then? If you want to reach for income by selling small puts then you need to do it in size and this will eventually bite you in the ass.

Date: 2024-09-19 03:10 pm (UTC)
From: [identity profile] ormuz.livejournal.com

nah, simplest case —
you want to buy NVDA, todays' price is 117 (you would have take profit 140)
you can just sell put 140 instead of buying 100 NVDA . that effective buy with price 110, for essentially giving up something that you don't need (upside from 140).

making business of selling naked puts is probably non retail idea, you are right.

Date: 2024-09-19 03:26 pm (UTC)
From: [identity profile] ormuz.livejournal.com

long stock is part of your protective put strategy, of course. I guess, that is my bold statement — "one have to think in terms of overall portfolio"

I know, people recommend covered calls, protective puts, vertical spreads instead of. in some cases, virtually equivalent option writing. but that's, first, not justified — retail used "unlimited risk" thing, they do own stocks and short-sell stocks. there is nothing special for retail having tail risk.


second — for pretty much 90% of stocks/etfs, synthetic positions (e.g. anything with two legs — vertical spreads) mean that one has to cross bid-ask spread 4 times. *that* is something that is really expensive, and I have point of reference here.

but from my point, most important that guys who trade covered calls really think they know what they are doing and they are *conservative* (while in reality they are *not*).

Date: 2024-09-19 03:54 pm (UTC)
From: [identity profile] ormuz.livejournal.com

> will hold K dollars in reserves

that is not correct IIUC, btw
broker will not allow you to do Victor Niederhoffer and they require some holdings/reserves, but it is not even close to strike; like 1/3, maybe? I don't know, I never hit the limit, and I doubt they are treating your vertical spreads in a more clever and favorable way :)

Date: 2024-09-19 04:25 pm (UTC)
From: [identity profile] mi-b.livejournal.com
Well, simplification is great, and I appreciate your effort, but here the simplified version is simply incorrect. On this logic, if you are offered a delta-5 option for almost 0 and you think that it is 30% likely to finish in the money, you would still refuse it.

Date: 2024-09-19 09:33 pm (UTC)
From: [identity profile] ny-quant.livejournal.com
True. I wanted to avoid talking about expected payoff and it backfired. I'll think about rewriting it over the w/e.

Date: 2024-09-19 09:38 pm (UTC)
From: [identity profile] ny-quant.livejournal.com
IDK what IIUC is but I have a feeling that you're not talking about International Islamic University Chittagong. But at Fidelity it is true. Since they are kind of a big deal in the industry, I suspect it's true in most places.

Date: 2024-09-19 09:50 pm (UTC)
From: [identity profile] ormuz.livejournal.com

if-i-understand-correctly (IIUC).
https://www.cboe.com/us/options/strategy_based_margin/ (https://www.cboe.com/us/options/strategy_based_margin/) :
100% of option proceeds plus 20% of underlying security/index value less out-of-the-money amount, if any, to a minimum of option proceeds plus 10% of underlying security/index value for calls; 10% of the put exercise price for puts.

и https://www.interactivebrokers.com/en/trading/margin-options.php (https://www.interactivebrokers.com/en/trading/margin-options.php)

Date: 2024-09-19 09:51 pm (UTC)
From: [identity profile] ny-quant.livejournal.com
> one have to think in terms of overall portfolio

Finally, we can agree on something.

Owning stocks -> limited risks which is not always the same as small but, for a reasonable portfolio, closer to 20% than to 50% over say 1 year horizon. Short-selling -> unlimited risk, a different kind of tail. Those who engage it deserve their fate.

There is nothing synthetic in vertical spreads and, of course, if you have 2 legs, you have to cross spreads at most twice. For liquid underlyings (SPY), it is actually less than that: I am often able to execute at the mid. And spreads for liquid underlyings are very narrow, sometimes a couple of cents only and in all cases a very small %age of mid.

Define conservative. For me, it is reducing the dispersion of the expected returns. So, writing the calls against existing long stock position is conservative. Even if you find a counter-example (I can't think of any), typically it still is.

Date: 2024-09-19 09:53 pm (UTC)
From: [identity profile] ny-quant.livejournal.com
Rules for futures trading are different.

Date: 2024-09-19 10:07 pm (UTC)
From: [identity profile] ormuz.livejournal.com

how do you exit your vertical spreads? you box them? you sell them before expiration?, or you have cool Monday after-expiration-morning?

For me, it is reducing the dispersion of the expected returns. So, writing the calls against existing long stock position is conservative. Even if you find a counter-example (I can't think of any), typically it still is.

so, selling your existing stock, and writing naked put instead is even more conservative ? ok, buy also 5c otm put, and call it "spread".

Date: 2024-09-19 11:56 pm (UTC)
From: [identity profile] ny-quant.livejournal.com
Ideally, if I am short the spread it expires worthless, and if I am long and ITM at expiry I sell it between 4 and 4:15 when the spreads are very narrow. Either way, this is immaterial b/c the spreads are so narrow.

Even more conservative would be selling all your stocks and investing in Treasuries. But conservatism is not the only thing I am after.

So what is your definition?

Date: 2024-09-21 01:34 am (UTC)
From: [identity profile] ormuz.livejournal.com

> So what is your definition?


sort of a scale, where "conservative" is almost totally linear position (with deep in the money option positions) on index funds, and then with growth of bid-ask spread, legs, complexity of managing (ways to build/exit/babysit your position), larger gamma and vega, and how your trade depends on that.
like, if one tries as retail investor to do delta-hedging, it is close to insanity, from my point of view.

also, if I have to think in terms of returns distribution for my trade — that's "not conservative" for me, I am retail, I am not very at that. but spreads on SPX is more or less ok for me, and more conservative than atm call on NVDA.

spreads on NVDA — no, no. I think it is a way to sponsor options market making desks. I suck, and loose money at bid-ask spread, time slippage to buy second leg, and exiting (do that in reverse). I tried boxing — it feels very odd, and annoying.

FOMO trades also (like otm calls for that NVDA, in case it is suddenly goes up a lot) are fine, but I treat them as a casino, with very small capital invested in any time).

Date: 2024-09-21 04:38 pm (UTC)
From: [identity profile] ny-quant.livejournal.com
> almost totally linear position (with deep in the money option positions)

So, 25% ITM call with e.g. 1 year maturity is a conservative position for you? OK then ...

> time slippage to buy second leg

There is no time slippage. Both legs are executed as a single structure at the same time. You can custom-build any multi-legged structure and execute all legs simultaneously. Some are pre-set for the users, like iron butterfly.

Date: 2024-09-21 04:48 pm (UTC)
From: [identity profile] ny-quant.livejournal.com
Fixed it, thank you.

Date: 2024-09-21 10:16 pm (UTC)
From: [identity profile] ormuz.livejournal.com

yep. nothing wrong with it. e.g. 4 BOXX + 400 SPY call ($184) SPY is 568 now
i would assume 4 BOXX would return $20, and SPY would pay $14 dividends, so the whole thing costs like 60-70bps, and I would do PMCC on it, recovering most of that.

opposite to whatever amount of SPY iron condors and butterflies you could buy on that whole amount, and for some reason consider "conservative".



There is no time slippage. Both legs are executed as a single structure at the same time. You can custom-build any multi-legged structure and execute all legs simultaneously. Some are pre-set for the users, like iron butterfly.



I told you like 5 times already. this relatively works for ~20-30 names (SPY, QQQ, bunch of other etfs, and few stocks). for others — e.g https://www.barchart.com/etfs-funds/quotes/XRT/options?expiration=2024-11-15-m (https://www.barchart.com/etfs-funds/quotes/XRT/options?expiration=2024-11-15-m) , atm call is bid 0.79 and ask 5.45, if you'd use your fidelity strategy "simultaneous" thing — you are %$ed from start, being deep in red pnl.



I suspect that your "conservative" also implies that you, probably, have something like 1mln long equity portfolio, and trade options with max +-pnl of 1% of that total portfolio, right? You don't invest 30% of your capital entirely in SPX straddles, right?


Date: 2024-09-22 12:07 am (UTC)
From: [identity profile] ny-quant.livejournal.com
ОК, it's your money. If/when SPY drops by 30% you'll find out what's wrong with that.

> I told you like 5 times already.

I don't recall but it doesn't matter. You can repeat it 10,000 times and it's not going change the facts. There is no time slippage on the spread trade. This is the same for very liquid names and illiquid just the same. The width of bid-ask spread is a separate issue. Crossing the wide bid-ask spread for illiquid names is a dumb idea, whether it's a naked option or a spread or whatever.

Wrong, but it doesn't matter.

Date: 2024-09-22 12:34 am (UTC)
From: [identity profile] ormuz.livejournal.com

> ОК, it's your money. If/when SPY drops by 30% you'll find out what's wrong with that.


i am not sure you are reading whatever i commenting here, with multiple legs position management, and with "futures" margin requirements, that have nothing to do with futures.


I am ok, if you don't want to engage the point, let's stop and agree to disagree.

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