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Wiki Selling TSLA Options - Be the House

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Yea I’m trying to self define what is a leap right now. How many DTE. I usually open them with the intention of holding them long enough to become long term cap gains. Which means that one’s I bought 18 months out would have to hold until 6 months to hit the long term gains point.
NOT-ADVICE.

I find that a benefit of the shorter DTE is I can get a little bit more leverage that I'm still comfortable with.

Namely I can buy a 700 or 750 strike Jun '22 call right now for about $50 time value. That gets me into the 2:1 or 5:2 range (calls to shares) and also a time value that is low enough that I can cover it with a short call sale at purchase time. Something like $20 or $30 OTM plus the credit on the sale, and the time value is paid for, with the additional time for more credits / income.
 
New chart. I like this one much better, it's way more useful! Thanks a million!

I also moved it on my dashboard to replace my open position sizes by ticker chart since everything is TSLA now.

View attachment 755009
Oh I like that!

That really is the same way I think about my own portfolio. The difference in our distributions is that instead of roughly 1:1 spreads to leaps (for me at least, spreads are put spreads), my desired target would be more like 27% spreads / 54% leaps (1 to 2 instead of 1 to 1).

I'm only there in 1 account but what led me to that 1:2 ratio is that if disaster strikes (now I have ~0:2) in the spreads bucket and I take a max loss, then I can sell 1/2 of the spread side and continue on selling the same amount in spreads that I'm using right now. I don't wipe out my cash and lose the ability to make it back sort of idea.

Actually in practice 1 account is that 1:2 ratio, 1 account is the 1:1 ratio, and the one that provides living expenses is more like 2:1 (more spreads than leaps).
 
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And here I thought other people were working with some really big positions! If my math is right, at $1100/share, that is a $55M position if cash secured. But maybe only $30M for margin?

Any issues with getting that to fill? I've wondered off and on about what sized positions can we still get in and out of the market with, without it becoming too much of a market moving problem.
I wish, literally 500 shares, not 500 puts. Sorry for the poor wording and sorry I'm not playing with 55M.
 
It’s amazing how many times we go from utter despair to elation in a scope of 1-2 weeks. I’m losing sensitivity somewhat, overslept market open by 30min today with my remaining 1/14 -1020/920 bps.

Also got
1/21 -955/850 bps (rolled yesterday from 1/14 for +6 credit)

1/21 -1050/950 bps (opened on P&D Monday, looked like a bad decision for a while but is ok now)

1/21 -1100/1080 bps(rolled from the last year, was -1030/1010 ATM…short width spreads suck big time ATM)

1/28 -1000/900 bps

1/28 -1050/950 bps (rolled same strikes from this Monday at mid-spread, if gambled this would likely expire worthless this week;
The trade off between: Monday roll is not good & do you want to lose ability to roll if SP falls further? No regrets, really)

Assorted 1100, 1120, 1200 puts for 1/28, 2/18, 3/18
 
Oh I like that!

That really is the same way I think about my own portfolio. The difference in our distributions is that instead of roughly 1:1 spreads to leaps (for me at least, spreads are put spreads), my desired target would be more like 27% spreads / 54% leaps (1 to 2 instead of 1 to 1).

I'm only there in 1 account but what led me to that 1:2 ratio is that if disaster strikes (now I have ~0:2) in the spreads bucket and I take a max loss, then I can sell 1/2 of the spread side and continue on selling the same amount in spreads that I'm using right now. I don't wipe out my cash and lose the ability to make it back sort of idea.

Actually in practice 1 account is that 1:2 ratio, 1 account is the 1:1 ratio, and the one that provides living expenses is more like 2:1 (more spreads than leaps).

I am actually going for 50% spreads to everything else. Leaps are big right now because of the recent run up and I don’t want to give to the short term tax man.
 
I figure if you're making money, then you're a good options trader. And if you're learning stuff at the same time that is also improving your results, then you're not only a good options trader, you are an evolving and improving options trader.

Great larger post by the way - the conversation you've kicked off is (MHO) GREAT!


I really like this!

Looks like a good roadmap for new people to consider following as they get started (clearly of the NOT-ADVICE sort). This looks Options Glossary thread quality material - I'm going to add it (or ping me if you'd rather it not be there).


My experience has mostly been in agreement with the idea that 2% weekly returns are reasonable. The risks and stuff I would add:
- While 2%/week might be reasonable / doable, I would NOT incorporate that 2% weekly result into decision making regarding strikes and positions. The strikes and positions are whatever they are based on how you choose those strikes, and the %/week is a side effect. There will be times in the market where the strikes you like yield >2%, and there will be times when they are <1%.
- Therefore if the 2%/week IS a criteria for strike selection, I would put that into the additional risk category :)
- To hit 2%/week, my own math is to be opening 3% positions and closing them at 2/3rds. If I'm opening 2% positions and closing at 2/3rds then I'm really only earning 1.3%/week (oh no).

The question about the options market drying up is a really good one. I do believe that it is inevitable, though whether that is 2025, 2030, or 2050 is opaque to me :). Something I did awhile back is to go find another highly liquid options market (I chose Apple; QQQ or SPY are good other candidates) and setup some test trades that you like and see what they look like.

This works especially well with an individual company that you know well and that has a big options market. I don't know Apple but its the active market I could try out quickly. I figure that as long as there is a safe 0.5% return available (25%/year) then this is working really well.


Compounding is indeed available. Whether to include it or not gets into portfolio makeup and management. Thus my own approach - I don't include compounding in calculating my possible annual results, nor do I incorporate compounding into my week to week trades.

A made up example that is pretty consistent with my own trading pattern, and NOT-ADVICE.

Given $1M in cash to back put spreads with (lets assume a retirement account with no margin), then I can use that to back 50x $200 wide spreads. Which is in fact what I would do (or 33x $300 wide spreads). As the gains accumulate I start adding additional spreads with each week results, making those get bigger over time. But now I'm also exposed to "blow-up-the-account" risk when the shares move sharply against me (we've got multiple examples the last couple of months). As a % I have a position open right now that was (equivalent) $160 ITM on that made up $200 wide spread. Were I to close at that point and take the loss, then my $1M account is suddenly worth $200k.

The problem with compounding results is that this 80% loss is going to hit the original cash plus any additional earnings. Thus I don't include compounding in my results.


And I plan ahead for that 80% loss. I haven't eaten one yet, but since this is my retirement I'm risking and I think I'm nearly unemployable now, I want to prepare for the possibility :)


This is pretty close to my own distribution. I don't have it in a neat pie chart like this, but I'm around 1/5th overall in shares with most of those in a taxable account with a really low cost basis (tax considerations will matter deeply to change those into something else). Sidebar - the remaining shares are in an account where they could be liquidated, but I keep them for sentimental reasons, and to occasionally look at a position that is ahead 19,909% (cost basis 5.47 from 2012).

Ignoring the shares my portfolio is targeted to be 1/3rd cash for selling put spreads and 2/3rds share replacement leaps (dominant position are June 750s) that I use to sell covered calls -- at least when I can sell strikes at the break even or above. The intent is that if disaster strikes on the put spreads then I can sell off half of the calls and still have enough cash to continue selling put spreads at the same level as before the disaster.

Using your pie chart that would be the cash+ options slices for me.

Anyway the rest is "cash" which I've got divvied up 1/3rd in cash


Love this conversation :) Love, love, love it.

Doable or not I also am aiming for that 2-3% range. My experience thus far is that hasn't been unreasonable for me. As an important cautionary note, that others have also identified (for anybody reading this for the first time), it wasn't doable for me when I started a couple of years ago. Its taken most of that time to get where I'm at now.

I also think of it, over the long haul, as open at 3-5%, and close at 2/3rds, keeping 2-3%.
Speaking of compounding and blowing up the account: Here’s a nice tool for calculating some possible outcomes. I already posted it some weeks ago when I tried to start the risk management discussion, which I really appreciate here!

 
(please don't shoot me for being different, i just want to share a success formula that is working for me. Kudos to optionalpha for pointing out the obvious. Apologies for the long read.)

it used to be that my goal was:
- i want x% gain per week
- i want minimum $x income per week
- i will do whatever it takes to make this happen because if i don't make good money, i lost opportunity

sometime last year, i changed my mindset to be:
- i want to have zero stress and an end to nonstop rolling for fix
- i want to preserve my capital or else my retirement (and my family's lifestyle) is ruined
- i am now ok with 'grab and go' profit - forget about milking a position to death (it is ok to leave $ at the table, REALLY)
- i want WIN ONLY and no loss, regardless of income. Huh? Income is not the first consideration? Then why am i selling options? I didn't invent this thinking - it's lesson ONE for BEGINNERS in optionalpha, literally the very first thing beginners need to know. It's the #1 secret sauce in options - MAKE YOUR POSITION SUCCESSFUL:

1642022708660.png


Why the change in my thinking from being income-oriented to being success-oriented? i realized that having a dollar goal many times forced me into situations where i NEED to do something just for the sake of "meeting the goal" or having income; for example:
  • income this week is too low, i have to do something about it
  • i don't want the income line on my graph's progress chart to go down this week so i won't do a BTC (even if that is the right thing to do)
  • i don't have income yet and it's already Wednesday - let me do something, anything
  • 10 pages on the other thread said SP will rise tomorrow, i got carried away in the moment and did a risky trade coz "it's a sure win"
what is the end result?
  • i was doing trades and not thinking it through just for the sake of having income. Who cares about risk? i can always fix/flip/split/roll it later
  • i was getting careless just for the sake of having new cash in bank
  • i was getting bolder because "i know how to fix problems anyway"
  • losses and/or endless rolling because i was chasing money instead of chasing success
but what happens if i no longer chase better income, and just focus on having wins? 2022 Week 2:

1642017624583.png


:) if my trades have a very high probability of success, money will come - exactly what optionalpha said to BEGINNERS on lesson ONE

in other news... my daughter just bought 4 more shares and her total is now 103. Time to learn covered calls!
1642016787139.png
 
(please don't shoot me for being different, i just want to share a success formula that is working for me. Kudos to optionalpha for pointing out the obvious. Apologies for the long read.)

it used to be that my goal was:
- i want x% gain per week
- i want minimum $x income per week
- i will do whatever it takes to make this happen because if i don't make good money, i lost opportunity

sometime last year, i changed my mindset to be:
- i want to have zero stress and an end to nonstop rolling for fix
- i want to preserve my capital or else my retirement (and my family's lifestyle) is ruined
- i am now ok with 'grab and go' profit - forget about milking a position to death (it is ok to leave $ at the table, REALLY)
- i want WIN ONLY and no loss, regardless of income. Huh? Income is not the first consideration? Then why am i selling options? I didn't invent this thinking - it's lesson ONE for BEGINNERS in optionalpha, literally the very first thing beginners need to know. It's the #1 secret sauce in options - MAKE YOUR POSITION SUCCESSFUL:

View attachment 755028

Why the change in my thinking from being income-oriented to being success-oriented? i realized that having a dollar goal many times forced me into situations where i NEED to do something just for the sake of "meeting the goal" or having income; for example:
  • income this week is too low, i have to do something about it
  • i don't want the income line on my graph's progress chart to go down this week so i won't do a BTC (even if that is the right thing to do)
  • i don't have income yet and it's already Wednesday - let me do something, anything
  • 10 pages on the other thread said SP will rise tomorrow, i got carried away in the moment and did a risky trade coz "it's a sure win"
what is the end result?
  • i was doing trades and not thinking it through just for the sake of having income. Who cares about risk? i can always fix/flip/split/roll it later
  • i was getting careless just for the sake of having new cash in bank
  • i was getting bolder because "i know how to fix problems anyway"
  • losses and/or endless rolling because i was chasing money instead of chasing success
but what happens if i no longer chase better income, and just focus on having wins? 2022 Week 2:

View attachment 755004

:) if my trades have a very high probability of success, money will come - exactly what optionalpha said to BEGINNERS on lesson ONE

in other news... my daughter just bought 4 more shares and her total is now 103. Time to learn covered calls!
View attachment 754995
Thanks for your wisdom @Yoona. I think you just laid out perfectly what I do wrong half the time - trying to hit a certain number, wanting to "do something", and milking a position to death. There's really so much wisdom in these options thread and I'm just happy I can pick smarter peoples brains.

I'm going to try to incorporate some of what you outlined above into my own trading. If you don't mind, I'm curious how you approach position sizing for your portfolio? What are you using to gauge the high probability of success?
 
I've been thinking about converting a substantial part of my TSLA shares to cash in order to generate capital by weekly/biweekly OTP BPS selling.

In a perfect world where you could time everything perfectly, you'd make this switch after a huge SP rally, hoping to sell at a local top.

The main consideration is "can you get a safe minimum weekly return that outperforms the stock in the long run?".
In the short term the stock can rally hard and no amount of safe spread selling will net you similar results. On weeks where TSLA is down, even by a large amount but not insanely large, the cash based approach will win out hugely.

After running some numbers, I'd like to present them here in order to get some feedback.

Currently a 2% weekly return seems doable with safe spreads. Safe in my mind is either very wide (+650p/-1050p-) or far OTM (+750p/-900p). Both of these will net me more than 2% return. Combining the safety nets of width and distance OTM is more difficult. After all, once you get too far OTM (below 850 for example) the premiums are basically the same in $ value, even if you go $100 further OTM. So a super safe +500p/-900p will not get you the desired weekly returns to outperform the stock in the long run.

By the way, the reason I have 2% minimum in the back of my mind is because, starting from $1068 SP today this would mean the stock would have to reach over $2900 by end of 2022 in order for the cash route to be less profitable.

At 1% weekly returns HODLING seems safer: the SP only needs to go to around $1800 by year end and that is within the possibilities IMO. ($2900 is also 'possible' but way more unlikely if you ask me).

Also, if you get minimum 2% per week you might go over some other weeks. There are relatively safe spread to be found with 3% weekly returns as well, and if you can get some of these in from time to time (depending on the current position of the SP withing the trading channel) it truly seems difficult for the stock to outperform cash.

Of course, if I were to do this, I'd have very strict rules in order to preserve capital, way stricter than I'm currently trading options. To scratch the "trading itch" I think I would use (for example) 2/3 of my cash for safe income generation and the other 1/3 could act as a seperate options trading (virtual) account like I'm doing now. (Right now my balance is: 3/4 TSLA HODL , 1/4 cash which I grow with options).

Another benefit of going cash is recession. IF there were a recession and the markets all give back 30%, I could buy back more TSLA than I sold. Of course this is A) timing the market which I don't believe anyone is capable of and B) a non-argument since the opposite can happen as well: a 2 year bull market after you convert to cash in which your stock returns would've been higher than "safe" options selling. So this argument seems to only matter if you convert TSLA to cash on ATH.

Pardon my ramblings, I'm just sharing my internal reasoning. I've been dipping my toes into this thread and option selling since May 2021 and checking my returns (+5% per week on average) I notice they are much higher than I expect the stock to gain (in the long term, short term anything can happen for example if FSD were to release or something). I am aware of the fact that this is only true for TSLA option selling. I've dipped my toes into selling options for other underlying, but these returns are abysmal compared to TSLA. Volatility and volume are king.

I started out very small in May (only $15k cash or so). After some learning I (on purpose) let a cc expire and I've been using that cash for option selling also.

Now I'm wondering if I should convert some more shares but I keep thinking there must be a catch. As we always say: If the risk is unclear, it's because you didn't look hard enough.

Therefore I would appreciate some feedback regarding my thought process and mainly:
- is 2% per week truly possible on consistent basis? Or higher, lower?
- what risks am I not seeing?
- will the TSLA options market dry up in a couple of years when TSLA stabilizes? WDYT?

Good day to all.
I converted 20% of my shares to cash to option BPS and have generated 2%/wk based on that cash.
 
I agree with @Yoona, I don't shoot for a specific $ number every week. I have a certain amount of money that I am willing to use to sell spreads or puts to generate whatever income I can with safe positions. I am not willing to put my entire portfolio either on spreads because I know there is bad days and I don't want to wreck my account.
When you say you have a certain amount of money you are willing to use to sell spreads/puts, does that amount of money correspond to the max loss of the position, the capital/margin required, . . . and how do you determine that amount of money?

The worry I have about going to cash to sell puts/spreads at 2% is that it works, until it doesn't, usually when the SP makes a big move.

I don't mind rolling, but worry whether I am digging a bigger hole, adding risk, losing time ? Is rolling (for credit or better strike) safe enough until you can catch the SP again ? (Edit: asking about rolling CCs or naked Puts)
 
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When you say you have a certain amount of money you are willing to use to sell spreads/puts, does that amount of money correspond to the max loss of the position, the capital/margin required, . . . and how do you determine that amount of money?

The worry I have about going to cash to sell puts/spreads at 2% is that it works, until it doesn't, usually when the SP makes a big move.

I don't mind rolling, but worry whether I am digging a bigger hole, adding risk, losing time ? Is rolling (for credit or better strike) safe enough until you can catch the SP again ? (Edit: asking about rolling CCs or naked Puts)
I think roll for credit or better strike is a more viable option with Puts, given that Tesla is going to keep growing at an incredible rate for the forceable future and the SP should climb every year. However, as we saw last spring/summer, TSLA can still dip 30% for longer than you might be able to roll for debit a max loss BPS.... Pull backs on climbs do happen, but if you get caught on the wrong side of a stock split announcement, FSD breakthrough, etc., with a CC or BCS you might be toast.
 
When you say you have a certain amount of money you are willing to use to sell spreads/puts, does that amount of money correspond to the max loss of the position, the capital/margin required, . . . and how do you determine that amount of money?

The worry I have about going to cash to sell puts/spreads at 2% is that it works, until it doesn't, usually when the SP makes a big move.

I don't mind rolling, but worry whether I am digging a bigger hole, adding risk, losing time ? Is rolling (for credit or better strike) safe enough until you can catch the SP again ? (Edit: asking about rolling CCs or naked Puts)
As long as the SP reverses, you can roll and eventually catch up. The problem occurs when your strikes are so far OTM that the options follow the stock, with no premium value for time. For example, if badly timed, one could have sold an ATM Jan 7th 1200p on 1/3 for around $30, which subsequently became ITM by $174 on that Friday. Oops, that’s a pretty big problem, so requiring a roll to 1/14. But that put is still now $95, better because of the SP rise, but still not expiring worthless. Ok, so roll again to 1165p on 1/28 for little debit/credit. See the problem, still ITM, and rolling out 2-3 weeks didn’t solve the problem, and the SP must still return to “near” the original sale price (ok 1165 is “near” 1200) to close out the trade for a profit. If the SP doesn’t reverse enough, the trade becomes an albatross, which ties up capital for weeks or months without producing premiums. As long as the SP goes up, eventually rolled puts expire worthless. Unfortunately, that’s not necessarily the case with covered calls. If the SP rises faster than $10-20/wk (this is TSLA after all), the CCs fall farther and farther behind. I lost shares via CC during the Hertz price rise (didn’t have enough cash to buyback-roll in my IRAs) and I’m now selling puts trying to get them back at a comparable cost basis. It takes quite a long time to get back a $300 loss at $10-$30/wk.:mad:
 
it's lesson ONE for BEGINNERS in optionalpha, literally the very first thing beginners need to know. It's the #1 secret sauce in options - MAKE YOUR POSITION SUCCESSFUL:

1642022708660.png
I agree with your take, Yoona, but on the OptionAlpha rules I have one comment:

OptionAlpha rules are that you only put 1 to 5% of your capital at risk in every trade, and have 20 to 100 different small positions with each a 75% or higher profit probability.

1642055290747.png


They should also be priced in your advantage:
1642055354500.png


So when I appeared here with my very first trade, a very small spread, I was shocked to hear that that was a Bad Idea, and wider spreads, with higher returns but higher risk, were easier to roll (which they are).

I learned then, that OptionAlpha strategies are suitable to have multiple positions on multiple companies where you don't have anything else to go by on the future of their stock price, except the risk/probability based on volatility. The 75% probability would literally mean that 75% of trades go right, 25% go wrong. And by pricing your positions correctly, you'd still run a profit.

In the case of TSLA, because we only look at TSLA, we have a better understanding on past and future news which influences TSLA's SP. So our probability should be better than 75%.

But yes, I agree, one should trade to profit, but not to maximise profits.
 
(please don't shoot me for being different, i just want to share a success formula that is working for me. Kudos to optionalpha for pointing out the obvious. Apologies for the long read.)

it used to be that my goal was:
- i want x% gain per week
- i want minimum $x income per week
- i will do whatever it takes to make this happen because if i don't make good money, i lost opportunity

sometime last year, i changed my mindset to be:
- i want to have zero stress and an end to nonstop rolling for fix
- i want to preserve my capital or else my retirement (and my family's lifestyle) is ruined
- i am now ok with 'grab and go' profit - forget about milking a position to death (it is ok to leave $ at the table, REALLY)
- i want WIN ONLY and no loss, regardless of income. Huh? Income is not the first consideration? Then why am i selling options? I didn't invent this thinking - it's lesson ONE for BEGINNERS in optionalpha, literally the very first thing beginners need to know. It's the #1 secret sauce in options - MAKE YOUR POSITION SUCCESSFUL:

View attachment 755028

Why the change in my thinking from being income-oriented to being success-oriented? i realized that having a dollar goal many times forced me into situations where i NEED to do something just for the sake of "meeting the goal" or having income; for example:
  • income this week is too low, i have to do something about it
  • i don't want the income line on my graph's progress chart to go down this week so i won't do a BTC (even if that is the right thing to do)
  • i don't have income yet and it's already Wednesday - let me do something, anything
  • 10 pages on the other thread said SP will rise tomorrow, i got carried away in the moment and did a risky trade coz "it's a sure win"
what is the end result?
  • i was doing trades and not thinking it through just for the sake of having income. Who cares about risk? i can always fix/flip/split/roll it later
  • i was getting careless just for the sake of having new cash in bank
  • i was getting bolder because "i know how to fix problems anyway"
  • losses and/or endless rolling because i was chasing money instead of chasing success
but what happens if i no longer chase better income, and just focus on having wins? 2022 Week 2:

View attachment 755004

:) if my trades have a very high probability of success, money will come - exactly what optionalpha said to BEGINNERS on lesson ONE

in other news... my daughter just bought 4 more shares and her total is now 103. Time to learn covered calls!
View attachment 754995
I fully agree with your sentiment, but to be clear: when I state I want to "target" let's say a weekly return on capital at risk of 2% I mean I want to make trades following the flow of the markets that will - as a side effect - have a return this high (as an estimation for long term returns).

Indeed it is folly to force oneself to trade for $X or X% return weekly/monthly/yearly. This will only lead to bad decision making.

This was not explicitly stated before but anytime I'm talking about selling options/spreads I'm assuming base knowledge, including the main takeaways by Optionsalpha. Base knowledge also includes to never force trades.

The Options alpha lessons do differ with the learnings of the current thread though, since at OA they trade without proper study of the underlying and they try to make trades that are direction neutral.

My TSLA options strategies do follow one basic assumption: in the long term, TSLA stock price will increase. (Let's say to $10.000 at least). Therefore even a BPS with short strike at current ATH can be "saved" if one waits long enough and keeps increasing width if necessary. Not that this is the best course of action but it is my belief that this will work. If I didn't, I wouldn't have so much conviction selling BPS.

So the comparison to Options Alpha only works slightly. Options Alpha for example corrects IC's by moving the winning spread closer to the money, and they rarely roll the losing side out. They just minimize the loss of the IC by chasing the SP.

I personally don't like to chase SP too much, because huge moves are followed many times by huge reversals (last monday, anyone?).

The main takeaways from Options Alpha for me are:
- first of all: having a deep understanding of the option strategies and how they can be tweaked;
- second: don't put all eggs in one basket
- third: only open trades with high win rates.

I feel so nostalgic talking about Options Alpha, that's what started this journey for me and many others. (Thanks @adiggs )
 
I learned then, that OptionAlpha strategies are suitable to have multiple positions on multiple companies where you don't have anything else to go by on the future of their stock price, except the risk/probability based on volatility. The 75% probability would literally mean that 75% of trades go right, 25% go wrong. And by pricing your positions correctly, you'd still run a profit.

I think this is the key for OA's strategy: they are trading purely on (greeks) data with no knowledge of the underlying. Their 75/25 win/loss is a strategy.
Having 50-200 positions open at any one time seems like a full-time job, and considering OA are a day-trading (training?) platform, I view anything I've read or seen there based on that.

Over here in TSLA-land many of us are HODLing the stock, have incredible knowledge of the company and are able to make decisions based on that. Some win, some loose. Hopefully the loss side is always considerably smaller than the win side.

On OA spreads - a $1 wide spread in TSLA would have killed me many times in the last 6 months. I don't get that. Do they open a position based on their strategy and then put a GTC close order in immediately on the profit they set out? Set and forget?
 
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