Trading Cash Settled Options On ThinkOrSwim

csricksdds

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TRADING CASH SETTLED OPTIONS ON TOS

Cash-settled options are settled at expiration for cash equal to the option’s intrinsic value. I frequently trade the SPX and NDX, using spreads for 0DTE options.

I will especially trade these if we have appointments or are going to be away all afternoon?

For these I’m looking for an established high, or low, that might take place around noon, or early afternoon, on one, or both, of these index products.

At a probable high/low I will first buy an opposite direction ATM ten-point spread but only if I can buy at $4.50 or less. I will then buy an ATM ten-point opposite spread also for around the same price (always less than $5). Then I leave and let them run through close. I first place the PDS (Put Debit Spread) at a high, or a CDS (Call Debit Spread) at a low, then put the opposite trade in place.

In the above scenario I would only lose money if the trade pinned at the level the spreads were bought which would be an unusual close for the volatile NDX or SPX. Usually, one spread will end fully ITM at close. The fully ITM spread would be worth $6 (if purchased at $4) while the OTM spread would cost $4, (or the amount paid) leaving a credit of approximately $2 (actually $200/contract less costs and is usually a winner 100% of the time)? I will usually trade 2-4 contracts at a time. As you can see these two trades become an ATM Straddle. This type of trade also works with SPX or any other option that cash settles at end of day. The SPX can also be traded as a $5 spread which I would want to buy at $2 or less giving a smaller profit potential.

I also trade these during the day when at home during market hours. In that case I would buy an appropriate PDS or CDS for around $4 and watch it the same as any other trade. I may place a GTC or just watch for another turnaround before closing the trade. If it is ITM a respectable distance I may let it ride and cash settle for the approximate $600/contract profit.

How would I defend this trade if the market turned against my trade. If the original trade was a PDS I would buy a CDS at the same entry point as I entered the PDS for hopefully at $4 or less (always less than $5 on a ten-point spread) to form an ATM Straddle.

Yesterday (3/23/26) at 11:15 A.M. my 5 min chart showed a SHORT BUBBLE on NDX which was slightly lower than its previous high and so I entered a 24410/24400 PDS for 4.01 for two contracts and let it sit to hopefully fill. It filled for my 4.01 price at 11:24. Because it was well ITM and I had to leave at 2:00 for an appointment I left it as is. It cash settled for full value at market close for $1,198 (a good ROI). As I look back at the chart for the afternoon there were a probable two other trades at 1:25 and/or 3:00 although my first trade closed fully ITM.

You might want to give one of these a try?
 
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TRADING CASH SETTLED OPTIONS ON TOS

Cash-settled options are settled at expiration for cash equal to the option’s intrinsic value. I frequently trade the SPX and NDX, using spreads for 0DTE options.

I will especially trade these if we have appointments or are going to be away all afternoon?

For these I’m looking for an established high, or low, that might take place around noon, or early afternoon, on one, or both, of these index products.

At a probable high/low I will first buy an opposite direction ATM ten-point spread but only if I can buy at $4.50 or less. I will then buy an ATM ten-point opposite spread also for around the same price (always less than $5). Then I leave and let them run through close. I first place the PDS (Put Debit Spread) at a high, or a CDS (Call Debit Spread) at a low, then put the opposite trade in place.

In the above scenario I would only lose money if the trade pinned at the level the spreads were bought which would be an unusual close for the volatile NDX or SPX. Usually, one spread will end fully ITM at close. The fully ITM spread would be worth $6 (if purchased at $4) while the OTM spread would cost $4, (or the amount paid) leaving a credit of approximately $2 (actually $200/contract less costs and is usually a winner 100% of the time)? I will usually trade 2-4 contracts at a time. As you can see these two trades become an ATM Straddle. This type of trade also works with SPX or any other option that cash settles at end of day. The SPX can also be traded as a $5 spread which I would want to buy at $2 or less giving a smaller profit potential.

I also trade these during the day when at home during market hours. In that case I would buy an appropriate PDS or CDS for around $4 and watch it the same as any other trade. I may place a GTC or just watch for another turnaround before closing the trade. If it is ITM a respectable distance I may let it ride and cash settle for the approximate $600/contract profit.

How would I defend this trade if the market turned against my trade. If the original trade was a PDS I would buy a CDS at the same entry point as I entered the PDS for hopefully at $4 or less (always less than $5 on a ten-point spread) to form an ATM Straddle.

Yesterday (3/23/26) at 11:15 A.M. my 5 min chart showed a SHORT BUBBLE on NDX which was slightly lower than its previous high and so I entered a 24410/24400 PDS for 4.01 for two contracts and let it sit to hopefully fill. It filled for my 4.01 price at 11:24. Because it was well ITM and I had to leave at 2:00 for an appointment I left it as is. It cash settled for full value at market close for $1,198 (a good ROI). As I look back at the chart for the afternoon there were a probable two other trades at 1:25 and/or 3:00 although my first trade closed fully ITM.

You might want to give one of these a try?
Very interesting strategy. Can I ask what might be a novice question? What's the maximum risk on these spreads? In the example above, on the PDS entered at 4.01, was 4.01 the maximum risk for each contract? I had a bad experience where 2 contracts for an SPX spread turned against me in the last 30 mins of the trading day and I took a $1k loss. I have stayed away from them ever since but your explanation above is detailed and persuasive that this can be a winning strategy if managed carefully.
 
Very interesting strategy. Can I ask what might be a novice question? What's the maximum risk on these spreads? In the example above, on the PDS entered at 4.01, was 4.01 the maximum risk for each contract? I had a bad experience where 2 contracts for an SPX spread turned against me in the last 30 mins of the trading day and I took a $1k loss. I have stayed away from them ever since but your explanation above is detailed and persuasive that this can be a winning strategy if managed carefully.
What you pay is your maximum risk. If I need to defend I buy the opposite spread at the same ATM as the first. If you have paid less than 5 for the NDX 10 spreads one will usually be ITM and one out at close and your profit will be small but should at the least break even (unless it pins at your entry price which would be unusual but probable which would become a possible double loss).
 
TRADING CASH SETTLED OPTIONS ON TOS

Cash-settled options are settled at expiration for cash equal to the option’s intrinsic value. I frequently trade the SPX and NDX, using spreads for 0DTE options.

I will especially trade these if we have appointments or are going to be away all afternoon?

For these I’m looking for an established high, or low, that might take place around noon, or early afternoon, on one, or both, of these index products.

At a probable high/low I will first buy an opposite direction ATM ten-point spread but only if I can buy at $4.50 or less. I will then buy an ATM ten-point opposite spread also for around the same price (always less than $5). Then I leave and let them run through close. I first place the PDS (Put Debit Spread) at a high, or a CDS (Call Debit Spread) at a low, then put the opposite trade in place.

In the above scenario I would only lose money if the trade pinned at the level the spreads were bought which would be an unusual close for the volatile NDX or SPX. Usually, one spread will end fully ITM at close. The fully ITM spread would be worth $6 (if purchased at $4) while the OTM spread would cost $4, (or the amount paid) leaving a credit of approximately $2 (actually $200/contract less costs and is usually a winner 100% of the time)? I will usually trade 2-4 contracts at a time. As you can see these two trades become an ATM Straddle. This type of trade also works with SPX or any other option that cash settles at end of day. The SPX can also be traded as a $5 spread which I would want to buy at $2 or less giving a smaller profit potential.

I also trade these during the day when at home during market hours. In that case I would buy an appropriate PDS or CDS for around $4 and watch it the same as any other trade. I may place a GTC or just watch for another turnaround before closing the trade. If it is ITM a respectable distance I may let it ride and cash settle for the approximate $600/contract profit.

How would I defend this trade if the market turned against my trade. If the original trade was a PDS I would buy a CDS at the same entry point as I entered the PDS for hopefully at $4 or less (always less than $5 on a ten-point spread) to form an ATM Straddle.

Yesterday (3/23/26) at 11:15 A.M. my 5 min chart showed a SHORT BUBBLE on NDX which was slightly lower than its previous high and so I entered a 24410/24400 PDS for 4.01 for two contracts and let it sit to hopefully fill. It filled for my 4.01 price at 11:24. Because it was well ITM and I had to leave at 2:00 for an appointment I left it as is. It cash settled for full value at market close for $1,198 (a good ROI). As I look back at the chart for the afternoon there were a probable two other trades at 1:25 and/or 3:00 although my first trade closed fully ITM.

You might want to give one of these a try?
I followed your 24410/24400 PDS example. I'm not exactly following your "opposite trade in place". If you and done the "opposite trade in place" along with your 24410/24400 PDS, would you have bought a 24410/24410 CDS as well?
 
I followed your 24410/24400 PDS example. I'm not exactly following your "opposite trade in place". If you and done the "opposite trade in place" along with your 24410/24400 PDS, would you have bought a 24410/24410 CDS as well?

It looks like you bought a 30 spread PDS and I would then buy a CDS 30 Spread as well as a straddle, or strangle form my Put Spread. I usually do these as a 10 point Spread and the goal is to pay less than $5 on each side. Right now on NDX I would want a 23970/23980 CDS with a 23980/23970 PDS with around $8 for both sides. If you do the moving side first you may be able to buy the other side for a lot less?

The foremost issue is to get your first spread going in the right direction which will make the other spread cost less as the first spread moves further ITM.
 
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It looks like you bought a 30 spread PDS and I would then buy a CDS 30 Spread as well as a straddle, or strangle form my Put Spread. I usually do these as a 10 point Spread and the goal is to pay less than $5 on each side. Right now on NDX I would want a 23970/23980 CDS with a 23980/23970 PDS with around $8 for both sides. If you do the moving side first you may be able to buy the other side for a lot less?

The foremost issue is to get your first spread going in the right direction which will make the other spread cost less as the first spread moves further ITM.
Well ... I tried it today. My brokerage account called it legging into a reverse iron butterfly. I really like being able to set it and then not worry about managing it. Since NDX cash settles, I can be busy about "honey-do's" and not have to watch my screen. Thx.

P.S. This was also the first time I tried the NDX. Not bad, not bad at all.
 
Well ... I tried it today. My brokerage account called it legging into a reverse iron butterfly. I really like being able to set it and then not worry about managing it. Since NDX cash settles, I can be busy about "honey-do's" and not have to watch my screen. Thx.

P.S. This was also the first time I tried the NDX. Not bad, not bad at all.
It's almost impossible to do it as an iron condor and get filled. Each piece needs to be done separately and it works well if direction is right on the first one.
 

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