not-advice
cash flow vs. income, in an option selling context
Something that I try to remain diligent and aware of is the difference between the credit received when opening a new short option position, and the realized gain/loss at the end. In accounting terms I see this as being the difference between the income statement and the cash flow statement. In the accounting world, each is tracking and reporting on a different idea. Both are important, and neither are sufficient for understanding the health and success of an entity.
For option buyers there is no difference - cash goes out when you open a position, and cash comes back when you close the position. Cash flow and realized gain/loss are effectively the same, so no particular special tracking is needed.
However for the option seller we get cash up front ALONG WITH a liability. If nothing changes then the liability matches the cash, and at some point in the future you give it back. You had positive cash flow up front, and matching negative cash flow later. The problem of course is that with cash in hand, we can go spend it on something. And then get to the end of the position and realize that we don't have the cash on hand to handle the negative cash flow.
I've tried a variety of methods for managing the dynamic for myself, while keeping it simple.
The first is a trading rule, that roll transactions are for net credits. I may be facing a steadily growing liability as a trade works against me, with some of that liability having been realized and some not, but at least my cash balance is steadily increasing. But if I focus on the credits exclusively then it can be easy to forget that it IS a losing position - I'm really just taking on a more and more risky position, with an expectation of reversal in the share price leading to a full reversal in the very bad losing position.
More recently, where possible, I am disaggregating DITM rolls. I'll open a new position with currently unused resources that I want to be in, and use the proceeds WHEN REALIZED (not the credits!) to close 1 or more of those DITM contracts. The net result is the same - I open a new position and use it to replace some or all of an old / losing position. The difference is that I'm ensuring a net realized gain and cash flow by using the realized gain at the end of the new position. Well - as long as the new position I'm opening are also winning.
Big picture its really the same as a roll or one of the multitude of other healing trades that we've talked about over the thread life.
a) we have a bad position we don't want to just realize the loss on
b) "roll" the position by realizing the loss on the bad position, and simultaneously opening a new trade that is big enough that the incoming cash offsets (plus a little bit - the credit) the cost of closing the bad position.
The net on these rolls is a new position that is, invariably, far far riskier than a position we would open as a starting point.
For me at least, thinking about rolls in this way makes it a lot easier to disaggregate the roll as long as I have the resources to have the new and old positions simultaneously.
Such as selling 10cc with backing for 100cc. When that goes bad, 10 additional cc can be sold at whatever desirable strike and price of the moment is, and then use that gain when realized to buy out some of the original 10cc. Or use the open of the additional 10cc to offset some debit on the original 10cc to get the original 10cc to a better strike.
Something else that I've noticed with roll, and other multi-leg tickets - though I haven't pursued deeply. As best I can tell a multi-leg ticket requires a limit price because the multi-leg ticket will either fill at the limit price or it won't fill. If you offer to sell at 2.00 on a multi-leg ticket, the market will provide a binary response in the form of a 2.00 fill, or an open transaction.
With single leg tickets your broker / market maker will sometimes improve on the limit you set. This is another reason I like to disaggregate roll and multi-leg tickets when its reasonable / easy to do so. I can come out the worse for it, but at least my market orders won't go 'bad' on my because of fast movements in the underlying that don't make it into the trade ticket info.