Indeed, I always like to roll while while taking some profit out of the original position, even if it's just a few cents, it accumulates over time
This is also why I only(*) roll for a credit.
However, in case it isn't clear to anybody reading, a roll of a losing position (which is always what I mean when I talk about a roll, and I believe is the typical usage throughout the thread) is the realization of a loss plus the creation of a new and even larger position.
That new and even larger position is what creates the credit. It also creates an even larger liability. That larger liability can earn back the already realized losses and do it fast, but it can also just sit there on the books, or even as we've been seeing people reporting - those DITM options (puts lately) can get early assigned, thereby creating full realization of the position.
Of course - then you can turn right around recreate that DITM position.
I always roll for a credit (where always is 99.99% - I do consider debit rolls as well, and almost never use them). But when closing pieces of a losing position, as I've begun doing with DITM puts, I only use realized gains to pay for those exits. This insures positive income/cash flow throughout.
(NOT-ADVICE. Something to consider. This idea is also the cash flow vs. income statement post I put up recently)
Any particular reason they are targeting 90 days out?
CPI tomorrow and possible election outcome moves makes me very hesitant to do anything today outside of being defensive. I closed a few sold puts to provide some overhead in the event of a high CPI number tomorrow.
If you read and study option trading systems, many of those involving selling options use 30-45 days as the optimum range for DTE. I believe that a big chunk of the reasoning has to do with generating a useful return on much lower IV stock than we're accustomed to working with.
- I don't ever sell CCs less than 30 days out, and usually aim for 30-45 depending on volatility and how juicy the premiums are.
- I also never sell CCs unless the stock price is trending up, and has been for at least a couple days. I can give more specific numbers, but in general this strategy has worked for me every single time.
- I always target SP about 20% out (or based on the historical moving average of the stock over a similar time period), and I don't get greedy - always closing when I've hit at least 60% profit. But i'm always watching the premiums on the other side that let me know if I'm in any trouble or not.
For me 90 days may be too much time/uncertainty in this type of environment, where swings are based on macro, war, and twitter....but in a more "stable" environment I could envision how this would be a successful way to go about it.
Everyone has their own methods so it's important to see which one makes you the most comfortable. At the end of the day, sometimes no trade is the best trade you can make!
But to your point that I quoted - I am actually waiting for the CPI / election news this week to solidify whether I want to sell puts or calls....and that's only because in this environment, Tesla is being affected by every little thing so you have to pay attention.
I'd love it if you'd expand on this idea - maybe add in some recent historical trades (what you saw and were acting on at entry, what made you decide on the exit, how often you're seeing your setups, stuff like that) as additional examples / insights into what and how you're doing things
The reason I ask is that we've got people working at many different DTE. Most are in the 1-2 week range, but we've also got day traders and a bit longer. I don't think I'e seen anybody (except maybe
@CHGolferJim talk about monthly+ type DTE. More examples and details over this wider time frame will, I think, be valuable to many. Whether they follow up and do it for themselves or not. I know it'll be valuable to me - in the back of my mind I'm always thinking about how to minimize my time and energy, and one mechanism would be higher DTE (I'm still in the 1-2week DTE trades).
I'll take profit on sold calls during the MMD. On any upswing I'll move that last far DITM BPS to '25. GLTA. 
