The problem with the way our days are organized at the hospital where I work is that our workload is ultraconcentrated. I can be off for 2 weeks than I have 7 days straight in call with days I have 70 patients at the Clinique while going in the middle of the day do 3 fracture surgeries because some OR room is unexpectedly available. Then you finish the day seeing all the parity of my colleague because they are in another city doing medical expertise and they never comme round their patients. So these weeks it’s virtually impossible for me to manage positions. I tried to show my wife, being an engineer she good with numbers, however our stress thresholds don’t belong in the same world. She has trouble managing 5k to invest from her TFSA, I wanted to show her how to manage BCS and how to move the legs in case the stock is moving unexpectedly against the position but it seems I would have to do so on my stupid iPhone in less than 5 minutes between 2 cases. Which is far from optimal for decision making.
That's a tough set of constraints to optimize around. For sure!
Something I've tried to do before and sort of worked - I just didn't carry through and keep doing it - is to use really far OTM positions and then set a price alert for somewhere comfortably short of the position. For example - I have 750/900 bps open right now - maybe I set a price alert at $950. When it goes off I will still have an opportunity to react. Of course this assumes that you personally could work this way, as well as assuming that you could find a few minutes to do something if/when that price alert goes off. Most of the time that won't go off, so I just need to adjust what share price the alert is set for each time I change my short strike (which doesn't necessarily happen every week).
Maybe you need a few price alerts: 1000 (fyi), 950 (getting interesting), 900 (red alert - code blue - air raid siren - do something now!)
Another mechanism that might work, even if it feels like leaving a lot of money on the table, is to either enter GTC or just next day orders whenever the opportunity presents itself. I.e. I have these roughly $5 positions open right now - maybe I enter a GTC $1.25 (80%) when I open the position.
Or maybe I evaluation each day when the opportunity is available, and decide on whether I think a close opportunity might present itself during the next trading day and enter the 1 day order at what I consider a good price would be. This is probably more like what I'd be doing - entering the daily order whenever I'm after close of trading and I have the opportunity to make a plan for tomorrow.
I know there are fancier mechanism available - these are the two that I know of (1 day orders - these can be entered the day before; GTC orders that will live up to expiration).
I bet there are others around these parts with ideas also.
NOT-ADVICE
And yet it sure is going to sound like advice. I've gotten into trouble on both sides, but the side that is always the one that hurts is the call side. So my own choice is that I've gone back to selling covered calls at strikes and for contracts that I'm ready and willing to take assignment on. I might only be a little bit willing, so I'll plan to roll as long as I can get a good roll (the new position is enough better than the current position, that I want the roll more than I want the cash to start selling BPS with).
And I might be a lot willing to take assignment (I've got some right now that I pretty actively would like to be assigned - the price is good and I'd like to shift some of the leaps over to cash; its part of my own position / portfolio / object management).
But the real point is that all I have on the table / all that I am risking when I'm selling cc against long dated calls (which is what I'm doing) is opportunity cost. If my $1200 strike calls for this Friday suddenly find themselves in a position where I don't like the new position enough to roll into it, then I'll take assignment and probably sell at $1200 something that is worth $1350 or $1400 or something. That is opportunity cost and its real, buts its not life or portfolio threatening (at least for me). There won't be permanent loss of capital from that - only missing out on $100-200 or something of share price increase.
So - I don't do BCS, which also means that I don't do Iron Condors (IC = sell put spread AND sell call spread, and I don't sell call spreads no more).