One things I crank into my own thinking, as the conundrum you identify is precisely what I (and many of us) faced on both Monday and Tuesday, are this 'lost week' problem.
I rolled on Monday, partly because I was able to roll for a small but adequate credit, that would enable me to maintain weekly income at a decreased but adequate rate (in this particular case -- adequate - 2x target instead of the 4x target I hit the first week in August). That made it a lot easier to move into what I felt was a safer position given we were at a start of a long and sustained move down, than staying pat, while also capturing sufficient upside to not regret the do something choice.
Related to this and something I see missing for many in society ... do you know what 'enough' is? My own observation is that at least here in the USA, many behave as if there is never enough. If you've got a $1M portfolio, then clearly $2M is better. And it keeps going - if $2M is enough, then clearly $4M is better. And if $4M was more than enough, then it would be a lot more fun to have $8M. And wow $8M is fun, but it's hard to spend any of that when it could be used to get to $16M. And somewhere along the way the belief that $2M was somewhere between enough and amazing was lost.
Similar idea on the income side. Is there 'enough' after which risk mitigation / safety / sleep at night (or early morning in my case
) is actually more valuable than the incremental $$ earnings? If $100k/year is enough, then $200k will be like way better. And then $400k will be way more fun, followed quickly be it being hard to spend much of that $400k because it can be used to pyramid into $1M, etc..
My own belief - if I don't know what 'enough' is for me and my focus is on maximizing the $$ results each week, then that's also a good way to work myself into a loss chasing those bigger gains, and/or putting too much energy / stomach acid into the effort. Knowing what 'enough' is, is also a big help in managing the non-$$ aspects of what we're doing.
But that's me!