Thank you for your encouragement. Intuition can only go so far. For example by trial and error I learned that if a short call went against me, it was better to exit instead of hoping for a turn around (or rolling) but it was gut feel instead of a quantitative calculation that said I should close it out and I don't have any quantitative data to prove it.I think intuitively you already doing some risk-adjustment so it's just a question of formalizing that process.
Options are really complex instruments making adjustments very difficult to quantify and so it is hard for me to formalize. Are there classes I can take? Coursera classes?
Best wishes.