Quote from yip1997:
I got all these greeks favor my short-term outlook, and so I opened this trade.
Nothing wrong with that. If in the short-term there is activity that favors your spread then you can opt to take profits accordingly!
However, I understand this position was being used to test the efficacy of multiple rolls. In that case, it's important to understand under what circumstances you are going to get maximum roll credits in consecutive months.
When you roll a short option you are selling a calendar. If you are familiar with calendars then you will know when you will receive maximum premium for them. Essentially, you want to sell a calendar when volatility is high. With respect to moneyness, you want to sell the ATM calendar.
Translating this to your diagonal, it means you want to roll when the underlying is at your short strike. For consecutive months. That is why I say you need to be moderately bullish for the diagonal you have chosen to get the most from your rolls.
Unfortunately, when the underyling is at your short strike, it will most likely not be on the high volatility that is optimal for selling the calendar/rolling. This is the problem inherent in CALL calendars and CALL diagonals.
HTH.
MoMoney.
It's multi-multi-faceted.