Shorting a Condition instead of a movement

My strategy is to short the opening 30 min of heating oil / crude oil and hold till trailing stop is reached

Re-entries in such markets where always tricky.

On the other hand if you trade like an AI would do you would see that low risk entries are every day possible at 10 am eastern time.

usually market trades up from 9.30 to 10 am and if there is weakness (red bar, outsidebars) its time to short.