The is practically a you are a masochist class. Why bother?
Wounding can happen in battle randomly.
Looting can be done by your unit and you do not get captured for it.
Travels times can increase on their own.
Anyone can tell in what region you are with a scout report. It doesn't take a genius to tell who did what.
To your first four statements, timing and who/what is important and is the power of the infiltrator. As to your last, there are many times when infiltrators successfully do things without anyone knowing who did it exactly.