Ah but...the former is more intriguing..while the latter is..oft same old same.
Let us presume I or someone is the intended victim. The latter is a no brainer they gonna loose their stuffs cuz someone killzored them..rinse repeat happens all the time no surprises.
Now picture someone comfortably ALIVE feeling all secure even smug...and still alive they gaze into their backpack and find *insert wonder item here* is missing !!
They get more upset actually...wtf ??? !!! who did that and when and how or did I misplace it or or or.... lots more fun to toy with their minds and confuse em all, and upset em maybe even intrigue them...than the obvious no brainer same old same rinse and repeat losses they may have happen to them just being killed or ganked oft just boring unlike sneak attacks to obscound with their items possibly even..unseen or unfelt. Teaches em to stay on their toes and not feel so...safe and smug anywhere, even when in full health and alive.
Why ye could be a professor of ..edumacation with ye sharp pointy object and sneakivity..
Think of that !
Just my own thoughts though. . in mho.