And i dont mean what Cena did by cashing in 2 weeks in advance, only to lose the match by DQ, i mean by cashing in when a champ is vulnerable only for said champion to surprise the MITB holder and retain the title. Thoughts?

I think that kinda happened..or started that way...and it ended with the person taking his briefcase back

Definitely. WWE will want that "first ever" feeling sooner or later.

Whoever is the first, people will STILL complain about it.

I can see people bitching over it. "DAT DONT MAKE SINCE, DA CHAMP WAZ INJURED, HES NOT SUPERMAN!"

I think it could lead to a cool long term storyline, with the guy eventually becoming champion anyway. Like they cash in being all cocky, taking too long over it, and losing the element of surprise. Then you have a long thing where they get more serious, and eventually win another title shot.

It could MAKE a superstar. Let's say Daniel Bryan is WWE Champion. He wrestles a 25 minute match with Punk and wins. That's great. But if say... Kane or Mark Henry came down to cash in and he fights back and wins another match... he's MADE.

Yeah, I think it will happen for storyline purposes. Someone loses and just feels done with wrestling, only to return in beast mode and win the title like no one else before. It would need to be done right, though.

You'll never see someone losing for backstage reasons, like doing drugs etc. etc. They'll just have that person lose the case to someone else, like when Mr. Kennedy lost it to Edge I believe.

On a side note, two cases now is overkill imo.

Kennedy lost it to Edge due to being injured

That's a backstage reason rather than a creative one...