#6 Cashing in just before the expiry date
One of the many rules of the Money in the Bank briefcase that hasn't been fully exploited is that the contract holder has only one year from the onset of his victory to cash in the title opportunity.
The longest time the briefcase has been held for 280 days by Edge, the first ever briefcase holder. At one point, having won his opportunity at Wrestlemania 23, Mr Kennedy promised to cash it in a year later at Wrestlemania 24 just on the expiry date. This never came to fruition.
To imagine such a scenario where the holder plays a lengthy set of mind games on the champion/champions that lasts a year is unimaginable in today's WWE but provides an interesting character build. Though a champion on the day of expiry would expect the cash in, the intrigue is how prepared he is for it.