Honsestly, besides Cena being the "first ever to lose", and the deal with Ken Kennedy, there hasn't really been any other "creative shennanigans" to involve the case and cashing it in.
There are plenty of interesting avenues they can go down like the one in your question, but none of them have been explored as of yet (like the still potential swerve by Cody Rhodes, where Sandow cashes in, and Cody still has the OTHER contract from the original case and cashes in on him- effectively "stealing back" from Sandow for the MITB betrayal), but likely, they'll just treat it as business as usual, and Damien will cash in on whatever face wins it from Of The River.
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