This week’s “Who Wore It Best?” is poised to be an undeniable victory. To borrow a scene from The Wolf of Wall Street, when the feds tell Leonardo DiCaprio’s character that the case against him is what they call a “Grenada”, a case in which the Feds can’t lose. The case for Charles Oakley to win WWIB #34 could easily be referred to as a “Grenada.” It’s un-losable for Oakley.
We could have approached this like we did with WWIB #7, where we automatically disqualified Carmelo Anthony because there was no more obvious winner among non-retired numbers.