"The Town" is a podcast hosted by Matt Belloni, covering Hollywood news. Matt recently posted the Sweet 16 of their "The Town Hollywood Power Bracket":

This market resolves to the winner of this bracket.
On the podcast, they explained the rough (subjective) rationale, which is basically "if you work in Hollywood, and you receive a phone call from multiple people, who do you call back first?".
Presumably, you would call back Bob Iger before Jennifer Salke (head of Amazon Studios), as he's a more important player in Hollywood.
From the linked tweet, It seems fairly clear that the winner will be determined by a listener vote, but I don't know exactly how the format works (e.g. if the round of 8 also be a listener vote).
If I hear more details, I'll add a comment to explain.
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