Looking back at the clues, there is a lot of room for interpretation here that kind of annoys me now that they are offering prize incentives for them.
Saying an act is "associated with" a city is pretty broad. Someone actually guessed Blur for the Icelandic band as Damon Albarn received Icelandic citizenship. Both front runners (and the Patrick Watson guess too) for the solo Montreal pick aren't even born in Montreal, just live there at some point.
Why is "indie rock" in quotes? What does that even mean?
"Depending on how you count" isn't a proper clue.
Iunno, if I'm making a contest I'm going to leave no room for dispute. VMP on the other hand still manages to be vague while raising the stakes.