You can only win one prize per round, If you win more than 1 event in a round, you pick which single prize you want that you won, the rest go back into the pot. You can win multiple rounds, as well as the all day event.

In order of largest prize types to lowest prize type:

Most guards all day (1 Winner)
Most busts all day (1 Winner)

Most guards in any individual round compared against any other round (1 Winner)
Most busts in any individual round compared against any other round (1 Winner)

Most guards per city all day (1 for each city) (7 Winners)
Most busts per city all day (1 for each city) (7 Winners)

Most guards (Round 1, 2, 3, 4, 5, 6) (6 Winners)
Most busts (Round 1, 2, 3, 4, 5, 6) (6 Winners)

Most guards in Detroit (Round 1, 2, 3, 4, 5, 6) (6 Winners)
Most guards in Las Vegas (Round 1, 2, 3, 4, 5, 6) (6 Winners)
Most guards in New Orleans (Round 1, 2, 3, 4, 5, 6) (6 Winners)
Most guards in Chicago (Round 1, 2, 3, 4, 5, 6) (6 Winners)
Most guards in Philadelphia (Round 1, 2, 3, 4, 5, 6) (6 Winners)
Most guards in Los Angeles (Round 1, 2, 3, 4, 5, 6) (6 Winners)
Most guards in New York (Round 1, 2, 3, 4, 5, 6) (6 Winners)
Most busts in Detroit (Round 1, 2, 3, 4, 5, 6) (6 Winners)
Most busts in Las Vegas (Round 1, 2, 3, 4, 5, 6) (6 Winners)
Most busts in New Orleans (Round 1, 2, 3, 4, 5, 6) (6 Winners)
Most busts in Chicago (Round 1, 2, 3, 4, 5, 6) (6 Winners)
Most busts in Philadelphia (Round 1, 2, 3, 4, 5, 6) (6 Winners)
Most busts in Los Angeles (Round 1, 2, 3, 4, 5, 6) (6 Winners)
Most busts in New York (Round 1, 2, 3, 4, 5, 6) (6 Winners)

Most crew Participation based upon % of crew size (Round 1, 2, 3, 4, 5, 6, All Day) (7 Winners)
Most crew busts based upon % of crew size (Round 1, 2, 3, 4, 5, 6, All Day) (7 Winners)
Most crew guards based upon % of crew size (Round 1, 2, 3, 4, 5, 6, All Day) (7 Winners)

Most fails (Round 1, 2, 3, 4, 5, 6, All Day) - (7 Losers)

As you can see, there are LOTS of slots for winners. Good luck!