Something I realized while boosting Pilot Hunter wins; for the sake of the Achievement, the game won't 'count' you playing a match on a particular map if you don't FINISH the match. So if you're boosting wins of any game mode and just quitting out to save time, the game will NOT count your progress if you don't actually FINISH a match on each map on each game mode.
This means that to get the Achievement you either have to win on each map and game type or lose and see the epilogue sequence on each map and game type, it's not enough to just start up a match on each map and quit out. Going by the stats screen, I had three matches "played" on a certain map, having quit out every time while boosting Pilot Hunter wins, and the Achievement didn't unlock until I WON a match on the map since that was the first time I had FINISHED a match on that map.