Disc Jam

This one can't be boosted in private matches or with another controller, as you have to win 50 online public matches. The only way to boost this is trying to find your boosting partner by searching for an online game at the same time on the same server. After the match, there is an option to replay so you don't have to matchmake again and you can play as many matches in a row as you want.

Private matches with your friends or other controllers will not count. You can however invite an online friend and play Doubles against other players online. You can also play online Doubles with a second controller but you need to sign up with an alt account, you can't access matchmaking with a guest account.

Singles and Doubles will count as long as it's public matches, so choose your favorite mode and try to apply everything that you learned in the tutorials to win the games. There are no divisions so you can play against new players or veterans.

Makenna is probably the best character as she's really fast and perform the best curves (, or rotating +), while Stanton is strong and throws faster but he's also very slow and you might miss the disc if your opponent throw a lob.

Note that if your opponent leaves the match, the game will give you the win but it will not count for the trophy. Matches need to be played in full for the win trophies to unlock. Thanks to Blaze Naruto Shippuden for this info.

*The 1.08 update added stats tracking and skill-based matchmaking.
You cannot directly see how many games you've won but the stats show how many matches you've played and your win percentage, so you can calculate it. Note that these stats are not retroactive and only the matches played after downloading this patch will count toward the stats.

After you have played 10 matches, you will receive an estimated skill rating, and the game will try to make you play against opponents at the same level, which can make this trophy easier or harder depending on your skills.