>>36532202>Pika CupI always found this to be the easiest one, since a lv 20 fastmon (e.g. Starmie) wins both rounds solo. That said, I absolutely did duplicate TMs.
The hardest one for me was the Poke Cup, since the slight level advantage you can have over your opponents isn't ever enough to give you a reliable sweeper, but is enough to fuck you over reliably. I found the best way to clear them is by making both of my level 50's use Explosion, then try to win 1v1 with my level 55. It's made harder by the temptation to make the level 55 a Dragonite, which is a total shitmon only good for Toxic+Wrap and Blizzard.
