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I appreciate threads like these.
Mine's simple, but here goes:
Smeargle @Amulet Coin (Jolly, Technician)
Happy Hour / Pay Day / Return / Shadow Force
With Happy Hour, Amulet Coin, and Prize Money 3 in play, you rake in 12x the opponent's payout (effectively 18x if you are running a Gold Writ at the Chateau). Pay Day's for extra cash, Return is for heavier artillery if you need it, Shadow Force is for anything that can't be felled by a Normal move. If money is an issue for you, it won't be for long. I've purchased 999 of everything possible and all clothing, just for the hell of it.