As a con artist, the leader and boss of the Phony Pokémon Interpreter group, he was notriously known in the area for stealing Pokémon Trainers money by faking the responses of the their Pokémon.
The Phony Pokémon Interpreter boss confronted
Simon by saying that he knew he was faking it too and that just like him and his henchmen, they just say what the Pokémon Trainers want to hear and then take their money.
Simon yelled at the boss and told him that he wouldn't join their phony group. Team Rocket decided to help
Simon because they realize that a human that knows how to talk Pokémon could make a lot of money.
Simon managed to get away from the boss before he could do anything to him.
The boss and his men finally caught up to
Simon at the Pokémon Center but his Magnemite and Magneton turned on him after
Simon's plea. He was captured by
Officer Jenny and arrested for his criminal actions.