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This is a bit of a spoiler, so I will spoiler it here.
Spoiler:
Jessie has not caught any pokemon. Honestly I don't know if she will at this point. She has had Wobbufet the entire time. James has only caught Moripeko, mostly due to him not having an actual pokemon and he tends to have a greater love for pokemon than Jessie. That Ball Machine has ruined the idea of them ever getting pokemon in Journeys since they can literally get any random pokemon from it.
