I don't see hew new look to resemble Bad Jess in any way, and the ones which maybe resemble Jess were discarded on the ground of similarity to others and not reflecting Gillian's personality. So if anything, it seems that Gillian is confirmed to be unlike Bad Jess. Both in appearance and --more importantly-- personality.
The issue with her old look was that it was exactly her old look. People --girls in particular-- rarely wear the same thing after a year, unless they're a character from Hanna-Barbera cartoon.