Ok, here's where I am:
Beat the boss in the Shithole. I've given the FF prototype to Ann, as well as the bolt and the windup key.
After that, I beat the trashcans and bought the gear. The urologist won't talk to me, and I don't have a dialog option to give the gear to Ann, she insists there's still something to investigate in Pelican Bay, but I can't get in.
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Did you give the red token to the guy watching the gate at the bay?
@gamefacts - Totally and utterly true gaming facts on the regular!