"I'm sorry, I can't, don't hate me" is Berger's infamous breakup message to Carrie, which he leaves via Post-it, but the struggling writer tipped his hand as a walking red flag much earlier in Sex and the Citythan you might think. Though Carrie and Big's tumultuous relationship is the show's biggest romantic throughline, the SATC protagonist dates several other men throughout the series, including Jack Berger. Introduced in Sex and the City season 5, episode 5, "Plus One Is the Loneliest Number", Berger is a self-deprecating writer whom Carrie is instantly smitten with.