Jack Berger The story: Berger and Carrie's first date was actually a 'non-date' as Berger was already involved with someone else. Carrie stepped in when Berger dropped the other woman, and picked up Carrie. When the pair met at Bobby and Bitsy's wedding there was a definite spark. Pros: Jack Berger is Carrie's intellectual counterpart, a funny writer who has a way with words just like Carrie. Their relationship was one of witty banter and common thoughts. Cons: Berger's also extremely competitive, and can't stand to see Carrie's career go from strength to strength. He's got all the words to snare the woman, but does he ever follow through on them? Berger eventually broke up with Carrie on a post-it note, the scoundrel. Handbag.com's verdict: Berger was perfect in every way, he was good-looking, and had common interests with Carrie, but then he had to get all complicated and dump her because he didn't feel macho enough with her being the bread-winner. Seriously?!