3. The waterworks in front of Shelli were an act.
It's hard to believe, but Jeff admitted that he fake-cried in front of Shelli to try and sway her vote.
In order to turn on the tears and pull off such an emotional performance, he had to think of sad things, too. He tried the same move on Vanessa, but wasn't as successful. Instead, it ended up being an awkward experience for both of them. Cringe.