Another very personal episode featuring Garrett Werner, Gaby's boyfriend (and a comedian in his own right). He tells Gaby that he's never been as worried about her spending herself into oblivion as she thinks he is - in part because he was raised according to a prosperity-first philosophy that he ultimately decided to leave behind. You may not think commodities traders with $80,000 salaries have dark nights of the soul - but Garrett did, and he's never been happier to leave anything behind. He'd prefer that Gaby stop lying to him, though.
*Also, classic Gaby: turns out Stanford ISN'T part of the Ivy League? Who knew?