Enlightened: Season 2, Episode 5

2 - 5:

In an effort to dig up dirt on Szidon, Amy, Tyler and Dougie, who’s still irate over being betrayed by management, take turns trying to befriend Eileen, the CEO’s assistant. Eventually agreeing to join the trio for drinks after work, Eileen takes a shine to Tyler, who ends up with a guilty conscience when the two start dating.