The Office Romances: Dunder Mifflin's Most Memorable Couples
Jan Levenson and Michael Scott
Jan (Melora Hardin) is the Vice President of Northeast Sales at Dunder Mifflin, which makes her Michael's (Steve Carell's) boss. She berates him throughout season one but later gets drunk and spends the night with him, which leads to an on-again, off-again romance. After she is fired at the end of season three, she moves into Michael's condo and sues the company, straining their relationship. Things come to a head when they host a dinner party and have a blowout fight in front of their friends.