The funniest bosses jokes, ranked.

3 comedians, one topic. Quoted from the source, funniest first by our laugh score: surprise of the turn (40), economy (30) and specificity (30).

1. 1

   SS

   Jesus Is Magic, 2005 · on Bosses

   80

   “I've sued my manager for sexual harassment. And it's real hard, and a big strain on me. Because he hasn't done anything.”

   Her signature sweet-voiced monstrousness; the reveal reframes everything.

   Wikiquote: Sarah Silverman ↗All Bosses jokes →

2. 2

   

   Anticipation, 2008 · on Bosses

   74

   His life philosophy: think about what you're going to do, then don't do it — e.g. when the boss asks for a report by Friday.

   “And then he comes in on Friday and goes, "Where's my report?" And you say, with a big grin on your face, "I didn't do it!" And he goes, "Why not?" and then you say, "Because I didn't want to disappoint you!"”

   A slacker philosophy delivered as a gift to the boss.

   Wikiquote: Lewis Black ↗All Bosses jokes →

3. 3

   

   You Can't Fix Stupid, 2006 · on Bosses

   64

   “My manager will send me anywhere he wants to, 'cause he doesn't have to fuckin' go.”

   Short and true; a grumble more than a twist.

   Wikiquote: Ron White ↗All Bosses jokes →