Jeff Dunham – $60 Million
Either you love Jeff Dunham’s ventriloquist dummy or it completely creeps you out, either way you can’t deny he’s struck gold. And guys, he even holds the Guinness world record, and not for what you think, but for THE most tickets purchased for a stand-up tour. Nicely done!

Jeff Dunham – 60 Million
ADVERTISEMENT
Dave Chappelle – $45 Million
When Esquire magazine dubs you the “comic genius of America”, you’re a pretty big deal. Moreover Chappelle is an award winning comedian, actor, writer, and producer, but you knew that already. Granted Chappelle’s Show, his sketch comedy series, isn’t on air anymore, but there is a late-night syndication.

Dave Chappelle – 45 Million