Maassen won two of the biggest comedy contests in the Netherlands in 1990, the Groninger Studenten Cabaret Festival(GSCF), and Cameretten. The GSCF jury was not pleased with the quality of the contestants that year, and gave Maassen the first prize, remarking he was the best of the year, but still not very good. In the following years, however, Maassen fame grew steadily, especially amongst students. Maassens style was based on stand-up comedy: Alone on stage, telling jokes and stories to amuse the public, without any musical support (a thing common for most Dutch comedians up to that point). Since 2000, Maassens shows are shown on Dutch national television, making him more and more a household name.

Gabriel Iglesias: Aloha Fluffy
2013
7.1/10

Gabriel Iglesias: Hot and Fluffy
2007
7.6/10

Jerry Seinfeld: I'm Telling You for the Last Time
1998
7.4/10

Comedy Central Roast of Justin Bieber
2015
6.8/10

Amy Schumer: Mostly Sex Stuff
2012
5.9/10

Kevin Hart: Laugh at My Pain
2011
7.1/10

Dave Chappelle: The Bird Revelation
2017
7.5/10

The Geisha Boy
1958
6.5/10

Broadway Danny Rose
1984
7.1/10

Fun with Dick and Jane
1977
6.6/10

A Burlesque on Carmen
1915
5.8/10

Jim Jefferies: Freedumb
2016
7.2/10

Accepted
2006
6.5/10

Ziegfeld Follies
1945
6.0/10

Taking Care of Business
1990
6.3/10

Rowan Atkinson Live
1992
8.2/10

Caveman
1981
6.7/10

Wrong Cops
2013
6.1/10

Jerry Seinfeld: 23 Hours to Kill
2020
6.2/10

Gabriel Iglesias: I'm Not Fat... I'm Fluffy
2009
6.9/10
De Vliegende Panters: Ebbinge, Vrijdag en De Bekker
2006
7.5/10