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.

Louis C.K.: Hilarious
2010
7.8/10

Dave Chappelle: The Bird Revelation
2017
7.5/10

Comedy Central Roast of Justin Bieber
2015
6.8/10

Rowan Atkinson Live
1992
8.1/10

Let's Make Love
1960
6.4/10

Girl on a Bicycle
2013
6.0/10

Broadway Danny Rose
1984
7.1/10

The Little Rascals Save the Day
2014
6.3/10

Feel the Beat
2020
7.6/10

Jen Kirkman: I'm Gonna Die Alone (And I Feel Fine)
2015
6.8/10

Ziegfeld Follies
1945
6.0/10

American Pie: Revealed
2004
6.0/10

Kevin Hart: Irresponsible
2019
6.7/10

Accepted
2006
6.4/10

Hellzapoppin'
1941
7.2/10

Jimmy O. Yang: Good Deal
2020
6.9/10

Chris Rock: Tamborine
2018
6.5/10

Wrong Cops
2013
6.1/10

Watching the Detectives
2007
6.3/10

Fun with Dick and Jane
1977
6.5/10
Paul de Leeuw: Poephoofd
2014
10/10