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).

Comedy Central Roast of Justin Bieber
2015
6.8/10

Dave Chappelle: The Bird Revelation
2017
7.5/10

Rowan Atkinson Live
1992
8.1/10

Louis C.K.: Hilarious
2010
7.8/10

Let's Make Love
1960
6.4/10

The Immigrant
1917
7.3/10

Girl on a Bicycle
2013
6.0/10

Feel the Beat
2020
7.6/10

The Little Rascals Save the Day
2014
6.3/10

Broadway Danny Rose
1984
7.1/10

American Pie: Revealed
2004
6.0/10

Accepted
2006
6.4/10

Don't Think Twice
2016
6.4/10

Watching the Detectives
2007
6.3/10

Jen Kirkman: I'm Gonna Die Alone (And I Feel Fine)
2015
6.9/10

Kevin Hart: Irresponsible
2019
6.7/10

Fun with Dick and Jane
1977
6.5/10

Hellzapoppin'
1941
7.2/10

Wrong Cops
2013
6.1/10

Ziegfeld Follies
1945
6.0/10

Najib Amhali: Veni Vidi Vici
2000
5.6/10