Kaiser spent seven years at TOP Oss, working in a variety of sporting development roles, before taking on his first managerial responsibilities at RBC, whom he managed from 1998 to 1999.

From 2006 to 2007 Kaiser was coach of the Chelsea Academy, and was appointed as Dynamo Dresden manager in July 2008, replacing Eduard Geyer who was fired on 4 October 2009.

Dynamo struggled for the first half of Kaiser's first season in charge, with the team generally performing well, but unable to convert this into goals.

However, the following season also started badly, and in October, with six defeats in the first twelve games, Dynamo found themselves in the relegation zone, and Kaiser was sacked.

[5] After serving as technical director of Lierse for two years, Kaiser returned to a managerial role by signing with Eerste Divisie side FC Den Bosch in July 2013.