Billy Madison (1995)

In order to inherit his fed-up father's hotel empire, an immature and lazy man must repeat grades 1-12 all over again.

At 28:28, during a garden party, a stilt-walking clown, played by Jonathan Seglins (photo), juggles 3 clubs briefly before being tripped and falling. Later, at 46:03, he is also seen, for about 5 seconds, walking while juggling 3 clubs.