[ChuckyB]

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Still need full answers:

What is the name of Jane Kaczmarek's (of Malcom In The Middle) recurring character?

What is the character from a Mamet play/move Gil is based on?
Someone correctly guessed the play is Glengarry Glen Ross

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Judge (something?) Harm.

After Lisa asks for a ruling of "boys will be boys", what does the Judge (extra points for the name) respond when Judge Harm disputes.

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Jace Kaczmarek voices Judge Constance Harm.

Judge Roy Snyder rules that "boys will be boys". And when Judge Harm protests he says "The clown is down". He'd put his knick-knack of a clown fishing down on the bench.