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Monday's award compensates the law firm for having to hire a lawyer to sue Jackson. The firm had asked for nearly $450,000.
"We're very happy with today's outcome," Jackson's attorney Thomas Mundell said.
He would not say whether his client would pay the firm.
Brent Ayscough, a partner at the law firm, said Jackson hasn't paid any of the money due for its work.
Jackson countersued the firm last year, claiming that one of the firm's lawyers threatened to expose confidential information about him to the media.
Chalfant dismissed Jackson's suit, saying it lacked merit.
The law firm also helped defend Jackson against a lawsuit brought by former business associate Marc Schaffel, claiming the singer owed him $1.4 million for past work.
A jury last year awarded Schaffel $900,000, but directed him to pay Jackson $200,000 to satisfy a countersuit alleging Schaffel misappropriated funds.