Bobby Brown

Bobby Brown paid $19,000 in late child support and court fees and was freed Wednesday night, after spending three nights in the Norfolk County jail.

As previously reported, a judge ordered Brown held in the county jail in Dedham, Mass. until he made the payments after he was arrested while watching his daughter's cheerleading competition at Attleboro High School.

According to the Associated Press, Phaedra Parks, Brown’s attorney, said the singer has been struggling to meet monthly payments to Kim Ward, the mother of two of his teenage children.

"Although this agreement was put in place when he was Bobby Brown the star, this agreement is being enforced when he is not always able to find work," Parks told The Associated Press. "He hasn't made an album in quite some years."

Brown, a Boston native, has a history of legal troubles. In June 2004, he was sentenced to 90 days in prison for missing three months of payments. That sentence was immediately suspended after Brown paid about $15,000. In October, Brown paid $11,000 in delinquent child support after being threatened with arrest if he stepped back into Massachusetts.

He owed more than two months' worth of payments to Ward.