Beth Ann Blackwood, the attorney for Colleyville resident Eleow Hunt, filed a motion in Tarrant County court Wednesday afternoon seeking an immediate hearing to settle the debt.
Hunt claims he sold the jewelry and sporting event tickets to Bryant from January 2009 to July 2010.
Bryant's attorney, Royce West, said late Thursday afternoon that Bryant "was sick and couldn't make the settlement discussions."
Thursday night, West said the two sides met in an attempt to settle their differences.
"We made substantial progress towards a resolution of our issue," he said.
According to court documents, Bryant postponed an Oct. 4 hearing to Oct. 11, but he failed to arrive for Tuesday's hearing at West's office and didn't give a reason.
Bryant had wanted to take care of all court matters on Tuesdays, which is the regular day off for players in the NFL. But because he failed to show up Tuesday, Blackwood's latest motion asks for the settlement hearing to be held on any day.
Bryant was unavailable for comment. David Wells, Bryant's adviser, didn't return a call seeking comment.
Calvin Watkins covers the Cowboys for ESPNDallas.com.