Shannon's Deal (TV series 1990-1991)

Once a successful corporate lawyer at a prestigious Philadelphia law firm, Jack Shannon lost his marriage and his job, due in part to a compulsive gambling habit. While Shannon maintains a good relationship with his daughter, his professional career has hit rock bottom. He becomes a general practioner of law, gaining a loyal secretary in Lucy Acosta when he manages to free her boyfriend from jail. Shannon also gains an unlikely investigator in Wilmer Slade, a verbose enforcer for one of the many loan sharks to whom Jack is in debt. Although he has sworn off gambling, Shannon continues to use his skill as a cardplayer to help him work out his cases, and he always tries to work out deals for his clients without having to go to court. - IMDb