In Michael's eyes the only thing worse than a fully armed assassin happens to be his obsessive mother, Madeline (Sharon Gless). Widowed, with an empty nest, Madeline has made it a priority to keep Michael in her life ever since his return to Miami. She lives in their family home, plotting ways to keep in touch with her oldest son, and to make peace between him and his brother Nate. Madeline's late husband wasn't a winner by any means, but he gave her two sons that she adores.
While playing cards with her neighbors, she finds time to send Michael clients that are in desperate need of help. In return she offers Michael tidbits of information, and occasionally lets him use her place as a "safe house."