Eyeing a possible second chance with Jessica, Ray contemplates a break from the business - but Lenore may not be willing to give him up without a fight. Emotionally frayed after separate encounters with Damon and Vera-Joan, Tanya visits Frances and Ray to try to make amends. After getting a lift from Mindy, Ronnie returns home to find that Jessica has made a decision that could impact both of their futures.

Ray and Tanya must convince a bank officer and her friend that their "Wellness Center for Women" idea is financially sound. Lenore discovers a new prospect to rival Ray.

After Ray's client is stolen by Jason, Tanya decides to handle the competition herself. Lenore learns a secret about Jason. Jessica tries her hand at independence; Charlie asks Tanya for a favor, and Ray meets a client who likes to dress up as a cop.