Simon is prepared to ask Nina to marry him, but she's been married for 8 years to flaky Roland Devereaux and asks Elliott for moral support in asking for a divorce. Jack finds a perfect guy for Maya, but she falls for someone else.

The outrageous behavior between Finch and his sexy partner galls Maya, who sets out to rein in the stallion. Also: Jack and Maya compete for an office cleaner's favor in a feud that gets way out of hand.