Sincerity Is an Easy Disguise in This Business

S2 E5: Marty gets a surprise visit from his militantly pro-social younger brother, Malcolm, whose reasons for resurfacing after three years seem dubious. On assignment with an online dating company, Doug advises Jeannie to abandon her reservations about romance in the digital age by going out with a guy the website says is a perfect match for her. Doug does the same and makes a love connection. Marty finds a kindred spirit in political consultant, Brynn, while on an engagement with a banking CEO eyeing a turn as Illinois governor.