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Getty prepares for his trial on insider trading charges. Nash's romance with Widow Horowitz heats up. Meanwhile, David wonders if he may be too suburban for Skye's new city lifestyle.
David takes a freelance job videoing a bris and accepts Getty's invitation to lunch in the city. Back home, Judy enjoys Ladies Night with new friends, while Sam goes on a blind date.
With the pressure of his trial weighing on him, Getty turns to an unusual confidante for moral support. One of Wheeler's students gets a little too close for comfort. And while Skye struggles to find her place on the New York art scene, David and Karen reconnect.
It's summer '86 and life hasn't gotten any easier for the misfit staffers and clueless members of Red Oaks Country Club. David is caught in the crossfire between girlfriend Skye and her father Getty. Ex-spouses Sam and Judy brave the Jersey singles scene. Nash sets his romantic sights on a rich widow. And resident stoner Wheeler tries to break out of the "friend zone" with lifelong crush Misty.