After the exciting and victorious Krantz case, Sanderson & Yao gets flooded with cases. Dean, in his usual fashion, wants them to pick the next big case. Stewart disagrees, but he realizes that telling Dean he can’t do something only will make him want to do it more. Soo Stewart decides to encourage Dean and the plan backfires. Meanwhile, Dean inspires Debbie to go for a promotion at work using a “big dog” approach, which puts her job in jeopardy

Convinced that the only explanation for Claire’s non-interest in him is that she’s a mole, Dean tells Stewart that Claire is sharing secrets with a rival firm. Although Stewart dismisses the accusation, Dean is set on proving his brother wrong. Meanwhile, Deb and Claire strike up a friendship, the gossipy nature of which propels Stewart to question whether Claire can be trusted after all.

When Ethan chooses to audition for the school play instead of following in his father's footsteps by joining the tech crew, it highlights the differences between those who seem destined for the spotlight and those who live their lives in the shadows. Meanwhile, Stewart confronts Dean Sr. about how he gave his two sons very different life advice.

Stewart and Deb tell Dean it's time for him to find his own place. Meanwhile, a rival law firm attempts to poach Dean from Sanderson & Yao. Also, Deb becomes reliant on Andre, Dean's former stand-in, who's crashing with the family

After their fallout, Dean and Stewart find themselves on opposing sides during a divorce case. Meanwhile, back at home, Ethan and Lizzie are seeing the impact of life without Uncle Dean, and Stewart and Debbie quickly take notice.