Michael prepares to face Colin at the wedding of the Jonathans, where sobering news, blunt toasts and deep reflections make it a night to remember.
During a ski weekend with Stanley and Billy, Michael starts to spiral when he receives an update on Colin. Claire joins Suzanne for a night on the town.
At a roller disco event, Michael bumps into a guy with boyfriend potential. Claire zeroes in on an apartment, and Stanley goes on a date.
Michael discovers how much dating has changed in the years since he was last single and attends a seminar with Suzanne to change his outlook on life.
While feeling betrayed by a friend, Michael lunches with his mother, learns about Colin's new addition and confronts some hard truths about himself.
While dealing with his demanding new client, Michael receives a crash course in how to use a hookup app — and the importance of an intimate selfie.