When a manager position opens up at Gibbons Life, Jim jumps in as the temporary boss, but Bobby has other ideas about who should take over. Meanwhile, the week proves to be a difficult challenge for Jim when two sets of clients stretch his managerial skills to the limit. Back from her grandmother’s funeral, Kendra confronts Elise about their friendship. Can Kendra let go of her deepest fears and open herself up to Whistler?