Ted is trying to find the new purpose in his life. He decides to do all the things he's always wanted to do, but has never had the time: home-brewing, volunteer work, finding a job — even skydiving. But when Donna declines his request for a job at the Boat Club, Ted is dealt the first of many blows to his confidence. Meanwhile, Ben agrees to go to the movies with Emma, knowing that so long as other friends go with them, there's no pressure of the evening feeling like a date. But when Retta gets food poisoning and can't go, and Carbo refuses to leave his wife's side, it means that for Ben, the pressure is back on: it's now a date. Meanwhile, Dave is struggling to take his own leap of faith and accept his brother Matt.