David's attempt to help his patient, Mr. Brian Ogilvie, overcome his fear of squirrels takes a deadly turn and exacerbates David's depression. It has been five years since his favorite patient Michael moved to Toronto and David is on a downward spiral. Their once twice-weekly sessions are now FaceTime chats every two months. Struggling to find happiness with his impending divorce from Sammy, the death of Mr. Ogilvie and the void left by Michael, David takes the advice of his personal therapist, Dr. Wasserman and starts a depression journal. Sammy insists David attend an awards show when their TV show is nominated. A few too many bottles of wine at the awards ceremony followed by an ill-advised dose of therapeutic marijuana, sets David on an emotional roller coaster that ends in conflagration, both emotionally and literally. Michael is adjusting to life in Toronto--building a successful career and living a relatively stress-free life. Michael gets a promotion after a successful ... Written by K. Witkowski

Michael is back in Ottawa to work with David on tackling his fear of flying. David and Michael have different end goals for their therapy sessions. While in Ottawa, Michael is staying at a hotel and, coincidentally, David is staying there too while his apartment is under renovations. Michael reaches out to his ex-girlfriend Claire. They meet for drinks at the hotel bar, but the reunion escalates into a steamy night upstairs in Michael's room. Claire invites Michael to stay with her while he's in Ottawa. Meanwhile, David is having money problems. With Beth's help, David hires another therapist, Dr. Meredith Lawson, to share his office space. Frustrated with David's lack of progress, David's therapist, Dr. Wasserman encourages him to make a friend outside of work. David finds a friend in his claims adjuster Gary and invites him for drinks at his hotel. A few too many drinks turn into a wild night and the evening becomes a regretfully honest one for David when he tells Gary what really ... Written by K. Witkowski