Alan and Jake meet Internet entrepreneur Walden Schmidt.
Walden moves into Charlie's Malibu home as the new owner and Alan leaves, moving in temporarily with his mother. Walden is determined to get back with his wife and he takes Alan along for help.
Alan helps Walden get ready for a date with Bridget. Meanwhile, Jake hopes to replicate Walden's success by dropping out of school.
Trying to rebound from his recent separation, Walden goes looking for Mrs. Right, while Alan has an opportunity to reconcile with Lyndsey.
Alan isn't thrilled when he learns of Lyndsey's adult film, so Walden hosts a party to lift his spirits.
Walden receives divorce papers from Bridget, but forgets his depression when he meets a girl who looks eerily like her.
Jake has a crush on his chemistry tutor, who has a crush on Walden. Meanwhile, Alan obsesses over the journal his brother left him in his will.
When Walden begins redecorating the beach house, Alan becomes overly emotional.
Upon his release from the hospital, Alan is met with a slew of challenges that test his ability to cope.
Walden hits it off with a British babe, but neither of them is sure he's ready to re-enter the dating world.
Walden is trying his best to impress his new love interest when Bridget reappears in his life.
Walden\'s mother arrives and Alan is smitten with her, even as she reveals a secret about Walden\'s past that sends him into a downward spiral.
Walden is shocked when his mother and ex-wife team up to take over his company, for his own good. Walden seeks advice from Zoey and decides to ask Alan for help, but Bridget and Robin see Alan as a weak link and go after him.
Zoey tries to coerce Walden into cutting his hair and shaving. Meanwhile, Alan and Lyndsey rekindle their relationship.
Walden tries to loosen up Zoey by sharing a couple of Berta\'s special brownies.
Strained relationships and girl-fighting result when a huge storm traps Walden, Alan, Zoey and Lyndsey in the house on Valentine's Day.
Walden and Zoey's relationship suffers after they share a near-death experience. Meanwhile, Alan wonders if Lyndsey has a drinking problem.
Things get tense in the Malibu house when Walden\'s estranged ex-business partner shows up looking to bury the hatchet.
Alan and Lyndsey introduce their mothers to one another. Meanwhile, Jake and Eldridge enlist Walden to drive them to a high school party.
Walden breaks the news to Zoey that he is going into business with his ex-wife. Meanwhile, Alan and Lyndsey try to come to terms with their moms' new relationship.
Walden\'s commitment is tested when Zoey and her daughter come to live with him. Meanwhile, Alan gets more than he bargained for when he moves in with Lyndsey.
After suffering a minor heart attack Alan is visited by Charlie\'s ghost while in the hospital.
Alan is showered with love and affection upon returning from the hospital, but Zoey isn\'t so sure it\'s deserved.
Jake is pressured to make a decision about his future.