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Alan and Jake meet Walden Schmidt, a broken-hearted billionaire.
Walden deals with his ex-wife, Bridget.
Alan prepares Walden for a date with Bridget, while Jake decides to emulate Walden and drop out of school.
Walden goes looking for Mrs. Right while Alan has an opportunity to reconcile with Lyndsey.
Alan has trouble accepting Lyndsey's seedy movie past, and Walden tries to cheer him up by throwing a party.
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’s ex-wife and mother try to take control of his company, so he turns to Alan for help.
Zoey tries to convince Walden to cut his hair and shave; Alan and Lyndsey revive their relationship.
Walden tries to loosen Zooey up by sharing some of Berta's special brownies.
When a huge storm keeps Walden, Alan, Zoey and Lindsay at home on Valentine's Day, conflict brews and relationships are strained.
A near-death experience has an adverse effect on Zoey and Walden's relationship; Alan thinks Lyndsey may have a drinking problem.
Walden's ex-business partner shows up at the beach house looking to make peace.
Alan and Lyndsey introduce their mothers. Jake and Eldridge get a ride from Walden to a party.
Walden breaks the news to Zoey that he is going into business with his ex-wife. Alan and Lyndsey try to cope with their mom's relationship.
Zoey and her daughter move in with Walden; Alan gets more than he bargained for with Lyndsey.
Charlie's ghost pays a visit to Alan after he suffers a minor heart attack.
Zoey isn't convinced Alan deserves all the love and affection he receives upon his return from the hospital.
Jake graduates and must decide what to do with his life.
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