In the series premiere, Hank is dismayed when he sees the film version of his acclaimed novel. He agrees to a blind date arranged by his agent that goes horribly awry, and learns that his ex-girlfriend Karen is engaged to another man.
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Hank reluctantly accepts a blogger gig for a hip L.A. web site, and endures a dinner party with Karen and her fiance, Bill, that yields a scandalous romp with a sexy Scientologist.
Hank ponders whether or not to continue his blogging job after he discovers the identity of the web site's owner. Charlie's relationship with his assistant takes a surprising turn.
The fiercely apolitical Hank is dragged to an environmental fundraiser at Charlie's agency, where he briefly displays his gallant side to both Meredith and Karen, and inadvertently discovers his agent's dirty little assistant secret.
A point of modern linguistic style comes between Meredith and Hank. Becca and Karen both have a crush on a cool guitar teacher but Mia breaks both their hearts.
Becca's impressive musical performance at a rock concert leads to a romantic, booze-fueled moment for Hank and Karen, but it doesn't last. Charlie's dalliance with his assistant is nearly discovered by Marcy.
Hank makes peace with his archenemy, Todd, and lands Karen a designing gig in the process, but a dilemma with Mia interrupts their temporary domestic bliss. Charlie attempts a disastrous threesome with his wife and assistant.
Hank receives bad news about his father and embarks on a grief-stricken bender of booze, drugs, and even a prostitute, as he remembers the last time they saw each other.
A manuscript for a new novel and a royalty check from his movie inspire Hank to go on a spending spree, but his purchases don't have the desired effect on his life.
A boxing movie turns into a mini-orgy for Hank and his new roommate Charlie, but their ecstasy soon turns to agony.
Bombshells start dropping on all fronts: Hank discovers Mia is peddling his book as her own, and she threatens to reveal their one-night stand if he reclaims his work; Becca tells Karen she wants to go live with her father.
In the season finale, the wedding of Karen and Bill provides the impetus for emotional crises and revelations that threaten to derail the entire ceremony, unless Hank can put everything right.