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In the Season 2 premiere Will phones again and gets her voice mail.
At the same moment he sees a news broadcast showing Alicia standing beside Peter in front of the press, causing him to tell her she is right and he doesn't have a plan.
He is a loyal friend, shown especially in his relationship with Judge Baxter whom Alicia accuses of racism after one of her young clients is sent to a juvenile detention center.
Will stringently defends his friend, until he makes the connection that Baxter has made a deal with the detention center to receive money from all those boys he sends there.
In the last episode of Season One he calls Alicia to tell her he loves her, but before he can she tells him she needs a plan if their relationship is to work.
Caught off guard Will has nothing to say and Alicia, who is at her husband's press conference, is called at that moment to take the stage with Peter.
When Diane accuses him of favoring Alicia over Cary, he decides that he doesn't want to to have to fire any of the litigators.
Running into one of the firm's assistants, she tells her she was simply returning for her laptop.
When the assistant asks Will if Alicia retrieved her laptop, Will knows that there is hope.
Stern decides his partners have betrayed him and quits the firm, taking his clients and a third of their business with him, determined to destroy the firm.
This results in further financial difficulties for Diane and Will. When Diane is approached by the Chief Justice to become a Judge and Will is the one person she tells, he celebrates the possibility of being the sole owner of their law firm if she leaves.