Because of the same financial woes, Will and his collegue Diane Lockhart must decide who to hire between the two junior associates Alicia Florrick and Cary Agos.
In the early episodes of the first season, Will works with Alicia a lot.
He tries to get Alicia to tell him what she had discovered while representing Stern, but the information that Stern is suffering from dementia is protected by attorney/client privilege so Alicia can't tell Will.
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.
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.