Air date: 1/10/10

With his new Intersect abilities, Chuck now wants to be a real spy, but nobody said that was easy. As the upgraded Intersect, Chuck trains to become a full-fledged spy but hits rock bottom when he flunks out of spy school and loses Sarah in the process. Meanwhile, Morgan comes home from Benihana School to help Chuck get over Sarah. Chuck interferes with an operation Casey and Sarah are on, and Emmett Milbarge is killed by a Ring operative.

Chuck vs. the Three Words

Air date: 1/10/10

Chuck must learn to control his emotions so he can be a spy. Even if he’s still in love with Sarah - Chuck gets a new mission when Sarah’s best friend Carina comes to town with her fiancé Karl. Things get complicated when Chuck wants to hash out his and Sarah’s relationship problems while they’re on the mission. Meanwhile, Morgan finds himself in trouble when he lies to Jeff and Lester.

Chuck vs. the Angel de la Muerte

Air date: 1/11/10

Premier Allejandro Goya, the dictator of a fictitious South American nation called Costa Gravas whom Casey attempted to assassinate in the past, has come to the United States to announce that his country will be holding open, democratic elections for the first time. After an assassination attempt on the dictator, team Bartowski is ordered to get his medical journal to find out the cause of his heart attack, only to find out that Chuck's brother-in-law, Devon Woodcomb, is the dictator's doctor.

Chuck vs. Operation Awesome

Air date: 1/17/10

A Ring agent named Sydney mistakes Chuck's brother in-law Devon for the world-class spy in the neighborhood and attempts to recruit him to the Ring. Devon and Chuck receive timely assistance from Daniel Shaw, an expert on the Ring. Rather than use Devon to get at Sydney as Shaw recommends, Chuck reveals to Sydney his identity as the real spy, taking over the operation which results in a showdown with her cell of Ring agents. Meanwhile, Morgan is promoted back to assistant manager, and must shut down the employee "fight club" started by Lester, after being accidentally assaulted by Chuck as a result of a Kung Fu flash.