After Bill's funeral, the staff deals with their grief. Catherine comes back to read some private messages as part of Bill's last will. Matthew wants to believe Bill is still alive and traveling the world.
Dave thinks its time to hire Bills replacement. When the staff resists he considers going with a long time friend of Bill, Max Louis. As it turns out, Max is a horrible radio personality and gets fired from every job he has. Joe needs to fix all the computers in preparation for Y2K. Electronics around the office randomly explode.
Dave is more stressed than usual, so Joe decides to make him a white noise machine for relaxation. Dave loves it and eventually becomes so mellow he refuses to work. Max infringes on Lisa's special show "This Day in History" by broadcasting ridiculous live interviews with historical figures and twisting of facts.
Joe and Beth paint a self-expression mural in the lobby. Max insists that Mr. James' security consultant is an impostor. Matthew wears the same outfit as Lisa to the office.
Mr James wants to do business with a computer billionaire, but is shocked when he finds the man has casual clothing, a beard, and long hair. Joe takes Jimmy on a hypnotic psychoanalysis to find he's terrified of hippies ever since his violent experience back in 68.
Lisa discovers her contract allows her to have an assistant. When the new gal shows up looking hot and acting flirty, the boys go crazy and the women get irritated. Max is upset the women have a couch in their rest room and demands the same. Things get ugly when Jimmy overdoes the mens room and people cant agree to the rules of its use.