Sun, Sep 26, 1999
When Oliver suggests taking pictures of the staff to put in their columns, Susan objects because she never looks good in photographs. But Oliver puts Susan at ease and gets a beautiful portrait of her. Ian likes it so much that he makes a huge billboard out of it. Susan is initially mortified, but she soon enjoys the adulation. Meanwhile, Nate tries to secure an interview with baseball great Reggie Jackson. After seeing Susan on the billboard, Reggie demands a date with her in return for the interview.
Sun, Dec 5, 1999
When Susan's 33rd birthday is approaching, she realizes that there are things that she hasn't done which she wrote in a letter to herself that she would have accomplished by the year 2000, and so sets out to do them. Among them is be kissed by Leif Garrett. So she finds him but when she doesn't feel it she leaves. But Leif intrigued, stalks her.
Sun, Jan 2, 2000
Upset that Oliver pays for all of their dates, Susan offers to take Oliver on a ski trip that she really can't afford. Hoping to earn money quickly, Susan buys some stock she overhears Ian discussing with his cousin. She loses a lot of money and takes a second job as a dance partner for middle-aged men.