In a scene set in January 1994, Steve Jones tells an attorney he wants to negotiate for a role on "Designing Women" as Delta Burke's love interest. Delta Burke left "Designing Women" in 1991 and the show went off the air in 1993.
Despite scenes being set in 1993 and 1994, Linda Tripp's computer appears to be running Windows 95, which wasn't released until 1995.
Kathleen holds several Bic Round Stic ballpoint pens with translucent barrels in her hand when speaking to Linda in the West Wing. This style of pen was not produced by Bic until the 2000s; the Round Stic pens available in the US in the mid-1990s featured a solid white barrel with the pen cap matching the ink color.