Episode 37 of "Will and Grace"
s02e15 Advise and Resent
Title: Advise and Resent
Original Air Date: 02/29/2000 on NBC
Plot Outline:
When Will is set up on a blind date by his boss, he has internal debates on whether or not to go. Of course, Jack gives Will advice on how to be a good blind date. Meanwhile, Grace continues to struggle with her wimpy boyfriend Josh as Karen doles out some typically un-wanted advice.