The Break-Up
S1, E8: When Liz finally dumps her boyfriend Dennis, she prowls the singles scene under Jenna's tutelage. Love also stinks for Jack, as he discovers dating a Bush administration official has its downside.

S1, E8: When Liz finally dumps her boyfriend Dennis, she prowls the singles scene under Jenna's tutelage. Love also stinks for Jack, as he discovers dating a Bush administration official has its downside.