According to Jim: Season 2, Episode 27
Vegas, Baby: Part 1 (20 May 2003)
TV Episode | TV-PG | | Comedy
When Jim & Andy go to Las Vegas on a business trip, Cheryl & Dana also go for a vacation. Cheryl secretly hopes to reunite Jim and his sister Roxanne. Roxanne typically uses people. When Jim and Roxanne make up, she says she needs money.