1. Hello Charlie
Aired: Oct 18, 2000Mike Flaherty's replacement Charlie Crawford reports to work. Caitlin's effor...
2. Smile
Aired: Oct 25, 2000Randall needs dental work, but his long-time dentist drops dead during the pr...
3. The Spanish Prisoner
Aired: Nov 1, 2000Charlie never graduated school due to a missed Spanish final exam, and Caitli...
4. The Bone Collectors
Aired: Nov 8, 2000Caitlin makes an appearance on Regis Philbin's live television show. Mayor Wi...
5. Blind Faith
Aired: Nov 15, 2000An abrasive blind man finds Caitlin dull, spurns her, and causes her to try t...
6. Balloons over Broadway
Aired: Nov 22, 2000The staff tries to appease Native Americans by having an appropriate float in...
7. Lost and Found
Aired: Nov 29, 2000Charlie's one-night stand with Caitlin's yoga class buddy Samantha doesn't go...
8. All the Wrong Moves
Aired: Dec 6, 2000Charlie plays racquetball with Mayor Winston, beats him in a match, and crush...
9. The Burgers of Wrath
Aired: Dec 13, 2000Randall, Carter, and Charlie spend time working in a fast-food restaurant. St...
10. Toy Story
Aired: Dec 20, 2000Confiscated toys may become part of a photo op for Randall, who undermines Ch...
11. The Perfect Dorm
Aired: Jan 10, 2001Paul moves into a college dorm. Charlie sets up Caitlin on a blind date with ...
12. Hey Judith
Aired: Jan 17, 2001Much to Charlie's disdain, Mayor Winston's new girlfriend Judith usurps Charl...
13. The Gambler
Aired: Jan 24, 2001Paul, Carter, and Stuart goad Charlie into playing poker with them, not knowi...
14. In the Company of Dudes
Aired: Feb 7, 2001Charlie calls a college buddy to defend Randall in a lawsuit after he ruins a...
15. The Image Maker
Aired: Feb 14, 2001Caitlin hires an image consultant to determine why Mayor Winston's approval r...
16. Trainstopping
Aired: Feb 21, 2001Charlie gets trapped in a stalled train before his date with a woman he's des...
17. Rain on My Charades
Aired: Feb 28, 2001Randall's visiting daughter Meg decides to become a free spirit by dropping o...
18. You've Got Male
Aired: Apr 25, 2001Caitlin and Charlie vie for an important account. Randall bonds with Paul dur...
19. Minor League
Aired: May 2, 2001Charlie fulfills a dream of playing minor league baseball, but Caitlin bribes...
20. Science Friction
Aired: May 9, 2001When his wife's book turns out a great laugh, but at the expense of his male ...
21. Brotherly Love
Aired: May 16, 2001Carter helps his sister get a job at City Hall, but lets Stuart and Paul thin...
22. A Shot in the Dark: Part 1
Aired: May 23, 2001When Tim doesn't just propose another evening with Caitlin but a trip to St.B...
23. A Shot in the Dark: Part 2
Aired: May 23, 2001Caitlin finds that Charlie lied, and pulls a prank on him. Charlie dates a me...