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Many of the show's guest stars were either regulars or had recurring roles on Bill Lawrence's previous two previous television series Spin City and Scrubs – Barry Bostwick, Bob Clendenin, Sarah Chalke, Sam Lloyd, Michael Mc Donald, Scott Foley, and Ken Jenkins – to name a few.

The final scene of season 3's "A One Story Town" featured several regulars from Scrubs including an uncredited cameo by Zach Braff.

Travis falls into a depressive funk, stops going to college, and moves into Bobby's boat (while Bobby moves into an apartment).

Finally, he impulsively moves to Hawaii and gets a job cleaning surfboards, forcing everyone else to follow him.

Her relationship with Jeff ends when the relationship becomes too serious for Jules who is not looking for anything too serious so soon after her divorce, whereas Jeff is ready to settle down as he has been "playing the field" for a long time.

After her relationship with Jeff ends, Jules falls into bed with her ex-husband Bobby (Brian Van Holt).

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His injury causes him to wear a helmet for six episodes.

Jules' best friend and neighbor Ellie tries to prevent her from going out while her son is constantly being embarrassed by both of his parents.

The show was originally about older women ("cougars") dating younger men, as Jules begins dating Josh (Nick Zano) and Barb is often seen "hunting".

The show was created by Bill Lawrence and Kevin Biegel and was produced by Doozer and Coquette Productions in association with ABC Studios.

Filming took place at Culver Studios in Culver City, California.