Jen

 Management summarized:

Mike Cranshaw has a chance meeting with Sue Claussen when she checks into the roadside motel owned by Mike's parents in Arizona. A bottle of wine 'compliments of management' jump starts a cross-country journey and unique courtship between two different kinds of people who are both ultimately looking for the same thing: a sense of happiness. Mike sees something special in button downed Sue that inspires him to take a chance and hit the road to go after her. However, once he reaches Maryland, he finds that Sue has no place for an aimless dreamer in her carefully ordered life. Obsessed with making a difference in the world, Sue falls back in with her ex-boyfriend Jango, who promises her a chance to head his charity operations. Mike finally finds something worth fighting for and the two embark on an interesting journey to discover that their place in the world just might be together.

Sounds preposterous, and almost becomes so, but, it works okay. Steve Zahn plays the nerd who makes a move on Jennifer Aniston's Sue. I happen to like Aniston's work; here she pulls more substance out of a shallow character than many other actresses would. Woody Harrelson is preposterous in a crappy role he does justice to. Aniston can not make much happen with her role as Olivia in Friends with Money. The movie is silly,hangs on by a thread, but even Joan Cusak can't help Aniston salvage this mediocre film.