US Soccer has an interesting series chronicling American players who play their club football in England. They have videos chronicling Tim Howard, Stu Holden, and Clint Dempsey. They also have upcoming videos following Michael Bradley, Marcus Hahnemann and Jermaine Jones.
Stu Holden
Tim Howard
Clint Dempsey
Jonathan Spector
Landon Donovan (oldie but goodie)