-His Senate page here.
-Wikipedia page here.
Brief summary-Navy man, served in Vietnam, went to Georgetown Law School, wrote books and novels mostly about war, served in the Reagan administration as Secretary Of The Navy (as a Republican), continued to document war as a filmmaker and writer, ran as a Democrat and barely beat George Allen (of macaca fame) on an anti-Bush and anti-Iraq invasion platform.
His voting record and some speeches here.
Arguments against: He was not a fan of women in combat nor the equality movements behind them (see Women Can’t Fight) and spoke out more than once about it. He’s pro-gun, and strong on anti-illegal immigration. He’s a bit of a maverick (temper) and too far outside the mainstream left.
Arguments for: He’s moderate and outside the mainstream left and can help win the moderate Democrats who might go Republican otherwise. He’s a decorated war veteran (one of the main themes of his life) and can give Obama a lot of what he needs in a running mate.
More about the democratic backlash here at Outside the Beltway.
See Also: Webb wrote a book about the Scots-Irish. Some other famous wartime Scots-Irish include: Andrew Jackson, U.S. Grant, George S. Patton and…John McCain!
Addition: Ross Douthat has plenty more here.

