41. "A Glimpse Of Our Possible Future," With George W. Bush
Air Date: 11/4/00
Starring: Will Ferrell
You really can't go wrong with any of Will Ferrell's impersonations on SNL, particularly one that stays on the air for almost a decade and turns into a Broadway play (2009's You're Welcome, America. A Final Night With George W. Bush).
Now, we realize that Dubya isn't exactly the hardest person to make fun of, especially when comedians are still doing their best Bush impressions three years after he left office. However, Will Ferrell's George W. was far and away the best one of them all. He actually sounded like Bush, he acted like him—hell, he even looked like him quite a bit, albeit taller. And that's really all you can ask for in an SNL presidential impersonation.