Sean Connery as Gandalf and Professor Dumbledore

[Hashasheen]

http://www.cracked.com/funny-79-sean-connery/

Apparently he was offered both roles and turned them down because he didn't get them. What if he took both roles?

[lothaw]

Gandalf would be more badass and Connery would be more gay as Dumbledorf?

[Sachyriel]

I don't know why I did this. I don't even know if you would have recognized him if I hadn't posted it here.

[Hörnla]

"My name is Gandalf. Gandalf the White."

"Shake the wand, Harry. Don't stir it."

I am not sure if scheduling would permit to take BOTH roles.

However, my guess is that we would have directors with more headaches.

[Tyr]

Wouldn't be so good I think. McKellan was a semi-unknown (to the mainstream cinema going world of course) and made the role his own. He was Gandalf.
With Connery though...you'd look and see a old James Bond.