Churchill's struggles with colonialism were from the perspective of a declining empire, whereas W's activities were like Putin's to gain a new empire, in the case of W (and Putin) glutting with oil.Well, Chuchill's second primership's use of military force in the third world was about as successful as W's .... so...... LOL
Big difference.
Churchill inherited a difficult situation of the Empire in decline.
W on the other hand created a huge mess in the Middle East simply by sticking his nose where his own father knew better than to go in all the way.
Brilliance (Churchill) versus pure incompetence (W) is the main difference between the two men.
Churchill got Adolf however. W never got UBL. It took BHO to kill UBL ultimately.