He's No Roosevelt The 22nd Amendment (ratified in 1951) limits the number of times a person can be elected President to two. Since Roosevelt was elected before this amendment, it was completely within his right to serve as many terms as he wanted (unless he was voted out of course.) Realizing this, we can conclude that it would be illegal for Obama to serve another term, no matter how enamored some are with him.
Didn't even make the Trains Run on Time Mussolini was the dumbest leader in the Tripartite Pact, this much is clear. Firstly, he failed to modernize the Italian army up to modern standards (Italian artillery from WWI was commonplace in 1940.) Secondly, he bit on more than his pathetic army could chew on by invading Greece and nearly getting run out of Albania by the even weaker Greek Army. Finally, he executed his own son in law, Galeazzo Ciano, giving a good look into how ruthless he really was.
Economically he made some okay moves, but these were largely overridden by his terrible mismanagement of the Italian military and his believing the Italian economy could actually sustain a protracted war against the Allies.