alternatehistory.com

Some ideas for some of the leaders of ww2 ITTL.
Ioseb Besarionis dze Jughashvili*
As a youth, he was active in several Communist organizations in Russia, but decided to return to his homeland of Georgia, to try and spread the Revolution.
He joined the army, and quickly gained popularity for crushing a revolt in South Ossetia. In 1932, with support from France, he lead a military coup against the government, establishing himself as absolute ruler of Georgia. When Russia invaded, he led a government in exile, until the collapse of Russian control in 1947. He dies in 1953. He remains a controversial figure in Georgia, being a national Hero to some, and a brutal tyrant to others.

Winston Churchill
First Lord of the Admiralty in the Great war, was forced into exile to Canada by the leadership of the Proactive government due to speaking out against the regime

Benito Mussolini
One of the founders of the Romanist party, became the head of the Ministry of Informational Affairs during WW2. Became Consul in 1950, retired in 1971.

*Joseph Stalin