Fighting against Roosevelt’s Beloved Stalin.
I've seen nothing suggesting direct contact between Roosevelt and Stalin at this point in the war. As of late 1939, Roosevelt is just trying to keep the US officially neutral, while at the same time doing everything he can to help out the Brits & French.
In two years it will be a much different story. By then Hitler had turned on his ally Stalin, and Roosevelt knew the only way to win the war without many millions of US casualties was to help Stalin defeat Hitler's armies in the east.
It turned out to be a pretty simple equation: approximately five Soviet soldiers killed for every two German soldiers, which saved the life of one US & British soldier. Around 70% of all German soldiers killed died fighting the Soviets.
So what Roosevelt Beloved was not Stalin, but the lives of young American "boys." Thank God.