Let’s not get too excited about Sir Winston.
He may have been an effective British leader in WWII, but he didn’t give a damn about the Jews that perished in the Nazi concentration camps.
He also sold Eastern Europe to Stalin.
Give a damn or not, Churchill was the junior partner in the Western Alliance after D-Day, and Roosevelt used Stalin to keep Churchill in his place in both Teheran and at Yalta. Want to fix the date of the end of the British Empire, It was when the British failed consistently to reach their strategic objectives in the days following the landing on D-day. Monty no longer had the junior officers he needed to execute. They were all dead or in hospital or invalided out.
I think its a bit strong to say he ‘didn’t give a damn’, he was trying to juggle a lot of balls.
Also, it was Roosevelt who sacrifice Eastern Europe to Stalin. The British where much weakened by the war, but Churchill was under no illusions about what a monster Stalin was, but Roosevelt was too naive to see that, and viewed Churchill as an archaic imperialist and didn’t really take what he had to say seriously.
If Churchill had led America instead of Britain, Stalin might not have grabbed so much of Eastern Europe.