WW2 was essentially the last time Britain was relevant on the world stage before it became part of America's shadow. If you want to be nostalgic for a period when the UK still mattered, Churchill's time would be the most recent.
Being in office during times of crisis also helps a lot- think of how popular Giuliani was after 9/11 despite being absolute dogshit. Regardless of how much the UK contributed to the war effort and how much of that can be attributed to Winston, at the end of the day the Allies were victorious and England stood standing while other nations fell, giving him an incredible amount of prestige.
WW2 was essentially the last time Britain was relevant on the world stage before it became part of America's shadow. If you want to be nostalgic for a period when the UK still mattered, Churchill's time would be the most recent.
Being in office during times of crisis also helps a lot- think of how popular Giuliani was after 9/11 despite being absolute dogshit. Regardless of how much the UK contributed to the war effort and how much of that can be attributed to Winston, at the end of the day the Allies were victorious and England stood standing while other nations fell, giving him an incredible amount of prestige.