It's true that his part in the Appeasement is often overstated; he was only continuing what his predecessor was doing and realized his mistake after the Chzechoslovakia debacle (less than two years after he took office)
Nevertheless, when confronted with the situation Churchill found himself in (France subjegated, a German attack by air and possibly sea imminent) I think Chamberlain would have accepted Hitler's proposals for an armstice. I don't know what his opinion on it was for a fact.
Churchill was a solid strategist, at least on a macro level. Also, fortunately for England, he tended to avoid involving himself on tactical decisions (Gallipoli was instructive in this, no doubt).
Churchill's single greatest contribution to Britain's success was to help manipulate/team up with FDR to bring the USA in on Britain's side. Months before Pearl Harbor, the USN was already coordinating and to some extent fighting the Battle of the Atlantic with the UK. With US resources available, it became almost impossible for Britain to lose. Hiter's decision to declare war on the USA after Pearl Harbor made it that much easier -- but Churchill had already worked that field and was bringing in the harvest.
"The only way that has ever been discovered to have a lot of people cooperate together voluntarily is through the free market. And that's why it's so essential to preserving individual freedom.” -- Milton Friedman
"The urge to save humanity is almost always a false front for the urge to rule." -- H. L. Mencken
Churchill wasn't that bad militarily, as long as one remembers he was an old fashioned English Liberal (with capital L). The kind that expanded the Empire like crazy, bringing English civilisation to the benighted savages whilst bringing back their wealth to Britain. They were good at seeing opportunities, as the Dardanelles undoubtedly was, and they had a habit of throwing resources at a problem until they succeeded, with complete disregard for what the locals might feel.
Churchill was more romantic than most British politicians were, identifying himself wholeheartedly with America's nation myth and their and Britain's shared liberal (lower case l) heritage. This helped us gain America's support.
He was very well thought of here in the USA. Had he wanted to slip over here once the UK decided for Atlee in 1945, he'd have been a Senator in a hot minute and could have had the Presidency in 1948 if he'd been able to sell the "My Mom was a yank so I qualify" thing well enough.
Can you imagine Churchill/MacArthur dealing with Korea?![]()
"The only way that has ever been discovered to have a lot of people cooperate together voluntarily is through the free market. And that's why it's so essential to preserving individual freedom.” -- Milton Friedman
"The urge to save humanity is almost always a false front for the urge to rule." -- H. L. Mencken
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