"compairing Montgomery to Churchill is like compairing a cheerleader to a star quarterback."
Brian, this is hitting the nail squarely on the head. Even The Churchill Centre's website lists his chief attributes as a leader as his ability to inspire people, his relentless passion, and his imperturbable personality. Churchill was clearly a man of the Finest Hour when Britain needed one most. The Centre also cites his "unique strategic insight" as a key attribute; although, the only example they can find seems to be his getting right the nature of the Soviet Union and Uncle Joe.
Again, I am a fan of Churchill. For me, it's a toss up between him and Maggie Thatcher for the best British PM of the 20th Century. It might not be a stretch to compare Churchill to Ronald Reagan as US President. But I think it necessary to keep Winnie in perspective. The inter-war years are key I think. When one looks at a list of his accomplishments during this period - the word "failure" occurs more often than not. I also think some time spent on why he wasn't returned as PM in 1945 might reveal some interesting perspective. I hope you will touch upon this when you turn to Churchill as a war leader in the New Year.
Oh, and yes, first and foremost a politician. I find it interesting to note he first entered Parliament in 1900 as a Conservative and then switched to the Liberal Party in 1904, returning to the Conservatives in 1924. In the post-war years, he was known to be a staunch support of Tory domestic policy, but advocated Labour's foreign policy. Some would say, he followed his conscious rather than the party line. Others might question his loyalty. Either way, following Churchill's motivations and miscues is a complex undertaking.
PS: "compairing" must be in the same "correct English" dictionary as "harbour" because my colonial version has "comparing" along with "harbor."