Ok your all over the map here. You claim in order to be a true conservative you must be a Reagan conservative, and only Reagan conservaitves are conservative. So is your claim of Churchill not being conservative based on the fact that he was not a quote "Reagan Conservaive." I dont think you alone can define conservatism.
Churchill was a WARTIME leader, his leadership style during WWII was basically the same as FDR's. Do you propose to call every great wartime leader a "conservative." Conservativism as it succeeded under Reagan was about free market economics, low taxes, strong defense and social conservatism. Those principles were not used by Coolidge or Churchill.