Liberalism and classical liberalism are opposite things. A classical liberal believes in limited government and economic freedom and thus is essentially a conservative. Coolidge and Reagan were classical liberals. Nixon and Hoover not so much.

TR was not a progressive, rather he was a populist. The difference between liberals and populists is that populism could agree with either the right or left, depending on the issue, and progressive liberals are unequivocally elitist. Wilson was liberal; very high-minded, so completely out of touch that he more than anyone else caused World War II by having unrealistic expectations for how the world should work.