Wilson was horrible on civil liberties (via Mitchell Palmer the AG), he wasn't just racist, but segregationist and a klan violence enabler.. and the Fed turned out to not be so good.. plus he tricked America in WW1 and started a propaganda department, and arrested war dissenters.
Lastly, he started the drug war kinda too. Not a good guy to emulate at all.. he was bad historically, not just for the era
Wilson.
He did pretty much everything T.R. said that he was going to do.
Seriously, Wilson gets a bad rap because of things he did in WWI, but I assure you that FDR did, well, pretty much most of what Wilson did, and interned an entire race of human beings. And we all love FDR on the left. So I think Wilson gets a little too much sh**t, in some regard. Yes, we was a weasley racist bastard, but so was Theodore "Blood for the Blood God" Roosevelt. Wilson passed more good legislation than any president up to that point, and made the New Deal possible by setting up the foundations for it (income tax, federal reserve, co-operation between labor and government, proving that government intervention in the economy could work)
So, my final ranking is:
[1] Woodrow Wilson
[2] Theodore Roosevelt
[3] William Howard Taft
[4] William McKinley
[5] Herbert Hoover
[6] Calvin Coolidge
[7] Warren Harding
Harding is an odious slimeball and probably would be considered the worst President in American history were it not for Richard Nixon.