Bryan was a Protestant fundamentalist (not very progressive in that respect
)and he basically watered down the Populist ideas for usage for the Democratic Party. Also, he didn't take a stand against white supremacy.
Wilson was an...erm...interesting figure. He probably thought himself some sort of Jeffersonian/Jacksonian Democrat (his signature issue was lowering tariffs to increase competition in the economy), but the conditions of the time forced him to adopt some Progressive reforms. He was both very much an intellectual, but also very much a Southerner of his time. Horrible on racial issues.
Teddy Roosevelt...an authoritarian, activist Republican leader who had unusually nuanced views of the capitalist economy for his time, yet very fiercely anti-"radical", xenophobic, and also rather racist. He moved further to the political left later in life (1912 Roosevelt was very different from President Roosevelt).