Despite his industriousness, he was described, even by his friends, as a mediocre intellect. Nevertheless, he became a judge in the Kings County (Brooklyn) county court and was in that position when he was tapped by Tammany Hall as a dark-horse candidate for Mayor, running as a Democrat, through the promotion of newspaper magnate William Randolph Hearst, who shared with him a desire for municipal ownership of utilities.
Hylan defeated the reformer John Purroy Mitchel in the 1917 mayoral election, restoring the power of Tammany at City Hall. He easily won re-election in 1921 but was defeated for re-nomination in 1925 by State Senator James J. "Jimmy" Walker. Walker later appointed Hylan to the municipal judiciary.
"...The real menace of our republic is this invisible government which like a giant octopus sprawls its slimy length over City, State, and nation... It seizes in its long and powerful tentacles our executive officers, our legislative bodies, our schools, our courts, our newspapers, and every agency created for the public protection..."
"To depart from mere generalizations, let me say that at the head of this octopus are the Rockefeller-Standard Oil interest and a small group of powerful banking houses generally referred to as the international bankers. The little coterie of powerful international bankers virtually run the United States government for their own selfish purposes."
"They practically control both parties, write political platforms, make catspaws of party leaders, use the leading men of private organizations, and resort to every device to place in nomination for high public office only such candidates as will be amenable to the dictates of corrupt big business..."
"These international bankers and Rockefeller-Standard Oil interests control the majority of the newspapers and magazines in this country. They use the columns of these papers to club into submission or drive out of office public officials who refuse to do the bidding of the powerful corrupt cliques which compose the invisible government...."
This "invisible government", Hylan and others argued, exercised its control of the US Government through the Federal Reserve.
The next great figure in the early legends of New York is that of Jonef Hylan. Hylan, in all probability, was not a real person; but it is impossible to understand New York without giving careful study to the Hylan myth. In many respects, it resembles the Sun Myth of other great civilizations; for his head was as a head of flame, and he rose early each morning from beyond the East River, bringing light into all the dark places and heat into the sessions of the Board of Estimate. The populace called their Sun God "Red Mike"; but in the frenzy of their devotions, they simply yelled "Ra! Ra!"
He is then characterized as a "Champion of the People versus the Interests," which are "not people." Satan, it says, was behind the Interests, but William Randolph Hearst was behind Hylan, "and that evened things up."