November 4, 2023 Reading Time: 4 minutes

One hundred and fifty years ago, the largest political corruption trial in history ended with the conviction of one William M. “Boss” Tweed, whose vice was so vast and comprehensive that no one is quite sure of how much money he actually stole. Estimates range on the low side of $50 million to the high side of $200 million, which, when converted from 1873 dollars, amounts to roughly $1.5 to $3.7 billion today.  

Tweed’s conviction makes the comparison with other cases of political corruption seem to be mere misdemeanors or foot faults. But his ability to marshal votes is still the envy of political leaders. In fact, he was the first community organizer who realized there was strength in numbers, and votes in political patronage.

The son of tough Scots, Tweed emerged as a leader who could motivate people and capture their imagination by providing creature comforts. As a leader for a volunteer fire department, he eventually became a New York City alderman and continued his political climb by serving in the US House of Representatives. But unlike his situation in New York City politics, he was merely one of a large number of legislators in Washington, and quickly tired of his lack of influence. The Big Apple was where he wanted to be. After only one term in Congress, Tweed headed home, and so began his rise as the unofficial mayor of New York City and shadow governor of the state of New York.

Tweed showed an interest in accounting at a young age, and learned very quickly how numbers and dollar signs worked together. He realized, too, that with the jobs created by the industrial revolution, there was strength and votes in the numbers of workers. He also recognized that by pandering to the Irish immigrants flooding New York, he would make friends who would blindly follow him to the voting booths.

Tweed’s sharp elbows landed him in a leadership role in the political machine of all machines: Tammany Hall. Originally organized as a social club for well-heeled New Yorkers, it developed into a well-oiled party machine that controlled votes and public patronage jobs. When Tweed arrived on the scene, Tammany was the New York City Democratic Party.

Although never elected to office again, Tweed would create an organization that exercised almost absolute control over politics in New York State, and while he truly was a problem-solver with great political instincts, instead of using these skills to foster good government, he became ostentatiously corrupt, eventually inviting enemies.

Tweed got his start in local politics during the Civil War with the draft riots in New York City. Lincoln imposed a draft that provided an “exemption” for people who provided a substitute. But paying for a substitute benefited only the wealthy, to the exclusion of the more numerous working class who rioted at being pressed into service.

Tweed realized that catering to workers was good for them, but even better for himself, so he established true exemptions for police and firemen, while also utilizing a slush fund to help working-class men pay for substitutes. This quelled further riots and fostered peaceful streets. It also created a block of voters who could be counted on to vote at Tweed’s direction. Using this block, he prevailed upon officials in Albany to change the law to allow New York City to have more local control. Contracts for city services could then escape the scrutiny of state lawmakers.

This was Tweed’s most selfish act, as he realized that by securing home rule and using his position at Tammany, he could direct contracts and receive a commission for his work. Initially, this “commission” didn’t benefit him exclusively, but was partially used to provide social services to the working classes. He helped build churches, schools, hospitals, and supported aid associations. In doing so, he added to his loyal following.

Tweed became a sort of Robin Hood, taking money from city vendors and helping the poor. He would argue that this was “honest graft,” which justified corruption because others benefited. While others did benefit and the services provided were real and significant, Tweed was not a distant beneficiary.

From almost every city contract, Tweed profited. He did share the wealth, but the wealth he shared was a fraction of what he kept for himself. As dealing with Tweed became part of the cost of doing business in New York, he emerged as the father of all patronage, doling out jobs and favors to his constituents.

Tweed was all three branches of government rolled into one person, and nothing escaped his influence. Judges and courts were in his employ, legislators owed him their livelihood, and mayors and governors depended on his block votes for election.

But, as his power grew and he flaunted his wealth, he developed enemies and alienated friends who became focused on ending his influence.

Two isolated incidents started his downfall. First, he would tangle with the governor over something as insignificant as the Orange Day parade. Much like the draft riots, the parade by Scotch-Irish Protestants inflamed the Irish Catholics, and Tweed lost control of the streets of New York when more than 125 people died.

Then, at about the same time, a former friend who had been rejected for political patronage, secretly smuggled Tweed’s accounting records detailing his corruption. This road map was turned over to a reporter for a fledgling newspaper, The New York Times, which began publishing on the breadth of Tweed’s larceny. While the writing was incriminating enough, Tweed feared the political cartoons more than anything, as through them, even illiterate New Yorkers could understand the magnitude of his graft, kickbacks, and malfeasance.

Tweed was tried, convicted, and sentenced to jail, but his influence was still great, and he was allowed to leave his jail cell for temporary visits home. On one of these visits, he fled the country but would be caught in Spain, extradited to New York, and later die in prison.

Tweed’s legacy of political organizing, influence peddling, and overall corruption remains unsurpassed.

Will Sellers

Will Sellers was appointed to the Supreme Court of Alabama by Governor Kay Ivey in 2017. He was elected to a 6-year term in 2018. A life-long resident of Montgomery, he graduated from Hillsdale College, magna cum laude, The University of Alabama School of Law, and in 1989 received an LL.M. in Taxation from New York University. Before joining the Court, Justice Sellers was in private practice for 28 years in the areas of taxation, business organizations and corporate and campaign finance. He was a member of Electoral College in 2004, 2008, 2012, and 2016. Justice Sellers has written over 150 opinions. He and his wife Lee have three adult children and one granddaughter.

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