"Tom the Tinker" assumed the leadership of the Whiskey Rebellion in the early 1790s. He came about after it was decided that to merely attack tax collectors or those who rented offices and lodging to tax collectors wasn't enough; pressure needed to be applied to those who had registered their stills and were paying the tax. In essence, Tom the Tinker viewed compliance with the law as contemptible an action as collecting the whiskey tax. William Hogeland has described the situation thus:

You might find a note posted on a tree outside your house, requiring you to publish in the Gazette your hatred of the whiskey tax and your commitment to the cause; otherwise, the note promised, your still would be mended. Tom had a wicked sense of humor and a literary bent: "mended" meant shot full of holes or burned. Tom published on his own too, rousing his followers to action, telling the Gazette's editor in cover notes to run the messages or suffer the consequences.[9]

Groups formed calling themselves Tom the Tinker's Men. They assured Tom the Tinker's threats were carried out. Some believe John Holcroft, a leading member of the Mingo Creek Association and veteran of Shays' Rebellion[10], was Tom the Tinker, or perhaps the author of the letters attributed to Tom, but this has never been proven. It is not known whether Tom was an actual individual or a character created by the leading members of the Whiskey Rebellion to serve as their leader, much like Ned Ludd's role as leader of the Luddites. Hogeland takes issue with the notion that "Tom the Tinker" was a pseudonym or nom de guerre for one of the other participants in the rebellion, saying, "Tom wasn't an alias for a person. He was the stark fact that loyal opposition to the resistance was disallowed. Tom was Mingo Creek personified