In 1810, Leatherlips' brother Roundhead, a fellow Wyandot chief, ordered his execution. Leatherlips was condemned to death by other natives for his desire to cooperate with white settlers. Not only was Leathlerlips opposed to Tecumseh's Confederacy against the United States, but he had also sold native land to William Henry Harrison. However, it is widely believed that Leatherlips was executed for exaggerated charges of witchcraft to draw attention away from the true political motives. While it is unknown if Roundhead took direct part in the execution of Leatherlips, he did head the council that called for his death.
Dispatched by Roundhead, six Wyandots traveled to what is now Dublin, Ohio just north of Columbus and announced the death sentence. Although white settlers led by Benjamin Sells pleaded for the old chief and attempted to bribe the death squad, the trial and sentencing were swift. After clothing himself in his finest attire, Leatherlips, joined by his executioners, sang the death chant and prayed. Then he was killed by tomahawk. (Dublin, Ohio)