The 1886 NYC Mayoral election, a contest between Representative Abram Hewitt, Ideological founder of Georgism Henry George, and an up-and-coming republican politician, Theodore "Teddy" Roosevelt resulted in a win and return to power for Tammany Hall after 14 years out of power.
In the last few weeks of the campaign, Roosevelt and George were seen to have momentum by the New-York Times, mostly thanks to Hewitt's campaign suffering from Democratic infighting between Tammany and county Democrats
In fact, due to his associationship with Tammany hall, there were rumors in the Times that many county Democrats would vote for Roosevelt as a means to oppose Bossism.
Further, Roosevelt himself would cast the election as one between himself and Henry George, Asking Democrats for their votes as a means to Stop the Socialist Labor party candidate.
But this strategy likely backfired, as Tammany's reputation for underhanded election tactics (fraud), and fear of Hewitt winning likely pushed some republicans over to Hewitt's camp to avoid a Socialist victory - in addition to the probablity of fraud
After the Election, in the New York Tribune, Roosevelt however would claim the inverse to what was claimed in the Times, saying that he felt he entered into a 'hopeless' contest and 'had less stress' than the other two contests as a result.