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Sometime in 1894, Winn began his first paper, known as Co-operative Commonwealth.
He then edited and published Coming Era for a brief time in 1898 and then Winn's Freelance in 1899.
In 1902, he announced a new paper called Winn's Firebrand.
It's likely he fancied the name of the then-defunct weekly.
His vision was for a paper that would appeal to people of all classes.
According to Winn, it would be " just the kind of literature for missionary work among the masses ".
Winn considered the printed word as the most effective tool for social awakening, and saw the dissemination of anti-authoritarian ideals, especially in the conservative South, as his distinct calling.
Tennessee became his base of operation: " In establishing the magazine ( in Mount Juliet ), as an independent publication, the flag of revolutionary thought is planted on Southern soil, and a residence of a lifetime in this section convinces me that it will be a fruitful field for libertarian ideas, if the right methods are used to present them.

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