Thomas H. Watkins was born in 1927, in the New York metropolitan area, and moved with his family to the Bedford-Stuyvesant neighborhood of Brooklyn when Watkins was two years old. Watkins came from a politically interested family; his grandfather, the attorney Glen Jones, argued before Congress for federal protections for Black Americans from lynching. Watkins' career began at The New York Amsterdam News, the city's oldest Black newspaper. In 1952, Watkins founded his first weekly newspaper, the Afro Times. In 1972, Watkins founded his flagship paper, the New York Daily Challenge, a daily newspaper distributed city-wide, which was also New York City's first and only Black daily newspaper. The publication's corporate offices stood in Restoration Plaza, home of Restoration. An unabashed capitalist, Watkins founded the Daily Challenge as a way to route Black New Yorkers' newspaper monies into a paper owned by, written by, and catering to other Black New Yorkers.