The Winter Park Advocate
The Advocate was first published on May 31, 1889. It was one of only two black-owned newspapers in the state of Florida. It was also the only newspaper in Winter Park, and thus served both black and white readers. Henderson was the publisher, reporter, editor, salesman, and typesetter for the paper. On the first day of the Advocate’s publication, there was a large Emancipation Day celebration. For the celebration, the Orlando and Winter Park Railroad ran special trains and almost 800 people were in attendance for the event. The paper's offices were located in Hannibal Square, the heart of Winter Park's segregated black community. The Advocate sold for $1.25 for a year's subscription, and published for two years until Henderson moved to Orlando.
Henderson was born on November 16, 1862, in Columbia County, near Lake City. Before moving to Winter Park, Henderson was Florida’s first black traveling salesman. When that job did not work out, he moved to Winter Park. Shortly thereafter, Henderson started The Advocate. In his editorials, Henderson often focused on writing about education and voting rights for his fellow African Americans. He later started two other papers; the Christian Recorder and the Florida Record. Henderson died in 1915, at the age of 53.
- Gayle Prince Rajtar; Steve Rajtar (20 April 2011). Winter Park Chronicles. The History Press. pp. 22–3. ISBN 978-1-60949-074-4. Retrieved 27 August 2012.
- Tana Mosier Porter; Tana Mosier Porter, Ph.D., Cassandra Fyotek; Stephanie Gaub; Garret Kremer-Wright; Barbara Knowles (2009). Historic Orange County: The Story of Orlando and Orange County. HPN Books. p. 74. ISBN 978-1-893619-99-9. Retrieved 27 August 2012.
- Clark, James, Orlando Sentinel, February 6, 1990, p. E4
- Black History Highlights
- The Winter Park Advocate
- Livingston, Fairolyn, A Window on Hannibal Square: A View of Life in Early Westside Winter Park and a Portrait of the Lives and Careers of Walter B. Simpson and Frank R. Israel, The only Black Men to Ever Hold Office in the City of Winter Park, Florida