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Twenty Black Student Union members pose for their student organization’s yearbook photograph. This is the first Black Student Union photograph included in the Tomokan yearbook. Back row: Krisita Jackson, Theda James, Deborah Coleman, Brenda Martin, Reggie Brock, Blanche Jackson, Lonnie Butler, Otis Cameron, Rodney Dowling. Middle row: Lorraine Powell, Marcus Wilson, Grace Borom, Juanita Gibson, Jennifer Matthews, Roxwell Robinson, Arlinda Staley. Front row: Guilda Brandon, Theotis Bronson, Constance Blackman, Errol Cunningham.

This article, written by Mary McLeod Bethune, discusses her friendship with President Hamilton Holt. It outlines the path of acceptance of African Americans at Rollins College, and her hope for further acceptance and integration in the future. Circa 1955-1956

Lawrence Martinez takes a jump shot over his defender. This was Martinez’s sophomore year at Rollins and his second year on the basketball team.

The administration responds to student demands for more Black studies by creating a winter term course on "Black Literature, History and Sociology." The Dean of Rollins College consulted the Dean of Bethune-Cookman College on the structure and content of the course, demonstrating continued cooperation between the two institutions.

Hamilton Holt awarding Mary McLeod Bethune, President Emerita of Bethune-Cookman College, with an honorary degree of Doctor of Humanities.This is the first honorary degree given to an African American by an institution of higher education in the South.

Hamilton Holt expresses concern that the announcement of Mary McLeod Bethune's honorary degree would cause protesting and interference from the KKK. His fears proved to be unfounded, but facing violence was a real possibility.

Winter Park Topics reports that the need for an African American policeman in West Winter Park was brought up at a meeting of the Woman's Club. Before the presentation about a new nursing home in west Winter Park, Bertram Scott tells the audience that the policeman would improve the safety of west Winter Park and notes that both Sanford and Orlando are ahead of Winter Park in introducing African American police officers.

In 1970, Reginald "Reggie" Brock was the first African American tennis player at Rollins College. He earned two varsity letters and multiple awards during his time with the team.