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A letter from Mary McLeod Bethune, on Daytona Normal and Industrial Institute letterhead, to J. N. Crooms, regarding an upcoming meeting.
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A typed letter from Richard Moore, president of Bethune Cookman College, to J. N. Crooms, inviting Crooms to the honors Convocation event, where they intend to present him with a citation.
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A typed letter from John C. Wright, vice president of the Daytona-Cookman Collegiate Institute, to J. N. Crooms, regarding the possibility of Crooms Academy seniors visiting the institute and enrolling.
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A typed letter from Mary McLeod Bethune, on Daytona Normal and Industrial Institute letterhead, to J. N. Crooms. The letter concerns a possible meeting of teachers in Daytona Beach.
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A typed letter and accompanying envelope from Richard Moore, president of Bethune Cookman College, to Wealthy Crooms. In it, Moore thanks Crooms for her letter enclosing $100 for the J. N. Crooms Memorial Scholarship, to be given to a "worthy, promising young woman."
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Three typed letters from J. N. Crooms to various politicians representing Seminole County in the Florida Legislator, including Mack Cleveland Jr., Volie Williams Jr., and Lloyd Boyle, two representatives and a senator respectively. In the letters, Crooms asks each one to support legislation that would raise teachers' salaries.
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A letter to T. W. Lawton and the Seminole County School Board. Though it is not explicitly confirmed, the letter is almost certainly written by J. N. Crooms. In it, Crooms discusses the roles he fills as principal, and argues that his salary does not match the amount of work he does for the school.
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A typed letter from J. N. Crooms to "Registrar Thorpe" of FAMC, regarding the credits for a student named Dave Wright, and Crooms' ultimate recommendation that Wright be accepted.
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A typed letter from J. N. Crooms to the Seminole County School Board regarding a proposition from Crooms to sell lands adjoining the current site of Crooms Academy, and the finances related to that purchase.
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A typed letter from J. N. Crooms to the State Department of Education regarding his Graduate State Certificate.