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A letter from B. P. Allen, of the L. G. Balfour Company, to J. N. Crooms, discussing payment for the grammar and high school diplomas for Crooms Academy.
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A letter from J. N. Crooms to Robert E. Roth, on payments to Southeast School Assemblies.
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A letter from Robert E. Roth, director of Southeast School Assemblies, to J. N. Crooms, confirming when their organization is coming to Crooms Academy to hold an assembly.
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A letter from Bobo Dean, apparently a student in Phillips Exeter Academy, to J. N. Crooms in which Dean discusses the history of African Americans in Sanford, and asks Crooms for further information.
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A letter from Sam A. Martina Jr., of Florida Fashions Inc., to J. N. Crooms in which Martina Jr. informs Crooms that their company is looking for young African American high school graduates for work, and asking Crooms to spread the word.
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A letter from Harry T. Moore, president of the Orange Belt District Teachers' Association, to J. N. Crooms concerning an upcoming meeting.
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A letter from H. J. Lehman, manager of the Sanford State Farmers' Market, to J. N. Crooms in which Lehman gives a donation for the upcoming Crooms Memorial Library.
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A letter from William H. Gray Jr,. president of FAMC, to J. N. Crooms thanking him for his gift. Also included is a receipt from FAMC.
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A letter from Earl A. Sindecuse of the Danforth Foundation to J. N. Crooms, in which the Danforth Foundation invites Crooms to recommend a graduating student for an award they give.
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A letter from W. W. McEachern, state chairman of the Florida War Finance Committee "to the school principal addressed". In it, McEachern urges Florida schools to earn the "Minute Man Flag", in which 90% of the employees of a school are regularly purchasing war bonds and stamps.
