He married Miss Burness McConnell and they had two children together, Mrs W. C. McNab and A.L. Shealy Jr.[3]
Bailey is credited with a handbook on Florida public school bus transportation. He also oversaw the publication of a guide to secondary school mathematics education in Florida, a guide for art education (1965), a guide for science education in Florida's secondary schools, and Biennial Report of the State Department of Education for 1948 to 1950,[4] A collection of his addresses from 1950 until March 1963 was published as Trails in Florida Education.[5]
He opposed having Gay educators,[6][7] and was a supporter of segregation.[6]
He also causes controversy by planning to increase religious training within public schools even though he claimed that it was not his intention to go against "the traditional separation of church and state".[8]
He is pictured in 1951 along with a plaque showing his motto "No man stands so straight as he who stoops to help a child.".[9]
In 1955, he testified before a United States Senate committee on funding for school construction.[7] He spoke about inadequate school buildings to meet the demand of Florida's growing population.[10]