Born on June 27, 1926,[1] in Pensacola, Florida, Middlebrooks was in the United States Navy during World War II, from 1944 to 1946.
He received a Bachelor of Science degree from Florida State University in 1950 and was then in the United States Air Force from 1950 to 1953.
He received a Bachelor of Laws from the Fredric G. Levin College of Law at the University of Florida in 1956, and was in private practice in Pensacola from 1956 to 1970.
[2] On October 6, 1969, Middlebrooks was nominated by President Richard Nixon to a seat on the United States District Court for the Northern District of Florida vacated by Judge G. Harrold Carswell.
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