Rocky Hanna, 2016-Present

Hanna took over the reins as superintendent after years of serving as a high school principal. Hanna is the only superintendent to not oversee the opening of any new schools. However, his leadership did oversee the middle school addition to Woodville School. Under Hanna's leadership, the district has continued to score a B letter grade from the FL Dept. of Education. Since Hanna took office, the district's graduation rate has also improved significantly, now ranking LCS in the top 5 of all Florida school districts with a 94% graduation rate. In 2019, Hanna was named Florida Music Educators Association's Superintendent of the Year for his contributions as superintendent to arts education. Hanna's leadership was also tested by navigating through the coronavirus pandemic. This required Hanna to switch the district to a one-to-one technology learning platform, a platform several Florida school districts had been on for years prior. Hanna won reelection in 2020, 60-40 over his opponent. Hanna is currently in his second term until 2024.

Jackie Pons, 2006-2016

Pons took over the district with the hope of continuing the continuous success that Montford had built. Pons oversaw the opening of two new schools and the closure of Belle Vue Middle School in the late 2000s. While school grades and scores did not stay as high as they previously were, the FL Dept. of Education began issuing overall school district grades in 2010. Under Pons' leadership, the district received three A's, three B's, and one C. During Pons' time, three schools were honored by being named National Blue Ribbon School. Pons also oversaw several construction projects to update school sites as many in the district dated back to the 60's and 80's. Post superintendency, Pons went on to be a resource for several educational resources in the community. In 2021, Pons was announced as principal in neighboring Jefferson County.

William "Bill" J. Montford, 1996-2006

Longtime high school principal Bill Montford won the 1996 election to serve as superintendent. Montford was elected as a new fresh start and from the viewpoint of someone who had recent experience in a school setting. During Montford's leadership, he oversaw the opening of three new school sites, the consolidation of Bond and Wesson Elementary Schools, along with the closure of Brevard Elementary. All in an effort to relieve overcrowding. Superintendent Montford guided the district through the new era of standardized testing with the rollout of FCAT testing, along with the rollout of school accountability and school grades. The district made great academic strides under Montford. In the summer of 2001, 72% of schools were graded an A or a B by the FL Dept. of Education, meaning only 9 schools had scored the letter grade of a C. In the summer of 2003, 90% of schools received an A or a B, with only 4 schools being graded a C. Montford is also credited for expanding Pre-Kindergarten classes throughout the county. Five schools were also given the distinct recognition of being named a National Blue Ribbon School during Montford's time. Montford also continued to increase salaries for all district employees during his tenure, making LCS one of the highest paying in the region. Montford went on to serve as Florida Senator from 2010-2020 after decades of service to Leon County Schools. William J. Montford Middle School was opened in 2008 in his honor.

Richard Merrick, 1992-1996

Long-time school board member Richard Merrick was elected superintendent in 1992. Merrick had also run for the job in 1988 but was unsuccessful. Mr. Merrick was hopeful to bring consistency back to the school district. Mr. Merrick continued with Mr. Woolley's plans to open three new schools. A new K-8 school opened in 1994 and an elementary and middle school followed in 1995. However, the changes in leadership resulted in construction whoas. Both 1995 schools were forced to open before they were completed. Merrick also oversaw several zoning changes in the district as several schools were becoming extremely overcrowded. Merrick also had to "cap" a few schools which required students to be bussed elsewhere.

William "Bill" Woolley, 1988-1992

Mr. Woolley took over the superintendent's reign following a long history of successful predecessors. Woolley intended to make changes to the district, changes he felt Couch would not make. Immediately after Woolley took over, he announced several leadership changes in the district, which resulted in the transfer of almost every principal to a new school. The same year of Woolley's transfer, he oversaw the opening of two new elementary schools that were planned by the previous superintendent, Couch. The following year, he also oversaw a new middle school opening. Woolley continued to make several administrative changes at schools into the early 90's, and some schools found themselves with a new administrator year after year. Woolley began the process of opening a new elementary, middle, and K-8 school in the district, but all three opened after he left the office.

Charles Couch, 1980-1988

Mr. Couch took on the role of superintendent during a period when Leon County as a whole was expanding beyond the city limits. This required Couch to oversee the opening of four new elementary schools. He had also begun plans to open a 5th elementary and 2nd middle school. However, both schools opened once he had left office.

Dr. Edward Fenn, 1972-1980

Dr. Ned B. Lovell, 1973-1977

Ned Lovell was a teacher in both elementary and secondary level schools. He worked as a teacher with the Peace Corp at a teacher training college in Nigeria. He also has administrative experience with the Florida Department of Education before serving as Superintendent of Schools for Leon County Schools. After serving as Superintendent, he published several scholarly articles and went on to become an associate professor and coordinator of the Educational Administration Program at Illinois State University and serve as a consultant to several school districts and state agencies.

Freeman Ashmore, 1964-1972

Mr. Ashmore was elected superintendent of Leon County Schools after several years of serving as an area principal of various schools. Mr. Ashmore would guide the district through the desegregation era. This time period was met by many challenges for Mr. Ashmore as it did for many throughout the country. As schools became integrated, several black-only schools closed for the students to integrate into the previously white-only schools. With both demographics coming together in one school, there was instantly a need for more schools throughout the district to accommodate the integration. Mr. Ashmore oversaw the opening of eleven school sites between 1966 and 1970, the most sites to be built in the smallest period of time in LCS history. Mr. Ashmore also began plans to open a new high school, the second high school under his leadership. However, it opened once he left the office. Mr. Ashmore retired in 1972 after 40+ years of educational service.

Amos P. Godby, 1945-1964

Mr. Godby became Superintendent of Leon County Schools on January 5, 1945. Highlights of his lengthy tenure of leadership include a $5 million bond issue; the raising of Leon County taxpayers' house assessments to appropriate more money for schools; the accreditation of all Leon County public schools; the construction of several of the oldest schools in Leon County to date; and the transition from the one-room schoolhouse into a consolidated school system with more qualified personnel. Two years after Godby left office, the district decided to honor him by naming the newest high school after him and his service. Godby went on to serve as an advocate and pillar in education for students all across Florida. He traveled to all parts of the state, working with school personnel and citizens in an effort to improve education. Through his efforts, many new ideas and programs were developed: e.g., driver's education classes, summer school programs, and the use of educational television.