Superintendent S. Dallas Dance was appointed to the President's Advisory Commission on Educational Excellence for African Americans in August 2014.

[5] The school district is led by superintendent Myriam Rogers and her cabinet, consisting of a chief of staff as well as academic, communications, administrative operations, and human resource officers.

[4][6] On November 24, 2020, the school system's computer network suffered a ransomware attack suspected to be due to Ryuk malware.

County school officials characterized it as "a catastrophic attack on our technology system" and said it could be weeks before recovery is complete.

[9][10] Avi Rubin, Technical Director of the Information Security Institute at Johns Hopkins University, said the auditors' discovery of "computers that were running on the internal network with no intrusion detection capabilities" was of particular concern.

[11] Although the final report by the Maryland Office of Legislative Audits was released on November 19, 2020, the auditors initially warned the school system of its findings in October 2019.

's goals includes the district's conversions of curriculum, instruction, assessment, organizational development, infrastructure, communications, policy, and budget.

In 2018 it was particularly bad in the North East area of the school system, where there was a deficit of over 1,700 seats on the elementary level.