The objective of this audit was to determine whether the Department of Education (Department) is providing adequate oversight of grantee performance and funds awarded under the Student Support and Academic Enrichment (SSAE) program and is ensuring that State educational agencies (SEA) are meeting reporting requirements as established by the Every Student Succeeds Act. The scope of the audit was October 1, 2016, through March 15, 2021. The audit reviewed SSAE monitoring plans and related monitoring documentation, including SSAE grantee risk assessments and correspondence with grantees regarding planned monitoring, discussions were also held with Office of Safe and Supportive Schools (OSSS) staff about their efforts to oversee SSAE grantee performance and use of funds and ensure SEAs are meeting reporting requirements. The audit judgmentally selected a sample of 20 of the 52 SSAE grantees and reviewed their grant files for evidence of Department efforts to oversee grantee performance and use of funds and efforts to ensure SEAs are meeting reporting requirements. The audit found that OSSS has provided inadequate oversight of grantee performance and funds awarded under the SSAE program. It was also found that OSSS has not ensured that SEAs are meeting all reporting requirements. Further, it was found that OSSS did not always develop, finalize, and implement monitoring plans to monitor grantees' performance and use of funds. Lastly, it was found that OSSS' risk assessment process could benefit from consideration of additional risk factors in calculating risk scores.