Year	Employer	Vendor Name	Amount	Source
2026	Dept Of Transportation	Highway Safety	$21,342,442.61	Delaware State Checkbook
2025	Dept Of Transportation	Deldot Real Estate Account	$21,198,675.71	Delaware State Checkbook
2021	Legal	Other Employment Costs Benefits	$21,135,803.58	Delaware State Checkbook
2026	Dept Of Education	Delmarva Power	$21,112,393.65	Delaware State Checkbook
2018	Dept Of Corrections	Div Of Accounting	$21,101,478.46	Delaware State Checkbook
2023	Higher Education	Nelnet Business Solutions Inc	$21,086,033.18	Delaware State Checkbook
2025	Dept Of Natrl Res And Env Cont	City Of Wilmington	$21,016,880.89	Delaware State Checkbook
2017	Dept Of Health & Social Svs	Deloitte Consulting Llp	$20,997,101.71	Delaware State Checkbook
2017	Dept Of Transportation	George & Lynch Inc	$20,978,000.52	Delaware State Checkbook
2023	Dept Of Transportation	Allan Myers Md Inc	$20,955,536.46	Delaware State Checkbook
2025	Higher Education	Nelnet Business Solutions Inc	$20,905,516.51	Delaware State Checkbook
2022	Executive	University Of Delaware	$20,808,780.07	Delaware State Checkbook
2020	Legal	Other Employment Costs Benefits	$20,735,546.90	Delaware State Checkbook
2024	Dept Of Transportation	Aecom	$20,705,586.27	Delaware State Checkbook
2022	Dept Of Education	Dhss Child Care Direct Deposit Account	$20,660,219.18	Delaware State Checkbook
2023	Dept Of State	Delaware Economic Development	$20,621,000.00	Delaware State Checkbook
2016	New Castle County Vo-Tech Sch	Other Employment Costs Benefits	$20,573,955.85	Delaware State Checkbook
2018	Dept Of Education	Dhss Child Care Direct Deposit Account	$20,563,569.51	Delaware State Checkbook
2022	Dept Of Natrl Res And Env Cont	Other Employment Costs Benefits	$20,472,677.38	Delaware State Checkbook
2017	Dept Of Corrections	Div Of Accounting	$20,376,922.32	Delaware State Checkbook
2023	Dept Of Agriculture	Delaware Racing Assn	$20,351,274.43	Delaware State Checkbook
2025	Dept Of Education	Worth And Company Inc	$20,349,476.33	Delaware State Checkbook
2025	Dept Of Education	Delmarva Power	$20,338,445.83	Delaware State Checkbook
2026	Dept Of Transportation	A Del Construction Co Inc	$20,299,106.19	Delaware State Checkbook
2019	Legal	Other Employment Costs Benefits	$20,270,830.32	Delaware State Checkbook
2020	Executive	Omb Budget Administration	$20,223,580.38	Delaware State Checkbook
2026	Dept Of Transportation	Century Engineering Llc	$20,214,052.15	Delaware State Checkbook
2021	Dept Of Transportation	Deldot Real Estate Account	$20,181,487.03	Delaware State Checkbook
2016	State Treasurer	Valic Retirement Services Co	$20,181,012.02	Delaware State Checkbook
2021	Other Elective Offices	Dhss Office O/T Secretary	$20,174,161.86	Delaware State Checkbook
2024	Dept Of Labor	Employee Compensation	$20,162,418.07	Delaware State Checkbook
2021	Dept Of Natrl Res And Env Cont	Other Employment Costs Benefits	$20,102,435.80	Delaware State Checkbook
2026	Dept Of Health & Social Svs	Dhss Delaware Wic Program (Food Account)	$20,095,365.81	Delaware State Checkbook
2024	Dept Of State	Delaware Economic Development	$20,000,000.00	Delaware State Checkbook
2021	Other Elective Offices	Conduent State And Local Solutions Inc	$20,000,000.00	Delaware State Checkbook
2023	Dept Of State	Deldot Finance	$20,000,000.00	Delaware State Checkbook
2023	Other Elective Offices	Conduent State And Local Solutions Inc	$20,000,000.00	Delaware State Checkbook
2019	Other Elective Offices	Conduent State And Local Solutions Inc	$20,000,000.00	Delaware State Checkbook
2021	Dept Of Health & Social Svs	Connections Community Support Programs	$19,999,495.68	Delaware State Checkbook
2022	Dept Of Transportation	Riverfront Development Corp	$19,997,602.29	Delaware State Checkbook
2026	Dept Of Finance	Kelmar Assocs Llc	$19,927,074.56	Delaware State Checkbook
2024	Dept Of Finance	Kelmar Assocs Llc	$19,895,595.97	Delaware State Checkbook
2026	Executive	Richard Y Johnson & Son Inc	$19,886,965.94	Delaware State Checkbook
2017	Dept Of Education	Dhss Child Care Direct Deposit Account	$19,875,952.62	Delaware State Checkbook
2022	Other Elective Offices	Dhss Office O/T Secretary	$19,807,916.30	Delaware State Checkbook
2025	Dept Of Health & Social Svs	Dhss Delaware Wic Program (Food Account)	$19,798,277.15	Delaware State Checkbook
2019	Dept Of Transportation	Century Engineering Inc	$19,769,113.20	Delaware State Checkbook
2016	Department Of Education	Employee Compensation	$19,724,177.64	Delaware State Checkbook
2017	Dept Of Natrl Res And Env Cont	Other Employment Costs Benefits	$19,680,050.46	Delaware State Checkbook
2018	Dept Of Transportation	Jjid Inc	$19,648,614.28	Delaware State Checkbook
2017	Executive	Diamond State Port Corporation	$19,643,560.12	Delaware State Checkbook
2025	Dept Of Education	University Of Delaware	$19,631,007.09	Delaware State Checkbook
2024	Dept Of Education	Delmarva Power	$19,559,069.06	Delaware State Checkbook
2020	Dept Of Natrl Res And Env Cont	Other Employment Costs Benefits	$19,482,853.71	Delaware State Checkbook
2023	Dept Of Education	Dhss Child Care Direct Deposit Account	$19,468,425.36	Delaware State Checkbook
2019	Dept Of Finance	Scientific Games International Inc	$19,404,222.29	Delaware State Checkbook
2026	Dept Of Agriculture	Delaware Racing Assn	$19,382,753.85	Delaware State Checkbook
2022	Dept Of Transportation	Aecom	$19,379,196.97	Delaware State Checkbook
2022	Dept Of Education	Us Foods Inc	$19,349,297.69	Delaware State Checkbook
2017	Legal	Other Employment Costs Benefits	$19,317,464.63	Delaware State Checkbook
2026	Dept Of Transportation	Aecom	$19,226,694.63	Delaware State Checkbook
2018	Legal	Other Employment Costs Benefits	$19,154,832.08	Delaware State Checkbook
2021	Dept Of Education	Richard Y Johnson & Son Inc	$19,144,910.82	Delaware State Checkbook
2021	Dept Of Education Continued	Employee Compensation	$19,069,389.01	Delaware State Checkbook
2021	Dept Of Transportation	Greggo & Ferrara Inc	$18,991,023.31	Delaware State Checkbook
2018	Dept Of Finance	Scientific Games International Inc	$18,895,366.69	Delaware State Checkbook
2026	Dept Of Finance	Employee Compensation	$18,879,510.92	Delaware State Checkbook
2025	Svs Fr Children,Youth,Families	Dscyf Client Payments	$18,875,121.49	Delaware State Checkbook
2019	Dept Of Natrl Res And Env Cont	Other Employment Costs Benefits	$18,870,213.31	Delaware State Checkbook
2023	Dept Of Education	Richard Y Johnson & Son Inc	$18,823,532.84	Delaware State Checkbook
2026	Dept Of Finance	Diamond State Port Corporation	$18,815,000.00	Delaware State Checkbook
2020	Dept Of Health & Social Svs	Connections Community Support Programs	$18,728,615.12	Delaware State Checkbook
2025	Dept Of Agriculture	Dover Downs Inc	$18,654,088.09	Delaware State Checkbook
2016	Dept Of Technology And Informati	Employee Compensation	$18,643,301.74	Delaware State Checkbook
2023	Dept Of Finance	Kelmar Assocs Llc	$18,630,715.59	Delaware State Checkbook
2023	Dept Of Labor	Employee Compensation	$18,597,998.07	Delaware State Checkbook
2025	Dept Of Finance	Employee Compensation	$18,579,685.53	Delaware State Checkbook
2025	Dept Of Transportation	Whitman Requardt & Assoc	$18,511,997.16	Delaware State Checkbook
2023	Dept Of Agriculture	Dover Downs Inc	$18,455,164.98	Delaware State Checkbook
2021	Dept Of Transportation	Whitman Requardt & Assoc	$18,436,248.24	Delaware State Checkbook
2026	Dept Of Agriculture	Dover Downs Inc	$18,433,749.93	Delaware State Checkbook
2021	Dept Of Transportation	Aecom	$18,413,851.26	Delaware State Checkbook
2022	Dept Of Agriculture	Dover Downs Inc	$18,378,972.15	Delaware State Checkbook
2023	Dept Of Education	Delmarva Power	$18,365,485.34	Delaware State Checkbook
2018	Dept Of Natrl Res And Env Cont	Other Employment Costs Benefits	$18,360,703.28	Delaware State Checkbook
2024	Dept Of Transportation	Deldot Finance Ttf Account	$18,345,750.00	Delaware State Checkbook
2025	Dept Of Transportation	Deldot Finance Ttf Account	$18,330,500.00	Delaware State Checkbook
2024	Dept Of Agriculture	Dover Downs Inc	$18,329,441.25	Delaware State Checkbook
2026	Dept Of State	Other Employment Costs Benefits	$18,325,390.25	Delaware State Checkbook
2026	Dept Of Transportation	Deldot Finance Ttf Account	$18,320,000.00	Delaware State Checkbook
2026	Svs Fr Children,Youth,Families	Dscyf Client Payments	$18,260,129.39	Delaware State Checkbook
2026	Dept Of Finance	Specialty Audit Services Llc	$18,215,332.55	Delaware State Checkbook
2017	Dept Of Labor	Employee Compensation	$18,168,321.23	Delaware State Checkbook
2021	Dept Of Finance	Scientific Games International Inc	$18,128,774.19	Delaware State Checkbook
2020	Dept Of Transportation	Diamond Materials Llc	$18,126,166.05	Delaware State Checkbook
2025	Dept Of Health & Social Svs	Dhss Summer Ebt Program	$18,005,760.00	Delaware State Checkbook
2018	Dept Of Labor	Employee Compensation	$17,933,988.04	Delaware State Checkbook
2025	Department Of Human Resources	Employee Compensation	$17,861,697.16	Delaware State Checkbook
2016	Dept Of Transportation	A Del Construction Co Inc	$17,835,790.93	Delaware State Checkbook
2025	Dept Of Natrl Res And Env Cont	Dredgit Corporation	$17,810,089.08	Delaware State Checkbook