Year	Employer	Vendor Name	Amount	Source
2022	Dept Of Education	Dti Chief Operating Officer	$1,551,228.66	Delaware State Checkbook
2021	Dept Of Transportation	Harmony Construction	$1,550,031.43	Delaware State Checkbook
2022	Dept Of State	Ernst & Young Llp	$1,550,000.00	Delaware State Checkbook
2025	Dept Of Technology & Informati	Pitney Bowes Bank Inc	$1,550,000.00	Delaware State Checkbook
2024	Dept Of Health & Social Svs	Artesian Water Inc	$1,549,342.20	Delaware State Checkbook
2019	Dept Of Education	Gullwing Contracting Inc	$1,549,014.14	Delaware State Checkbook
2017	Dept Of Natrl Res And Env Cont	Cirillo Bros Inc	$1,548,324.72	Delaware State Checkbook
2024	Dept Of Education	Liberty Parks & Playground Inc	$1,548,104.06	Delaware State Checkbook
2023	Dept Of Health & Social Svs	Mental Health Assoc Of De	$1,547,967.33	Delaware State Checkbook
2018	Executive	Kent Construction Co Inc	$1,547,396.38	Delaware State Checkbook
2021	Dept Of Transportation	Dnrec P&R Management And Support	$1,547,357.20	Delaware State Checkbook
2024	Legislative Branch	Ernst & Young Llp	$1,547,347.79	Delaware State Checkbook
2020	Executive	Colonial School District Ofc	$1,546,910.87	Delaware State Checkbook
2023	Dept Of Transportation	Henderson Products Inc	$1,546,153.64	Delaware State Checkbook
2025	Dept Of Education	Community Staffing Agency Llc	$1,546,035.00	Delaware State Checkbook
2023	Dept Of Education	Taking Care Of Business Llc	$1,545,445.00	Delaware State Checkbook
2020	Department Of Human Resources	Towers Watson Delaware Inc	$1,544,908.00	Delaware State Checkbook
2016	Dept Of State	City Of Dover	$1,544,094.70	Delaware State Checkbook
2024	Dept Of Transportation	Conner Strong Companies Inc	$1,543,983.00	Delaware State Checkbook
2023	Dept Of Transportation	Traffic Lines	$1,543,418.75	Delaware State Checkbook
2022	Dept Of Education	Latin American Community Ctr	$1,542,957.74	Delaware State Checkbook
2019	Dept Of State	Sallie Mae Bank	$1,542,864.00	Delaware State Checkbook
2022	Dept Of Education	Joseph T Richardson Inc	$1,542,225.00	Delaware State Checkbook
2016	Dept Of Corrections	Cnt Infotech Corp	$1,542,130.34	Delaware State Checkbook
2025	Dept Of Transportation	Deldot	$1,542,097.98	Delaware State Checkbook
2021	Dept Of Health & Social Svs	Dhss De Hosp F/T Chronically Ill	$1,541,998.52	Delaware State Checkbook
2021	Dept Of Elections	Neopost Usa Inc	$1,541,740.88	Delaware State Checkbook
2022	Dept Of Natrl Res And Env Cont	May & Perza Pa	$1,541,636.61	Delaware State Checkbook
2020	Dept Of Education	Wsd/Cafeteria	$1,541,422.32	Delaware State Checkbook
2023	Dept Of Education	Trapeze Software Group Inc	$1,541,075.76	Delaware State Checkbook
2025	Dept Of Health & Social Svs	American Lung Association	$1,540,956.19	Delaware State Checkbook
2022	Dept Of Education	Wb Mason Company Inc	$1,540,866.82	Delaware State Checkbook
2026	Dept Of Corrections	Sody Enterprises Inc	$1,540,081.24	Delaware State Checkbook
2026	Dept Of Education	Central Delaware Speech	$1,540,068.48	Delaware State Checkbook
2025	Executive	Rts Solutionz Inc	$1,539,873.42	Delaware State Checkbook
2023	Dept Of Education	Chesapeake Utilities Corporation	$1,539,868.95	Delaware State Checkbook
2018	Dept Of State	Delaware State Housing Authority	$1,539,704.00	Delaware State Checkbook
2025	Dept Of Natrl Res And Env Cont	H K Griffith Inc	$1,539,626.37	Delaware State Checkbook
2025	Dept Of Education	Reading Assist Institute	$1,539,428.65	Delaware State Checkbook
2026	Dept Of Elections	Other Employment Costs Benefits	$1,539,237.83	Delaware State Checkbook
2024	Judicial	Baird Mandalas Brockstedt Llc	$1,538,114.09	Delaware State Checkbook
2016	East Side Charter School	Other Employment Costs Benefits	$1,537,905.00	Delaware State Checkbook
2018	Dept Of State	Epx Acquisition Company Llc	$1,536,861.98	Delaware State Checkbook
2024	Dept Of Health & Social Svs	Delaware Community Foundation	$1,536,346.60	Delaware State Checkbook
2023	Dept Of Health & Social Svs	Delaware Community Foundation	$1,536,346.60	Delaware State Checkbook
2019	Higher Education	Delmarva Power	$1,536,104.61	Delaware State Checkbook
2024	Svs Fr Children,Youth,Families	Child Inc	$1,535,815.00	Delaware State Checkbook
2018	Dept Of Technology & Informati	Progressive Software Comp Inc	$1,535,268.50	Delaware State Checkbook
2024	Svs Fr Children,Youth,Families	Div Of Accounting	$1,535,034.70	Delaware State Checkbook
2025	Dept Of Education	School Mule Inc	$1,534,868.31	Delaware State Checkbook
2023	Dept Of Health & Social Svs	Delaware Council On Gambling Inc	$1,534,526.66	Delaware State Checkbook
2019	Executive	Colonial School District Ofc	$1,533,690.18	Delaware State Checkbook
2024	Svs Fr Children,Youth,Families	A Better Chance For Our Children Inc	$1,533,678.59	Delaware State Checkbook
2025	Dept Of Education	Cape Henlopen School District	$1,533,612.96	Delaware State Checkbook
2024	Dept Of Education	Lsd Cafeteria Account	$1,533,396.67	Delaware State Checkbook
2026	Dept Of Health & Social Svs	Vpharm Inc	$1,533,008.76	Delaware State Checkbook
2020	Dept Of Education	Modular Concepts	$1,532,678.00	Delaware State Checkbook
2024	Dept Of Health & Social Svs	Automated Health Systems	$1,532,647.38	Delaware State Checkbook
2021	Dept Of Education	College Entrance Examination Board	$1,532,033.67	Delaware State Checkbook
2026	Svs Fr Children,Youth,Families	Omb Fleet Management	$1,531,685.29	Delaware State Checkbook
2022	Executive	City Of Dover	$1,531,591.47	Delaware State Checkbook
2025	Svs Fr Children,Youth,Families	A Better Chance For Our Children Inc	$1,531,261.73	Delaware State Checkbook
2018	Executive	Proximity Malt Llc	$1,531,049.99	Delaware State Checkbook
2023	Dept Of Corrections	National Cup Company	$1,530,922.24	Delaware State Checkbook
2023	Dept Of Education	Master Interiors Inc	$1,530,741.47	Delaware State Checkbook
2019	Dept Of Education	Wsd/Cafeteria	$1,530,387.60	Delaware State Checkbook
2019	Dept Of Education	Chsd / Child Nutrition Account	$1,529,939.84	Delaware State Checkbook
2026	Other Elective Offices	Lewes Fire Department Inc	$1,529,387.81	Delaware State Checkbook
2019	Dept Of Education	L & W Insurance Inc	$1,529,312.63	Delaware State Checkbook
2017	Dept Of Natrl Res And Env Cont	Environmental Alliance Inc	$1,527,805.54	Delaware State Checkbook
2017	Dept Of Education	Wsd/scope	$1,527,727.52	Delaware State Checkbook
2019	Executive	Bss Contractors Llc	$1,527,417.47	Delaware State Checkbook
2024	Dept Of State	Delaware Aerospace Education Foundation	$1,527,050.00	Delaware State Checkbook
2019	Dept Of Education	Other Side Produce Llc	$1,526,791.59	Delaware State Checkbook
2022	Dept Of Transportation	Collinson Inc	$1,526,535.81	Delaware State Checkbook
2018	Higher Education	City Of Dover	$1,525,112.44	Delaware State Checkbook
2023	Executive	Pitney Bowes Bank Inc	$1,525,073.58	Delaware State Checkbook
2020	Dept Of Education	Tri-State Carpet	$1,524,875.45	Delaware State Checkbook
2023	Executive	Child Inc	$1,524,785.27	Delaware State Checkbook
2018	Dept Of Education Continued	Great Oaks Foundation Inc	$1,524,229.18	Delaware State Checkbook
2022	Dept Of Health & Social Svs	Hersha Hospitality Management	$1,523,925.00	Delaware State Checkbook
2026	Svs Fr Children,Youth,Families	A Better Chance For Our Children Inc	$1,523,439.52	Delaware State Checkbook
2020	Svs Fr Children,Youth,Families	People's Place Ii Inc	$1,523,010.28	Delaware State Checkbook
2020	Dept Of Health & Social Svs	Gaudenzia Inc	$1,522,949.58	Delaware State Checkbook
2018	Dept Of Education	Chesapeake Utilities Corporation	$1,522,481.15	Delaware State Checkbook
2022	Dept Of Health & Social Svs	Harbor De Snf Management Llc	$1,521,225.00	Delaware State Checkbook
2021	Dept Of Education	Kelly Services	$1,520,937.11	Delaware State Checkbook
2025	Dept Of Health & Social Svs	Comfort Care At Home Inc	$1,519,658.60	Delaware State Checkbook
2016	Prestige Academy	Employee Compensation	$1,519,111.51	Delaware State Checkbook
2021	Svs Fr Children,Youth,Families	Div Of Accounting	$1,518,440.75	Delaware State Checkbook
2024	Other Elective Offices	Ins Consultants Inc	$1,517,863.71	Delaware State Checkbook
2025	Dept Of Education	Wilmington University Inc	$1,516,883.86	Delaware State Checkbook
2017	Dept Of Transportation	Wilmington Area Planning Council	$1,516,831.78	Delaware State Checkbook
2016	Dept Of Transportation	City Of Dover	$1,516,797.61	Delaware State Checkbook
2018	Dept Of Transportation	Fleetcor Technologies	$1,516,739.35	Delaware State Checkbook
2017	Dept Of Health & Social Svs	Dhss Medicaid & Medical Assistance	$1,516,498.98	Delaware State Checkbook
2023	Dept Of Education	Lsd Cafeteria Account	$1,515,678.69	Delaware State Checkbook
2021	Dept Of Education	Fearn Clendaniel Architects	$1,515,545.67	Delaware State Checkbook
2020	Dept Of Education	Douron Inc	$1,515,285.37	Delaware State Checkbook
2019	Dept Of Corrections	Doc Central Supply Warehouse	$1,515,242.75	Delaware State Checkbook