| 1 | Citibank NA Employees Association Stamford | $2.4B | $3.1M | $54.0M |
| 2 | General Electric Company Insurance Plan Trust Co V a Diamante Norwalk | $916.3M | $913.9M | $18.7M |
| 3 | Northeast Medical Group INC Stratford | $647.1M | $647.0M | $117.8M |
| 4 | Nuvance Health Medical Practice Ct INC Danbury | $423.7M | $423.7M | $195.9M |
| 5 | Trinity Health of New England Provider Network Organization INC Hartford | $290.2M | $290.1M | $34.7M |
| 6 | Western Connecticut Health Network Investments LLC Danbury | $193.0M | $6.8M | $381.6M |
| 7 | Ufcw and Participating Employers New England Health Fund Westport | $176.4M | $151.9M | $87.8M |
| 8 | National Shooting Sports Foundation INC Shelton | $173.8M | $63.0M | $90.1M |
| 9 | Tri State Joint Fund Cheshire | $145.0M | $143.0M | $37.9M |
| 10 | New England Electrical Workers Benefit Fund Wallingford | $131.5M | $106.3M | $139.9M |
| 11 | Connecticut Foodshare INC Wallingford | $128.9M | $128.7M | $55.2M |
| 12 | New England Health Care Employees Welfare Fund Hartford | $127.9M | $50.1M | $70.0M |
| 13 | Hartford Healthcare Endowment LLC Hartford | $92.6M | $92.6M | $2.2B |
| 14 | Connecticut State Employees Credit Union INC Hartford | $84.5M | $84.5M | $2.5B |
| 15 | Ibt Local 191 Health Services & Insurance Plan Bridgeport | $83.5M | $50.9M | $159.1M |
| 16 | International Union of Operating Engineers Welfare Fund 478 Hamden | $81.9M | $81.9M | $137.4M |
| 17 | F B Heron Foundation New Haven | $78.4M | $0 | $349.3M |
| 18 | Capital Area Health Consortium INC Farmington | $75.2M | $75.1M | $8.7M |
| 19 | Connecticut Laborers Health Fund West Haven | $70.2M | $63.3M | $80.8M |
| 20 | Sikorsky Financial Credit Union INC Stratford | $69.7M | $64.6M | $1.3B |
| 21 | Connex Credit Union INC North Haven | $69.0M | $52.0M | $1.0B |
| 22 | Continuum of Care INC New Haven | $68.5M | $68.5M | $25.1M |
| 23 | Transportation Health Services and Insurance Plan 443 New Haven | $60.4M | $36.5M | $99.3M |
| 24 | United Technologies Corp Employees Benefit Plan Trust Farmington | $57.9M | $21.0M | $66K |
| 25 | Skylight Charitable Tr Fairfield | $56.6M | $0 | $106.2M |
| 26 | Staff Retirement Holdings INC New Haven | $56.4M | $56.4M | $79.4M |
| 27 | South-west Community Health Center INC Bridgeport | $50.0M | $50.0M | $32.4M |
| 28 | Cheshire Academy Cheshire | $48.4M | $28.3M | $53.2M |
| 29 | Teamsters Local 671 Health Services & Insurance Plan Bloomfield | $48.4M | $37.9M | $84.5M |
| 30 | The Patrick and Catherine Donaghue Medical Research Foundation Hartford | $47.9M | $0 | $79.9M |
| 31 | Eastconn Regional Educational Service Center Incorporated Hampton | $47.8M | $47.8M | $22.9M |
| 32 | Edadvance Litchfield | $46.8M | $46.8M | $28.9M |
| 33 | Ibpat District Council No II Health Fund Wallingford | $45.1M | $17.4M | $42.1M |
| 34 | Connecticut Pipetrades Health Fund Wethersfield | $44.1M | $35.2M | $27.8M |
| 35 | Goodwill Industries of Southern New England INC North Haven | $43.6M | $43.4M | $57.2M |
| 36 | United Community and Family Services INC Norwich | $42.6M | $42.3M | $36.3M |
| 37 | Nutmeg State Financial Credit Union Rocky Hill | $42.1M | $42.2M | $697.1M |
| 38 | New Opportunities INC Waterbury | $42.0M | $42.0M | $16.3M |
| 39 | Leir Foundation INC Ridgefield | $39.4M | $0 | $94.7M |
| 40 | High Watch Recovery Center INC Kent | $38.1M | $37.4M | $79.3M |
| 41 | Rvnahealth INC Ridgefield | $36.9M | $36.7M | $35.4M |
| 42 | Hartford Dispensary Manchester | $36.2M | $36.2M | $48.3M |
| 43 | Adelbrook INC Cromwell | $35.9M | $35.8M | $43.6M |
| 44 | Rms Development INC Kensington | $35.8M | $35.8M | $14.2M |
| 45 | The Kennedy Collective INC Trumbull | $34.5M | $32.1M | $19.9M |
| 46 | Saint Mary Home Incorporated West Hartford | $32.4M | $32.4M | $9.4M |
| 47 | Community Mental Health Affiliates INC New Britain | $30.9M | $30.9M | $28.4M |
| 48 | Yale New Haven Health at Home INC Milford | $30.0M | $30.0M | $19.7M |
| 49 | Community Foundation of Greater New Britain INC New Britain | $29.5M | $15.0M | $72.4M |
| 50 | Key Human Services INC Rocky Hill | $29.4M | $29.1M | $14.0M |