| 1 | Caldwell County Hospital INC | Health Care | $34.6M | $36.3M |
| 2 | Pennyroyal Healthcare Services INC | Health Care | $7.7M | $8.3M |
| 3 | Kentucky Soybean Promotion Board | Food, Agriculture & Nutrition | $3.5M | $9.0M |
| 4 | Robert & Evelyn Hewlett Morgan Family Foundation INC | Philanthropy, Voluntarism & Grantmaking | $1.2M | $3.6M |
| 5 | Hr Ministries | Education | $891K | $553K |
| 6 | Benevolent & Protective Order of Elks of the USA | Unclassified | $753K | $282K |
| 7 | Bright Life Farms INC | Human Services | $693K | $2.2M |
| 8 | Caldwell County Scholarship Foundation Incorporated | Education | $482K | $1.4M |
| 9 | Kentucky Soybean Association INC | Unclassified | $215K | $427K |
| 10 | Golden Rule Preschool INC | Education | $171K | $72K |
| 11 | Caldwell-lyon Partnership INC | Community Improvement & Capacity Building | $148K | $283K |
| 12 | Youth Incorporated of Caldwell County | Unclassified | $110K | $120K |
| 13 | Future Hope Africa INC | International, Foreign Affairs & National Security | $96K | $19K |
| 14 | Band Boosters Club of Princeton Incorporated | Arts, Culture & Humanities | $83K | $1 |
| 15 | Safe Haven INC | Animal-Related | $56K | $13K |
| 16 | A Brighter Future Learning Center | Education | $40K | $3K |
| 17 | Princeton Art Guild INC | Unclassified | $40K | $198K |
| 18 | Where New Beginnings Start | Mental Health & Crisis Intervention | $32K | $200 |
| 19 | Faith of a Mustard Seed Ministries | Religion-Related | $29K | $2K |
| 20 | Kentucky Farm Bureau Federation | Unclassified | $26K | $338K |
| 21 | Kentucky State Horticultural Society Incorporated | Education | $5K | $26K |
| 22 | Princeton Caldwell County Kentucky Trail of Tears Commission INC | Environment | $0 | $0 |
| 23 | Community Disciples Incorporated | Community Improvement & Capacity Building | $0 | $0 |
| 24 | Caldwell County Hospital Foundation INC | Health Care | $0 | $0 |
| 25 | Caldwell County Aware INC | Human Services | $0 | $0 |
| 26 | Save Caldwell County Cemeteries INC | Environment | $0 | $0 |
| 27 | Royal Arch Masons of Kentucky | Unclassified | $0 | $0 |
| 28 | Royal & Select Masters of Kentucky | Unclassified | $0 | $0 |
| 29 | Order of the Eastern Star of Kentucky | Unclassified | $0 | $0 |
| 30 | Old Pleasant Hill Cemetery Association INC | Unclassified | $0 | $0 |
| 31 | International Association of Machinists & Aerospace Workers | Unclassified | $0 | $0 |
| 32 | Modern Woodmen of America | Unclassified | $0 | $0 |
| 33 | Knights Templar of the United States of America | Unclassified | $0 | $0 |
| 34 | Woodmen of the World Life Insurance Society | Unclassified | $0 | $0 |
| 35 | Southern Soybean Research Program INC | Food, Agriculture & Nutrition | $0 | $0 |
| 36 | Light of Truth | Religion-Related | $0 | $0 |
| 37 | Huruma Ministries INC | Unclassified | $0 | $0 |
| 38 | Lords Mission INC | Unclassified | $0 | $0 |
| 39 | Traylor Cemetery Fund Cooperative | Unclassified | $0 | $0 |
| 40 | Jane Nichols Cemetery | Mutual & Membership Benefit | $0 | $0 |
| 41 | Christ Tabernacle Church | Religion-Related | $0 | $0 |
| 42 | Knights of Columbus | Unclassified | $0 | $0 |
| 43 | International Association of Sheet Metal Air Rail & Transportation | Unclassified | $0 | $0 |
| 44 | Caldwell County Extension Homemakers | Education | $0 | $0 |
| 45 | Caldwell County Sportsman Club | Recreation & Sports | $0 | $0 |
| 46 | Witherspoon Cemetery Incorporated | Mutual & Membership Benefit | $0 | $0 |
| 47 | First Christian Church | Unclassified | $0 | $0 |
| 48 | Princeton Chamber of Commerce | Unclassified | $0 | $0 |
| 49 | Rowland Cemetery INC | Unclassified | $0 | $0 |
| 50 | First Assembly of God | Unclassified | $0 | $0 |
| 51 | Cross Roads Christian Church INC | Unclassified | $0 | $0 |
| 52 | National Society of the Daughters of the American Revolution | Unclassified | $0 | $0 |
| 53 | Caldwell County Historical Society | Arts, Culture & Humanities | $0 | $0 |
| 54 | Butler-caldwell County Alumni and Friends Association Incorporated | Education | $0 | $0 |
| 55 | Caldwell County Soccer Association INC | Recreation & Sports | $0 | $0 |
| 56 | Modern Woodmen of America | Unclassified | $0 | $0 |
| 57 | Department of Kentucky Aux to the Veterans of Foreign Wars of the US | Public & Societal Benefit | $0 | $0 |
| 58 | Caldwell County Free Clinic INC | Health Care | $0 | $0 |
| 59 | Kiwanis International INC | Unclassified | $0 | $0 |
| 60 | Donaldson Baptist Church | Unclassified | $0 | $0 |
| 61 | Christian Methodist Episcopal Church | Unclassified | $0 | $0 |
| 62 | Vision West Kentucky INC | Community Improvement & Capacity Building | $0 | $0 |
| 63 | Pact of Princeton INC | Human Services | $0 | $0 |
| 64 | Friends of the George Coon Public Library INC | Community Improvement & Capacity Building | $0 | $0 |
| 65 | Captain William Prince Chapter Sar | Arts, Culture & Humanities | $0 | $0 |
| 66 | Emma Grace Riley Scholarship Fund | Education | $0 | $0 |
| 67 | Softball Busters INC | Recreation & Sports | $0 | $0 |
| 68 | Caldwell County Genealogy Society INC | Arts, Culture & Humanities | $0 | $0 |
| 69 | Create Princeton | Arts, Culture & Humanities | $0 | $0 |
| 70 | Rotary Club of Princeton Kentucky | Community Improvement & Capacity Building | $0 | $0 |
| 71 | George Coon Public Library Foundation INC | Human Services | $0 | $0 |
| 72 | Brookes Place | Animal-Related | $0 | $0 |
| 73 | Tiger Gold Rush Club | Education | $0 | $0 |
| 74 | Princeton Caldwell County Disaster Relief INC | Public Safety, Disaster Preparedness & Relief | $0 | $0 |