| NATIONAL EMERGENCY MANAGEMENT ASSOCIATION | Lexington | — | $4.6M | 0 |
| BEACON COMMUNITY CREDIT UNION | Louisville | — | $4.6M | 2 |
| THE SAR FOUNDATION INC | Louisville | T30 Philanthropy, Voluntarism & Grantmaking Foundations | $4.6M | 4 |
| DIABETES PATIENT ADVOCACY COALITION INC | Richmond | G05 Diseases, Disorders & Medical Disciplines | $4.6M | 1 |
| Shirley's Way Inc | Louisville | T12 Philanthropy, Voluntarism & Grantmaking Foundations | $4.6M | 4 |
| SOKY FOOD BANK INC | Adolphus | P60 Human Services | $4.6M | 0 |
| KENTUCKY RURAL WATER ASSOCIATION | Bowling Green | — | $4.6M | 1 |
| Revive Ministries Inc | Nicholasville | P72 Human Services | $4.6M | 0 |
| KENTUCKY MEDICAL LOGISTICS INC | Ashland | M41 Public Safety, Disaster Preparedness & Relief | $4.6M | 5 |
| ELEANOR AND RAYMOND LOYD FAMILY FOUNDATION | Lexington | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $4.6M | 0 |
| Baptist Health Foundation Greater Louisville Inc | Louisville | E11 Health Care | $4.5M | 7 |
| FOUNDATION CHRISTIAN ACADEMY INC | Bowling Green | B20Z Education | $4.5M | 2 |
| NATIONAL PARKINSONS INSTITUTE | Louisville | W99 Public & Societal Benefit | $4.5M | 0 |
| GREENHOUSE17 INC | Lexington | P43 Human Services | $4.4M | 1 |
| Baptist Health Foundation Corbin Inc | Louisville | E11 Health Care | $4.4M | 9 |
| THE JOSEPH D OBRIEN III MEMORIAL FOUNDATION | Shelbyville | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $4.4M | 0 |
| UNIV OF LOUISVILLE MED SCHOOL PRACTICE ASSOC DBA UNIVERSITY PHYSICIANS ASSOC | Louisville | E31Z Health Care | $4.4M | 4 |
| National SAM Innovation Project Inc | Louisville | B90 Education | $4.4M | 4 |
| OPERATING ENGINEERS LOCAL #181 APPR & TRAIN PROG | Henderson | — | $4.4M | 0 |
| LEGACY FOUNDATION OF KENTUCKIANA INC | Louisville | E11 Health Care | $4.3M | 10 |
| W L LYONS BROWN JR CHARITABLE FOUNDATION | Louisville | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $4.3M | 0 |
| THE WALKER HOUSE INC | Lexington | P72 Human Services | $4.3M | 1 |
| Journey to Healing | Olive Hill | F22 Mental Health & Crisis Intervention | $4.3M | 2 |
| DAY SPRING INC | Louisville | P33Z Human Services | $4.3M | 0 |
| W L LYONS BROWN FOUNDATION | Louisville | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $4.3M | 1 |
| WOMEN AWARE INC | Paducah | — | $4.3M | 1 |
| KENTUCKY HARVEST INC | Louisville | K31 Food, Agriculture & Nutrition | $4.3M | 1 |
| PERRY COUNTY AMBULANCE AUTHORITYIN | Hazard | E62Z Health Care | $4.3M | 0 |
| OWSLEY BROWN FRAZIER HISTORICAL ARMS MUSEUM FOUNDATION INC | Louisville | A54 Arts, Culture & Humanities | $4.3M | 3 |
| TRINITY FAMILY HEALTH INC | Corbin | E30 Health Care | $4.3M | 3 |
| Word Broadcasting Network Inc | Louisville | X82 Religion-Related | $4.3M | 4 |
| KENTUCKY UNDERGROUND PROTECTION INC | Louisville | — | $4.3M | 1 |
| James A and Martha R Brown Charitable Foundation Inc | Lexington | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $4.2M | 3 |
| PARAMOUNT ARTS CENTER INC | Ashland | Z99Z Unknown | $4.2M | 0 |
| PROVIDENCE MONTESSORI SCHOOL | Lexington | B24Z Education | $4.2M | 2 |
| KENTUCKY RURAL HEALTH INFORMATION TECHNOLOGY NETWORK INC | Corbin | P99 Human Services | $4.2M | 1 |
| KENTUCKY DATASEAM INITIATIVE INC | Louisville | U99 Science & Technology | $4.2M | 2 |
| WILDERNESS EDUCATION PROJECT | Nicholasville | B90 Education | $4.1M | 1 |
| WEST LAUREL WATER ASSOCIATION INC | London | Y22 Mutual & Membership Benefit | $4.1M | 3 |
| LEXINGTON HEARING & SPEECH CENTER INC DBA THE HEARING & SPEECH CENTER INC | Lexington | — | $4.1M | 1 |
| HOPKINSVILLE INDEPENDENT SCHOOL INC AKA UNIVERSITY HEIGHTS ACADEMY | Hopkinsville | B21Z Education | $4.1M | 0 |
| COMMUNITY FOUNDATION OF SOUTH CENTRAL KENTUCKY INC | Bowling Green | T31 Philanthropy, Voluntarism & Grantmaking Foundations | $4.1M | 1 |
| MASONIC HOMES OF KENTUCKY PEDIATRIC DAYCARE INC | Masonic Home | P33 Human Services | $4.1M | 2 |
| LEXINGTON HABITAT FOR HUMANITY INC | Lexington | L20Z Housing & Shelter | $4.1M | 2 |
| LOUISVILLE PROTESTANT ALTENHEIM | Louisville | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $4.1M | 1 |
| UNITED WAY OF THE BLUEGRASS INC | Lexington | P99 Human Services | $4M | 2 |
| GALILEAN HOMES MINISTRIES | Liberty | B24 Education | $4M | 3 |
| SPECIAL OLYMPICS KENTUCKY INC | Frankfort | N72Z Recreation & Sports | $4M | 1 |
| KENTUCKY COAL EMPLOYERS SELF - INSURED GUARANTY FUND | Lexington | — | $4M | 0 |
| HONEYCOMB FOUNDATION INC | Brandenburg | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $4M | 0 |
