| 1 | Health Help Incorporated | Unclassified | $65.2M | $46.0M |
| 2 | Kentucky River Foothills Development Council INC | Community Improvement & Capacity Building | $21.7M | $21.9M |
| 3 | Eastern Kentucky Univ Foundation INC Giltner Crt 007 38 6206718 | Education | $21.0M | $117.0M |
| 4 | Hospice Care Plus INC | Human Services | $7.8M | $5.5M |
| 5 | McCready Manor INC | Housing & Shelter | $5.9M | $5.0M |
| 6 | Madison Airport Board INC | Unclassified | $3.3M | $16.0M |
| 7 | Bluegrass Regional Recycling Corporation | Environment | $2.2M | $2.6M |
| 8 | Whitehall Volunteer Fire Department INC | Unclassified | $1.5M | $584K |
| 9 | Telford Community Center YMCA | Human Services | $1.4M | $3.0M |
| 10 | American Legion | Unclassified | $1.4M | $568K |
| 11 | Kentucky Music Educators Assn INC | Arts, Culture & Humanities | $1.4M | $1.4M |
| 12 | Kirksville Water Association | Mutual & Membership Benefit | $1.3M | $4.7M |
| 13 | Lafontaine Preparatory School II INC | Education | $1.3M | $280K |
| 14 | St. Andrews Place Retirement Community INC | Housing & Shelter | $1.3M | $2.5M |
| 15 | Association for Linen Management | Community Improvement & Capacity Building | $855K | $2.3M |
| 16 | Richmond Cemetery Co | Unclassified | $518K | $1.3M |
| 17 | Prince of Peace Ministries INC | International, Foreign Affairs & National Security | $463K | $56K |
| 18 | National Athletic Trainers Association INC | Unclassified | $458K | $609K |
| 19 | Hopes Wings INC | Human Services | $456K | $1.1M |
| 20 | Madison United Soccer Association INC | Recreation & Sports | $454K | $430K |
| 21 | Gods Outreach Madison County Food Bank | Human Services | $448K | $1.1M |
| 22 | Blast Christian Academy | Education | $400K | $162K |
| 23 | Witnessing History Education Foundation INC | Arts, Culture & Humanities | $368K | $123K |
| 24 | Madison County Pregnancy Help Center INC | Unclassified | $354K | $391K |
| 25 | Casa of the Wilderness Trail INC | Civil Rights, Social Action & Advocacy | $344K | $326K |
| 26 | Madison Country Club INC Ky Hwy 388 | Unclassified | $337K | $116K |
| 27 | Pioneer Housing Development Corporation | Housing & Shelter | $284K | $1.2M |
| 28 | Madison County Fair and Horse Show INC | Recreation & Sports | $267K | $948K |
| 29 | Kentucky Law Enforcement Memorial Foundation INC | Arts, Culture & Humanities | $254K | $1.4M |
| 30 | Kentucky Farm Bureau Federation | Unclassified | $254K | $2.0M |
| 31 | Enrich Corp. | Employment | $253K | $0 |
| 32 | Madison Central Band Boosters INC | Education | $252K | $29K |
| 33 | Garden Club of Kentucky INC | Environment | $245K | $807K |
| 34 | Richmond Area Arts Council INC | Unclassified | $245K | $1.4M |
| 35 | Richmond Chamber of Commerce INC | Community Improvement & Capacity Building | $242K | $215K |
| 36 | Little League Baseball INC | Recreation & Sports | $241K | $276K |
| 37 | Defender of the Fatherless INC | Human Services | $224K | $11K |
| 38 | International Brotherhood of Electrical Workers | Unclassified | $209K | $165K |
| 39 | Madisonhome | Human Services | $206K | $133K |
| 40 | Ky Hopeful Paws Rescue INC | Animal-Related | $198K | $6K |
| 41 | 4-H Clubs & Affiliated 4-H Organizations | Youth Development | $168K | $165K |
| 42 | Humane Society Animal League for Life INC | Unclassified | $143K | $191K |
| 43 | Christian Flights International | International, Foreign Affairs & National Security | $140K | $111K |
| 44 | Kappa Delta Sorority | Unclassified | $131K | $122K |
| 45 | International Association of Machinists & Aerospace Workers | Unclassified | $125K | $89K |
| 46 | Parent Booster USA INC | Education | $120K | $111K |
| 47 | Kentucky Black Farmers Association Corp. | Food, Agriculture & Nutrition | $118K | $57K |
| 48 | Association of Literacy Educators and Researchers | Education | $117K | $416K |
| 49 | Redeeming Hope INC | Human Services | $107K | $145K |
| 50 | Home Meals Delivery INC | Unclassified | $100K | $710K |
| 51 | Alpha Gamma Delta Fraternity | Unclassified | $99K | $52K |
| 52 | Pattie a Clay Hospital Auxiliary | Health Care | $92K | $52K |
| 53 | Kentucky Association of Adult Day Care Centers INC | Unclassified | $80K | $8K |
| 54 | The Dry Dock Club INC | Mental Health & Crisis Intervention | $77K | $72K |
| 55 | Kappa Alpha Order | Unclassified | $65K | $11K |
| 56 | Open Concern INC | Unclassified | $63K | $114K |
| 57 | White Hall Elementary PTO | Education | $58K | $44K |
| 58 | Veterans of Foreign Wars Dept of Kentucky | Unclassified | $34K | $285K |
| 59 | Grace Now of Madison County INC | Human Services | $33K | $24K |
| 60 | Kentucky Art Education Association INC | Arts, Culture & Humanities | $25K | $32K |
| 61 | Madison County Veterans Committee INC | Arts, Culture & Humanities | $24K | $157K |
| 62 | Blue Lick Holiness Church INC | Religion-Related | $17K | $40K |
| 63 | Daniel Ellis Foundation INC | Philanthropy, Voluntarism & Grantmaking | $16K | $84K |
| 64 | Better with Books | Education | $13K | $2K |
| 65 | Kaitlyn Michelle Lawrence Spurlock Foundation INC | Philanthropy, Voluntarism & Grantmaking | $11K | $74K |
| 66 | Bountifuls | Human Services | $5K | $332 |
| 67 | Madison County Extension Homemakers Association | Education | $0 | $0 |
| 68 | Kentucky Playwrights Workshop INC | Arts, Culture & Humanities | $0 | $0 |
| 69 | Division Ten Mid-central Region National Model Railroad Associatio | Education | $0 | $0 |
| 70 | Childrens Champions of Madison County INC | Youth Development | $0 | $0 |
| 71 | Gracepoint Church of Richmond INC | Unclassified | $0 | $0 |
| 72 | Masjid of Richmond INC | Religion-Related | $0 | $0 |
| 73 | Living Faith Worship Center INC | Unclassified | $0 | $0 |
| 74 | South Florida Youth Film Workshopinc | Youth Development | $0 | $0 |
| 75 | United States Bowling Congress INC | Recreation & Sports | $0 | $0 |
| 76 | New Hope Free Will Baptist Church | Religion-Related | $0 | $0 |
| 77 | Alpha Phi Omega | Unclassified | $0 | $0 |
| 78 | Glenn Marshall Elementary Parent Teacher Organization | Education | $0 | $0 |
| 79 | Association for Computing Machinery | Unclassified | $0 | $0 |
| 80 | Psi Chi the National Honor Society in Psychology | Unclassified | $0 | $0 |
| 81 | Sigma Chi Fraternity Eta Alpha Chapter | Unclassified | $0 | $0 |
| 82 | Delta Sigma Theta Sorority INC | Unclassified | $0 | $0 |
| 83 | Free & Accepted Masons of Kentucky | Unclassified | $0 | $0 |
| 84 | Eta Beta Chapter of Theta Chi Fraternity | Education | $0 | $0 |
| 85 | Free & Accepted Masons of Kentucky | Unclassified | $0 | $0 |
| 86 | Ruritan National Corp. | Community Improvement & Capacity Building | $0 | $0 |
| 87 | Beta Theta Pi Fraternity | Unclassified | $0 | $0 |
| 88 | Phi Upsilon Omicron Honor Society | Unclassified | $0 | $0 |
| 89 | Richmond Rosemont Church of the Nazarene | Unclassified | $0 | $0 |
| 90 | Madison County Historical Society INC | Unclassified | $0 | $0 |
| 91 | Knights of Columbus | Unclassified | $0 | $0 |
| 92 | Berea Dolphins Swim Team INC | Recreation & Sports | $0 | $0 |
| 93 | United Rescues of Kentucky INC | Animal-Related | $0 | $0 |
| 94 | New Liberty Baptist Sunday Schoolconvention INC | Religion-Related | $0 | $0 |
| 95 | Hopeful Farm Foundation INC | Health Care | $0 | $0 |
| 96 | Woodmen of the World Life Insurance Society | Unclassified | $0 | $0 |
| 97 | Mt Nebow Missionary Baptist Church INC | Religion-Related | $0 | $0 |
| 98 | Fur Ever Friends Foundation | Animal-Related | $0 | $0 |
| 99 | Madison County Wrestling Boosters INC | Education | $0 | $0 |
| 100 | Faith Task Force of Madison County INC | Mental Health & Crisis Intervention | $0 | $0 |