Middleground Capital Charitable Foundation makes concentrated, local gifts focused on operating support for organizations serving youth and community development in Kentucky. Their two equal-sized grants suggest a preference for direct, unrestricted support to mission-driven nonprofits with educational and cultural/arts-related missions, likely with a local or regional emphasis.
Very concentrated: only two grants of equal size ($100,000 each), providing unrestricted/operating support to a small number of local organizations rather than many small awards.
Middleground Capital Charitable Foundation’s recent giving is dominated by operating support for equine-related organizations, with several of the largest grants going to groups that support racehorse aftercare and Thoroughbred welfare. The biggest awards on file are two $100,000 grants in 2025, one to Backside Learning Center Inc and one to the Jack Harlow Foundation, both in Louisville. That pattern sits alongside a broader slate of gifts to Kentucky nonprofits working in youth development, education, and community services. The foundation also backed Mareworthy Charities with $45,000 and made a series of five-figure grants to organizations tied to learning, family support, and local philanthropy. Its giving includes both large operating grants and a long tail of smaller awards, most of them to U.S.-based charities. Kentucky recipients account for more than half of the grants, but the list also reaches into Maryland, New York, Florida, Oklahoma, and other states. Across the recent record, the foundation appears to favor unrestricted or core support rather than project-only funding, with many recipients receiving operating support repeated across multiple entities in the same field.
A major theme is racehorse rescue, retirement, and adoption. In 2025, Middleground Capital Charitable Foundation gave $32,500 to Retired Racehorse Project in Edgewater, Maryland, and another $32,500 to After the Races in Elkton, Maryland, both for operating support. It also supported Thoroughbred Charities of America in Lexington with $5,000 and New Vocation Racehorse Adoption Program in Lexington with $5,000. Youth and education form another clear thread. The foundation gave $20,000 to YMCA of Central Kentucky in Lexington for operating support and $12,185 to Junior Achievement of the Bluegrass in Lexington for operating support. Big Brothers-big Sisters of the Bluegrass Inc received $10,000 in 2025 and $7,100 in 2024, both as operating support. Community and family services also appear in the record. The Bridge Sanctuary in Robinson, Texas received $10,000, while Lexington Habitat for Humanity received $6,500. These grants indicate a mix of local Kentucky support and selected out-of-state gifts.
$342K
$45K
$380K
$342K
Most grants fall between $500 and $5K, with a median of $5K.
25th Percentile
$500
Median
$5K
75th Percentile
$5K
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Notable grantees: Backside Learning Center Inc, Jack Harlow Foundation
The typical grant size is modest relative to the largest awards: p25 is $500, while the median and p75 are both $5,000. That clustering at $5,000 suggests a broad base of smaller operating gifts, with a few much larger commitments at the top of the distribution. The foundation’s 2025 record also shows repeat support across years for some recipients, including Blue Grass Community Foundation Inc and Big Brothers-big Sisters of the Bluegrass Inc. Most grants are labeled operating support, and the foundation does not make grants to individuals or PRIs. The filing data point to a private charitable foundation making direct institutional gifts.
Giving is regional and heavily concentrated in Kentucky, which receives 52% of grants. Louisville appears repeatedly, including recipients such as Backside Learning Center Inc, the Jack Harlow Foundation, and Norton’s Children’s Hospital Foundation. Lexington is another major hub, with gifts to Blue Grass Community Foundation Inc, YMCA of Central Kentucky, Junior Achievement of the Bluegrass, and others. Outside Kentucky, the foundation’s grants reach Maryland, New York, Florida, Oklahoma, Texas, California, Connecticut, Tennessee, and Washington, DC, but all recorded grants in the dataset go to U.S. recipients.
The recent grants center on operating support for equine-related charities, youth education, and community-serving nonprofits. Examples include racehorse aftercare groups, learning and mentoring organizations, and local community foundations, with many grants designated for general operating use rather than a specific program.
The distribution is clustered around smaller grants: p25 is $500, median grant size is $5,000, and p75 is also $5,000. That means most awards sit at the $5,000 level, with a smaller number of larger gifts above that.
Kentucky receives 52% of the grants, and Louisville and Lexington appear frequently in the recipient list. The foundation also gives outside Kentucky, including Maryland, New York, Florida, Oklahoma, Texas, California, Connecticut, Tennessee, and Washington, DC.
Yes. The recent grants list is dominated by operating support, including awards to community, youth, and equine organizations. The foundation’s philosophy tags also point to operating support, unrestricted/core support, and general operating funding.
Yes. Blue Grass Community Foundation Inc appears in both 2024 and 2025, and Big Brothers-big Sisters of the Bluegrass Inc appears in both years as well. That suggests the foundation has made recurring gifts to at least some organizations.
2026
Source: IRS Form 990-PF, fiscal year 2026.
Most recent grants reported to the IRS.
| Recipient | Location | Amount | Year | Purpose |
|---|---|---|---|---|
| UNIVERSITY OF KENTUCKY GATON COLLEGE OF BUSINESS | LEXINGTON, KY | $200,000 | 2026 | OPERATING SUPPORT |
| LEXINGTON CENTER CORP | LEXINGTON, KY | $50,015 | 2026 | OPERATING SUPPORT |
| YMCA OF CENTRAL KENTUCKY | LEXINGTON, KY | $20,000 | 2026 | OPERATING SUPPORT |
| AMERICAN NATIONAL RED CROSS | WASHINGTON, DC | $12,500 | 2026 | OPERATING SUPPORT |
| JUNIOR ACHIEVEMENT OF THE BLUEGRASS | LEXINGTON, KY | $11,095 | 2026 | OPERATING SUPPORT |
| BIG BROTHERS-BIG SISTERS OF THE BLUEGRASS INC | LEXINGTON, KY | $10,000 | 2026 | OPERTAING SUPPORT |
| NORTON'S CHILDREN'S HOSPITAL FOUNDATION | LOUISVILLE, KY | $10,000 | 2026 | OPERATING SUPPORT |
| BETTY'S BRAVE & BEAUTIFUL HEARTS FOUNDATION | GEORGETOWN, KY | $7,515 | 2026 | OPERATING SUPPORT |
| GENERATIONS GROW NETWORK INC | INDEPENDENCE, KY | $5,695 | 2026 | OPERATING SUPPORT |
| FOOD BANK OF NEW YORK CITY | NEW YORK, NY | $5,000 | 2026 | OPERATING SUPPORT |
| MATHCOUNTS FOUNDATION | ALEXANDRIA, VA | $2,500 | 2026 | OPERATING SUPPORT |
| ELIZABETH'S VILLAGE (SCOTT COUNTY HOSPITALITY HOUSE INC) | GEORGETOWN, KY | $1,788 | 2026 | OPERATING SUPPORT |
| LEXINGTON CHILDREN'S MUSEUM | LEXINGTON, KY | $1,560 | 2026 | OPERATING SUPPORT |
| SALVATION ARMY | LEXINGTON, KY | $1,205 | 2026 | ANGEL TREE |
| WOUNDED WARRIOR PROJECT | JACKSONVILLE, FL | $833 | 2026 | OPERATING SUPPORT |
| TRINITY CHRISTIAN ACADEMY OF LEXINGTON | LEXINGTON, KY | $505 | 2026 | OPERATING SUPPORT |
| WOODFORD COUNTY FOOD PANTRY | VERSAILLES, KY | $407 | 2026 | FOOD DRIVE |
| PANCREATIC CANCER ACTION NETWORK INC | MANHATTAN BEACH, CA | $265 | 2026 | OPERATING SUPPORT |
| UNIVERSITY OF NORTH CAROLINA KENAN-FLAGER BUSINESS SCHOOL FOUNDATION | CHAPEL HILL, NC | $258 | 2026 | OPERATING SUPPORT |
| BEST BUDDIES IN KENTUCKY | MIAMI, FL | $250 | 2026 | OPERATING SUPPORT |
| NATURAL RESOURCES DEFENSE COUNCIL | NEW YORK, NY | $250 | 2026 | OPERATING SUPPORT |
| CENTER FOR FATHERS AND FAMILIES | LEXINGTON, KY | $245 | 2026 | OPERATING SUPPORT |
| BUCKHORN CHILDREN AND FAMILY SERVICES | BUCKHORN, KY | $200 | 2026 | OPERATING SUPPORT |
| UNIVERSITY OF LOUISVILLE FOUNDATION | LOUISVILLE, KY | $100 | 2026 | OPERATING SUPPORT |
| WESTERN ELEMENTARY SCHOOL | GEORGETOWN, KY | $34 | 2026 | OPERATING SUPPORT |
| BACKSIDE LEARNING CENTER INC | LOUISVILLE, KY | $100,000 | 2025 | OPERATING SUPPORT |
| JACK HARLOW FOUNDATION | LOUISVILLE, KY | $100,000 | 2025 | OPERATING SUPPORT |
| MAREWORTHY CHARITIES | GEORGETOWN, KY | $45,000 | 2025 | OPERATING SUPPORT |
| AFTER THE RACES | ELKTON, MD | $32,500 | 2025 | OPERATING SUPPORT |
| RETIRED RACEHORSE PROJECT | EDGEWATER, MD | $32,500 | 2025 | OPERATING SUPPORT |
| BLUE GRASS COMMUNITY FOUNDATION INC | LEXINGTON, KY | $30,015 | 2025 | OPERATING SUPPORT |
| YMCA OF CENTRAL KENTUCKY | LEXINGTON, KY | $20,000 | 2025 | OPERATING SUPPORT |
| AMERICAN NATIONAL RED CROSS | WASHINGTON, DC | $15,076 | 2025 | OPERATING SUPPORT |
| JUNIOR ACHIEVEMENT OF THE BLUEGRASS | LEXINGTON, KY | $12,185 | 2025 | OPERATING SUPPORT |
| BIG BROTHERS-BIG SISTERS OF THE BLUEGRASS INC | LEXINGTON, KY | $10,000 | 2025 | OPERATING SUPPORT |
| NORTON'S CHILDREN'S HOSPITAL FOUNDATION | LOUISVILLE, KY | $10,000 | 2025 | OPERATING SUPPORT |
| THE BRIDGE SANCTUARY | ROBINSON, TX | $10,000 | 2025 | OPERATING SUPPORT |
| LEXINGTON HABITAT FOR HUMANITY | LEXINGTON, KY | $6,500 | 2025 | OPERATING SUPPORT |
| RACE FUND | COSBY, TN | $5,000 | 2025 | OPERATING SUPPORT |
| THOROUGHBRED CHARITIES OF AMERICA | LEXINGTON, KY | $5,000 | 2025 | OPERATING SUPPORT |
| RACING FOR HOME | ELLINGTON, CT | $5,000 | 2025 | OPERATING SUPPORT |
| MIDATLANTIC HORSE RESCUE INC | WARWICK, MD | $5,000 | 2025 | OPERATING SUPPORT |
| SECRETARIAT CENTER | LEXINGTON, KY | $5,000 | 2025 | OPERATING SUPPORT |
| SECOND CHANCE THOROUGHBREDS | SPENCER, NY | $5,000 | 2025 | OPERATING SUPPORT |
| OUR MIMS RETIREMENT HAVEN | PARIS, KY | $5,000 | 2025 | OPERATING SUPPORT |
| RERUN THOROUGHBRED ADOPTION | EAST GREENBUSH, NY | $5,000 | 2025 | OPERATING SUPPORT |
| PARR-PA RACEHORSE REHOMING REHABILITATION & RESCUE | OCALA, FL | $5,000 | 2025 | OPERATING SUPPORT |
| THE EXCELLER FUND | LEXINGTON, KY | $5,000 | 2025 | OPERATING SUPPORT |
| AFTER THE FINISH LINE | RANCHO SANTA FE, CA | $5,000 | 2025 | OPERATING SUPPORT |
| OLD FRIENDS INC | GEORGETOWN, KY | $5,000 | 2025 | OPERATING SUPPORT |
UNIVERSITY OF KENTUCKY GATON COLLEGE OF BUSINESS
$200,000OPERATING SUPPORT
LEXINGTON CENTER CORP
$50,015OPERATING SUPPORT
YMCA OF CENTRAL KENTUCKY
$20,000OPERATING SUPPORT
AMERICAN NATIONAL RED CROSS
$12,500OPERATING SUPPORT
JUNIOR ACHIEVEMENT OF THE BLUEGRASS
$11,095OPERATING SUPPORT
BIG BROTHERS-BIG SISTERS OF THE BLUEGRASS INC
$10,000OPERTAING SUPPORT
NORTON'S CHILDREN'S HOSPITAL FOUNDATION
$10,000OPERATING SUPPORT
BETTY'S BRAVE & BEAUTIFUL HEARTS FOUNDATION
$7,515OPERATING SUPPORT
GENERATIONS GROW NETWORK INC
$5,695OPERATING SUPPORT
FOOD BANK OF NEW YORK CITY
$5,000OPERATING SUPPORT
MATHCOUNTS FOUNDATION
$2,500OPERATING SUPPORT
ELIZABETH'S VILLAGE (SCOTT COUNTY HOSPITALITY HOUSE INC)
$1,788OPERATING SUPPORT
LEXINGTON CHILDREN'S MUSEUM
$1,560OPERATING SUPPORT
SALVATION ARMY
$1,205ANGEL TREE
WOUNDED WARRIOR PROJECT
$833OPERATING SUPPORT
TRINITY CHRISTIAN ACADEMY OF LEXINGTON
$505OPERATING SUPPORT
WOODFORD COUNTY FOOD PANTRY
$407FOOD DRIVE
PANCREATIC CANCER ACTION NETWORK INC
$265OPERATING SUPPORT
UNIVERSITY OF NORTH CAROLINA KENAN-FLAGER BUSINESS SCHOOL FOUNDATION
$258OPERATING SUPPORT
BEST BUDDIES IN KENTUCKY
$250OPERATING SUPPORT
NATURAL RESOURCES DEFENSE COUNCIL
$250OPERATING SUPPORT
CENTER FOR FATHERS AND FAMILIES
$245OPERATING SUPPORT
BUCKHORN CHILDREN AND FAMILY SERVICES
$200OPERATING SUPPORT
UNIVERSITY OF LOUISVILLE FOUNDATION
$100OPERATING SUPPORT
WESTERN ELEMENTARY SCHOOL
$34OPERATING SUPPORT
BACKSIDE LEARNING CENTER INC
$100,000OPERATING SUPPORT
JACK HARLOW FOUNDATION
$100,000OPERATING SUPPORT
MAREWORTHY CHARITIES
$45,000OPERATING SUPPORT
AFTER THE RACES
$32,500OPERATING SUPPORT
RETIRED RACEHORSE PROJECT
$32,500OPERATING SUPPORT
BLUE GRASS COMMUNITY FOUNDATION INC
$30,015OPERATING SUPPORT
YMCA OF CENTRAL KENTUCKY
$20,000OPERATING SUPPORT
AMERICAN NATIONAL RED CROSS
$15,076OPERATING SUPPORT
JUNIOR ACHIEVEMENT OF THE BLUEGRASS
$12,185OPERATING SUPPORT
BIG BROTHERS-BIG SISTERS OF THE BLUEGRASS INC
$10,000OPERATING SUPPORT
NORTON'S CHILDREN'S HOSPITAL FOUNDATION
$10,000OPERATING SUPPORT
THE BRIDGE SANCTUARY
$10,000OPERATING SUPPORT
LEXINGTON HABITAT FOR HUMANITY
$6,500OPERATING SUPPORT
RACE FUND
$5,000OPERATING SUPPORT
THOROUGHBRED CHARITIES OF AMERICA
$5,000OPERATING SUPPORT
RACING FOR HOME
$5,000OPERATING SUPPORT
MIDATLANTIC HORSE RESCUE INC
$5,000OPERATING SUPPORT
SECRETARIAT CENTER
$5,000OPERATING SUPPORT
SECOND CHANCE THOROUGHBREDS
$5,000OPERATING SUPPORT
OUR MIMS RETIREMENT HAVEN
$5,000OPERATING SUPPORT
RERUN THOROUGHBRED ADOPTION
$5,000OPERATING SUPPORT
PARR-PA RACEHORSE REHOMING REHABILITATION & RESCUE
$5,000OPERATING SUPPORT
THE EXCELLER FUND
$5,000OPERATING SUPPORT
AFTER THE FINISH LINE
$5,000OPERATING SUPPORT
OLD FRIENDS INC
$5,000OPERATING SUPPORT