We Cross Charitable Foundation primarily supports local and regional nonprofits in Southwest Florida with a strong emphasis on basic-needs social service providers and performing arts organizations. Their grants consistently fund food security, senior services, health care, faith-based charities, and community cultural institutions, often providing program support to established organizations in their service area. The foundation shows an interest in both direct human services (food banks, meal programs, veteran services) and sustaining local cultural life (theaters, opera, museums).
Moderately distributed across many midsize grants with frequent repeat funding—most grantees receive multiple smaller program-support awards. Grants are primarily local/regional, focused on sustaining ongoing programs rather than large capital or one-off initiatives.
We Cross Charitable Foundation Inc shows a clear pattern of backing established community institutions with repeat support across Florida, Delaware, and nearby service regions. In the recent record, one of its largest grants went to Florida Rep Theatre in Fort Myers for program services, alongside similar support for Community Cooperative, St Matthews House, and Catholic Charities of Lee, Hendry & Glades. That mix points to a funder that moves between human services and cultural life rather than focusing on a single issue. The foundation’s giving regularly reaches organizations that serve basic-needs populations, including food access, meal delivery, and emergency assistance, while also supporting theaters, opera, and concert programming in Southwest Florida. Grants to Naples Players at Community Theatre, Gulf Shore Opera, and Community Concerts Ft Myers sit alongside support for senior services and health-related charities. Repeated awards to the same organizations in consecutive years suggest ongoing relationship-based funding, usually framed as program support rather than unrestricted capital. Its recent gifts also extend beyond Florida to organizations in Delaware, Maryland, and New York.
Basic-needs services are a major theme in the foundation’s recent awards. It gave $27,000 to Community Cooperative in Fort Myers for program services, $22,000 to St Matthews House in South Naples for program services, and $20,000 to Catholic Charities of Lee Hendry & Glades in Fort Myers for program services. Senior support is another visible area. The foundation awarded $12,000 to Naples Baker Senior Center in Naples for program services, following a $11,500 grant in 2024, and it gave $15,000 to Meals on Wheels Lewes-rehoboth in Lewes for program services. Cultural organizations also receive steady backing. Florida Rep Theatre in Fort Myers received $27,000, while Naples Players at Community Theatre in Naples received $10,000 in 2025 for program services. The same year, Community Concerts Ft Myers received $10,000.
Typical grants cluster in the low thousands, with p25 at $1,500, a median of $4,000, and p75 at $7,500. The recent record also shows larger program-support awards at $27,000 and $22,000, indicating a tiered approach that includes both smaller and more substantial operating-style grants. Several recipients appear in multiple years, including Community Cooperative, Beebe Medical Foundation, Meals on Wheels Lewes-rehoboth, Florida Rep Theatre, Naples Baker Senior Center, Interfaith Charities of South Lee, and Naples Players at Community Theatre. The foundation’s profile indicates no grants to individuals and no program-related investments.
$309K
$7.9M
$534K
$579K
Most grants fall between $2K and $8K, with a median of $4K.
25th Percentile
$2K
Median
$4K
75th Percentile
$8K
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Notable grantees: Community Cooperative, Florida Rep Theatre, St. Matthews House, Beebe Medical Foundation, Interfaith Charities of South Lee
Grants are concentrated in the U.S. and lean heavily toward Florida, which accounts for 43% of grants to recipients in the recent data. Fort Myers and Naples appear repeatedly, with additional awards in South Naples and Estero. Outside Florida, Delaware recipients include Lewes and Rehoboth Beach, while Maryland recipients include Rockville and Washington Grove. The presence of multi-state giving fits a regional scope rather than a single-city footprint.
Recent awards go to food security and emergency-assistance groups, senior-service providers, health-related nonprofits, faith-based charities, and performing arts organizations. Examples in the record include Community Cooperative, Meals on Wheels Lewes-rehoboth, Naples Baker Senior Center, and Florida Rep Theatre, all funded for program services.
Yes. Several recipients appear in multiple years, including Community Cooperative, Beebe Medical Foundation, Meals on Wheels Lewes-rehoboth, Florida Rep Theatre, Naples Baker Senior Center, Interfaith Charities of South Lee, and Naples Players at Community Theatre. The pattern suggests ongoing relationships rather than one-time support.
Typical awards are modest: p25 is $1,500, the median is $4,000, and p75 is $7,500. The recent record also includes larger gifts such as $27,000 and $22,000, so the foundation uses a mix of smaller and larger program-service grants.
The top state by grant count is Delaware, even though the foundation is headquartered in Estero, Florida. Florida still receives a large share of grants, with 43% of grants going to recipients in the HQ state.
The grant descriptions most often say "for program services." That wording appears across human-service, senior-service, health, and arts grants, including awards to St Matthews House, Naples Baker Senior Center, and Community Concerts Ft Myers.
2025
Source: IRS Form 990-PF, fiscal year 2025.
Most recent grants reported to the IRS.
| Recipient | Location | Amount | Year | Purpose |
|---|---|---|---|---|
| COMMUNITY COOPERATIVE | FT MYERS, FL | $27,000 | 2025 | FOR PROGRAM SERVICES |
| FLORIDA REP THEATRE | FT MYERS, FL | $27,000 | 2025 | FOR PROGRAM SERVICES |
| BEEBE MEDICAL FOUNDATION | LEWES, DE | $20,000 | 2025 | FOR PROGRAM SERVICES |
| CATHOLIC CHARITIES OF LEE HENDRY & GLADES | FT MYERS, FL | $20,000 | 2025 | FOR PROGRAM SERVICES |
| ST MATTHEWS HOUSE | S NAPLES, FL | $17,000 | 2025 | FOR PROGRAM SERVICES |
| INTERFAITH CHARITIES OF SOUTH LEE | FT MYERS, FL | $15,000 | 2025 | FOR PROGRAM SERVICES |
| MEALS ON WHEELS LEWES-REHOBOTH | LEWES, DE | $15,000 | 2025 | FOR PROGRAM SERVICES |
| MONTGOMERY COLLEGE FOUNDATION | ROCKVILLE, MD | $15,000 | 2025 | FOR PROGRAM SERVICES |
| NAPLES BAKER SENIOR CENTER | NAPLES, FL | $12,000 | 2025 | FOR PROGRAM SERVICES |
| COMMUNITY CONCERTS FT MYERS | FT MYERS, FL | $10,000 | 2025 | FOR PROGRAM SERVICES |
| ARTIS NAPLES | ROCKVILLE, MD | $10,000 | 2025 | FOR PROGRAM SERVICES |
| NAPLES PLAYERS AT COMMUNITY THEATRE | NAPLES, FL | $10,000 | 2025 | FOR PROGRAM SERVICES |
| GAITHERSBURG SOUP KITCHEN | WASHINGTON GROVE, MD | $7,500 | 2025 | FOR PROGRAM SERVICES |
| GULF SHORE OPERA | ESTERO, FL | $6,000 | 2025 | FOR PROGRAM SERVICES |
| CLEAR SPACE THEATRE | REHOBOTH BEACH, DE | $6,000 | 2025 | FOR PROGRAM SERVICES |
| NAPLES THERAPEUTIC RIDING CENTER | NAPLES, FL | $5,000 | 2025 | FOR PROGRAM SERVICES |
| AMERICAN VET DOGS | SMITH TOWN, NY | $5,000 | 2025 | FOR PROGRAM SERVICES |
| LAKE COUNTY INITIATIVE | KELSEYVILLE, CA | $5,000 | 2025 | FOR PROGRAM SERVICES |
| SPRING BOARD COLLABRATIVE INC | GEORGETOWN, DE | $5,000 | 2025 | FOR PROGRAM SERVICES |
| NEALSVILLE CHURCH | GERMANTOWN, MD | $5,000 | 2025 | FOR PROGRAM SERVICES |
| BLESSINGS IN A BACK PACK | FT MYERS, FL | $5,000 | 2025 | FOR PROGRAM SERVICES |
| SALVATION ARMY COLLIER COUNTY FL | NAPLES, FL | $5,000 | 2025 | FOR PROGRAM SERVICES |
| HOLOCAUST MUSEUM FLORIDA | NAPLES, FL | $4,500 | 2025 | FOR PROGRAM SERVICES |
| BROTHERHOOD OF THE JUNGLE COCK | ELKRIDGE, MD | $4,000 | 2025 | FOR PROGRAM SERVICES |
| LAKE COUNTY WINE ALLIANCE | KELSEYVILLE, CA | $4,000 | 2025 | FOR PROGRAM SERVICES |
| RONALD MCDONALD HOUSE SWFL | FT MYERS, FL | $4,000 | 2025 | FOR PROGRAM SERVICES |
| HABITAT FOR HUMANITY | N FT MYERS, FL | $4,000 | 2025 | FOR PROGRAM SERVICES |
| SEASIDE JEWISH COMMUNITY | REHOBOTH BEACH, DE | $4,000 | 2025 | FOR PROGRAM SERVICES |
| UNIVERSITY OF BALTIMORE FOUNDATION | BALTOMORE, MD | $4,000 | 2025 | FOR PROGRAM SERVICES |
| ST VINCENT DEPAUL | NAPLES, FL | $4,000 | 2025 | FOR PROGRAM SERVICES |
| JEWISH SOCIAL SERVICES OF MONTGOMERY COUNTY | ROCKVILLE, MD | $4,000 | 2025 | FOR PROGRAM SERVICES |
| VETERANS AIRLIFT COMMAND | MINNEAPOLIS, MN | $3,000 | 2025 | FOR PROGRAM SERVICES |
| WOMEN WHO CARE MINISTRIES | MONTGOMERY VILLAGE, MD | $2,000 | 2025 | FOR PROGRAM SERVICES |
| IMMOKLEE FRIENDSHIP HOUSE | IMMOKALEE, FL | $2,000 | 2025 | FOR PROGRAM SERVICES |
| SHERWOOD FORESTRY SERVICES INC | SANTA ROSA, CA | $2,000 | 2025 | FOR PROGRAM SERVICES |
| HEARTS AND HOMES FOR YOUTH | BURTONSVILLE, MD | $1,500 | 2025 | FOR PROGRAM SERVICES |
| LEE COUNTY SHERRIFF'S YOUTH ACTIVITIES LEAGUE | FT MYERS, FL | $1,000 | 2025 | FOR PROGRAM SERVICES |
| CAPE HENLOPEN FOOD BASKET | REHOBOTH BEACH, DE | $1,000 | 2025 | FOR PROGRAM SERVICES |
| LUCERNE FOUNDATION | WILKES BARRE, PA | $1,000 | 2025 | FOR PROGRAM SERVICES |
| THE IMMOKLEE FOUNDATION | NAPLES, FL | $1,000 | 2025 | FOR PROGRAM SERVICES |
| MAKOM JEWISH HOME FOR KIDS | ROCKVILLE, MD | $1,000 | 2025 | FOR PROGRAM SERVICES |
| CAMP REHOBOTH | REHOBOTH BEACH, DE | $1,000 | 2025 | FOR PROGRAM SERVICES |
| GUIDING EYES FOR THE BLIND | YORK TOWN HEIGHTS, NY | $1,000 | 2025 | FOR PROGRAM SERVICES |
| CENTER FOR THE ARTS BONITA SPRINGS | BONITA SPRINGS, FL | $500 | 2025 | FOR PROGRAM SERVICES |
| POPLAR SPRINGS | POOLESVILLE, MD | $500 | 2025 | FOR PROGRAM SERVICES |
| FIDOS FOR FREEDOM | LAUREL, MD | $500 | 2025 | FOR PROGRAM SERVICES |
| ARTS FOR THE AGING | NAPLES, FL | $500 | 2025 | FOR PROGRAM SERVICES |
| SECOND CHANCE WILDLIFE CENTER | GAITHERSBURG, MD | $500 | 2025 | FOR PROGRAM SERVICES |
| ESTERO COUNCIL OF COMMUNITY LEADERS | ESTERO, FL | $230 | 2025 | FOR PROGRAM SERVICES |
| TUNNEL TO TOWERS FOUNDATION | STATEN ISLAND, NY | $100 | 2025 | FOR PROGRAM SERVICES |
FLORIDA REP THEATRE
$27,000FOR PROGRAM SERVICES
CATHOLIC CHARITIES OF LEE HENDRY & GLADES
$20,000FOR PROGRAM SERVICES
ST MATTHEWS HOUSE
$17,000FOR PROGRAM SERVICES
FOR PROGRAM SERVICES
MEALS ON WHEELS LEWES-REHOBOTH
$15,000FOR PROGRAM SERVICES
NAPLES BAKER SENIOR CENTER
$12,000FOR PROGRAM SERVICES
COMMUNITY CONCERTS FT MYERS
$10,000FOR PROGRAM SERVICES
ARTIS NAPLES
$10,000FOR PROGRAM SERVICES
NAPLES PLAYERS AT COMMUNITY THEATRE
$10,000FOR PROGRAM SERVICES
GAITHERSBURG SOUP KITCHEN
$7,500FOR PROGRAM SERVICES
GULF SHORE OPERA
$6,000FOR PROGRAM SERVICES
CLEAR SPACE THEATRE
$6,000FOR PROGRAM SERVICES
LAKE COUNTY INITIATIVE
$5,000FOR PROGRAM SERVICES
SPRING BOARD COLLABRATIVE INC
$5,000FOR PROGRAM SERVICES
NEALSVILLE CHURCH
$5,000FOR PROGRAM SERVICES
BLESSINGS IN A BACK PACK
$5,000FOR PROGRAM SERVICES
SALVATION ARMY COLLIER COUNTY FL
$5,000FOR PROGRAM SERVICES
HOLOCAUST MUSEUM FLORIDA
$4,500FOR PROGRAM SERVICES
BROTHERHOOD OF THE JUNGLE COCK
$4,000FOR PROGRAM SERVICES
LAKE COUNTY WINE ALLIANCE
$4,000FOR PROGRAM SERVICES
RONALD MCDONALD HOUSE SWFL
$4,000FOR PROGRAM SERVICES
SEASIDE JEWISH COMMUNITY
$4,000FOR PROGRAM SERVICES
ST VINCENT DEPAUL
$4,000FOR PROGRAM SERVICES
WOMEN WHO CARE MINISTRIES
$2,000FOR PROGRAM SERVICES
IMMOKLEE FRIENDSHIP HOUSE
$2,000FOR PROGRAM SERVICES
SHERWOOD FORESTRY SERVICES INC
$2,000FOR PROGRAM SERVICES
HEARTS AND HOMES FOR YOUTH
$1,500FOR PROGRAM SERVICES
LEE COUNTY SHERRIFF'S YOUTH ACTIVITIES LEAGUE
$1,000FOR PROGRAM SERVICES
CAPE HENLOPEN FOOD BASKET
$1,000FOR PROGRAM SERVICES
LUCERNE FOUNDATION
$1,000FOR PROGRAM SERVICES
THE IMMOKLEE FOUNDATION
$1,000FOR PROGRAM SERVICES
MAKOM JEWISH HOME FOR KIDS
$1,000FOR PROGRAM SERVICES
CAMP REHOBOTH
$1,000FOR PROGRAM SERVICES
GUIDING EYES FOR THE BLIND
$1,000FOR PROGRAM SERVICES
CENTER FOR THE ARTS BONITA SPRINGS
$500FOR PROGRAM SERVICES
POPLAR SPRINGS
$500FOR PROGRAM SERVICES
FIDOS FOR FREEDOM
$500FOR PROGRAM SERVICES
ARTS FOR THE AGING
$500FOR PROGRAM SERVICES
SECOND CHANCE WILDLIFE CENTER
$500FOR PROGRAM SERVICES
ESTERO COUNCIL OF COMMUNITY LEADERS
$230FOR PROGRAM SERVICES