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Illinois · Private foundation

Raymond F and Judith K McCaskey 2003 Charitable Trust

Its FY2025 filing reports that it funds preselected organizations and did not take unsolicited requests; check the foundation's own site before ruling it out.

$575k
Granted FY2025(still arriving)
34
Grants FY2025
29
Organizations funded FY2024
24%
First-time grantees FY2024
Read the full brief
Median grant, FY2025
$10,000
Largest grant, FY2025
$100,000
Organizations funded a year
29 to 36
FY2020 to FY2024
States reached, FY2025
7
Total assets, FY2025
$6.1M
Applications
Preselected organizations only
Per its most recent filing; check its own site

How open it is to new grantees

In FY2024, 24% of the organizations Raymond F and Judith K McCaskey 2003 Charitable Trust funded were first-time grantees, receiving 16% of its grant dollars.

New vs renewed · share of each year

In FY2024, 84% of grant dollars renewed an existing relationship; $65k went to new ones.

50%100%’21’22’23’24
RenewedFirst-time

Where new relationships form · theme of each grantee’s first grant

’21’22’23’24
Arts & CultureEducationHuman ServicesHousing & ShelterCrime & LegalOther
How this is measured
First-time means a grantee’s first year in the filing window; renewed means funded in an earlier year too. The renewed share climbs naturally as a portfolio matures, so the signal is a year that bucks it (a wave of new grantees). The earliest year is left-censored: relationships that predate the data read as new. Theme is the grantee’s IRS cause.
The numbers by year
Fiscal yearOrganizations fundedTo those organizationsFirst-time grantees
FY2025still arriving34$575k18%
FY202429$403k24%
FY202332$393k3%
FY202234$461k6%
FY202136$375k3%
FY202036$380kn/a
98% classified

What it funded, over time

Every grant placed by its stated purpose and the recipient’s mission, by year, FY2020 to 2025.

Arts & Culture$1.2MEducation$356kPublic Benefit$300kHealth$199kYouth Development$96kCommunity Improvement$89kEnvironment$76kHousing & Shelter$74kOther$0

Where its grants go

Grant dollars by states, across the years we hold.

Which US states its grants reach

ME
NH
IL
NY
MA
OH
KY
VA
NC
TX

Top grantees

Largest recipients by total granted, FY2020 to FY2025, and the share of each one’s budget the grants supplied at peak.

Show all 39 grantees
All grantees of Raymond F and Judith K McCaskey 2003 Charitable Trust by total granted
GranteeTotal grantedYearsShare of their budget
Chicago Shakespeare Theater$600,00061%
Lincoln Presidential Foundation$300,00035%
Erikson Institute$250,00050%
Chicago Humanities Festival$150,00061%
United Society of Shakers Sabbathday Lake Inc$105,00062%
Holy Family Ministries$100,00050%
After School Matters Inc$95,00060%
Historic Preservation Foundation of the Fortnightly$90,00056%
Chinese American Service League Inc$72,50060%
Opera House Arts$65,00043%
Island Heritage Trust Inc$60,00062%
Island Workforce Housing$43,00063%
Colonial Williamsburg Foundation$30,00030%
Landmarks Preservation Council of Illinois$26,00061%
The Chicago Lighthouse for People Who Are Blind or Visually Impaired$25,00010%
Memorial Ambulance Corps$22,50061%
Evangelical Lutheran Church in America$20,0001n/a
American Folk Art Museum$14,00060%
Maine Center for Coastal Fisheries$14,00060%
City With Dwellings Community First Initiative$10,00011%
Safer Foundation$10,00020%
Historic Deerfield Inc$10,00020%
Columbus Housing Partnership Inc$10,0001n/a
Island Pantry Inc$8,50062%
Friends of Historic Second Church$8,00060%
Shaker Museum and Library$8,00060%
Greater Chicago Food Depository$8,00060%
Healthy Island Project Inc$8,00061%
Friends of White Water Shaker Village$6,50067%
Galena-Jo Daviess County Historical Society Inc$6,50060%
Stonington Public Library$6,00061%
Island Community Center Inc$4,50060%
Lincoln Park Conservancy$2,50030%
Stonington Firefighters Association$2,0001n/a
Deer Isle Stonington Historical Society$2,00021%
Chosen Vale Inc Enfield Shaker Museum$2,00010%
Shakertown Revisited Inc$2,00010%
Natural Resources Council of Maine Inc$2,00020%
Island Nursing Home Inc$50010%

What it could do for these grantees

Plus 14 recipients with no EIN on record ($387k), not named here.

Where it is load-bearing

Each grantee by its size and the share of its budget Raymond F and Judith K McCaskey 2003 Charitable Trust supplied at peak.

25%50%75%100%$100k$1.0M$10M$100Mgrantee revenue →↑ funder's share of their budgetChicago Shakespeare Theater: $600,000 over 6y, 1.2% of budgetLincoln Presidential Foundation: $300,000 over 3y, 5.1% of budgetErikson Institute: $250,000 over 5y, 0.2% of budgetChicago Humanities Festival: $150,000 over 6y, 0.9% of budgetUnited Society of Shakers Sabbathday Lake Inc: $105,000 over 6y, 2.0% of budgetHoly Family Ministries: $100,000 over 5y, 0.3% of budgetAfter School Matters Inc: $95,000 over 6y, 0.1% of budgetHistoric Preservation Foundation of the Fortnightly: $90,000 over 5y, 6.3% of budgetChinese American Service League Inc: $72,500 over 6y, 0.1% of budgetOpera House Arts: $65,000 over 4y, 3.1% of budgetIsland Heritage Trust Inc: $60,000 over 6y, 2.3% of budgetIsland Workforce Housing: $43,000 over 6y, 3.4% of budgetColonial Williamsburg Foundation: $30,000 over 3y, 0.0% of budgetLandmarks Preservation Council of Illinois: $26,000 over 6y, 0.5% of budgetThe Chicago Lighthouse for People Who Are Blind or Visually Impaired: $25,000 over 1y, 0.1% of budgetMemorial Ambulance Corps: $22,500 over 6y, 1.3% of budgetAmerican Folk Art Museum: $14,000 over 6y, 0.1% of budgetMaine Center for Coastal Fisheries: $14,000 over 6y, 0.4% of budgetCity With Dwellings Community First Initiative: $10,000 over 1y, 1.5% of budgetSafer Foundation: $10,000 over 2y, 0.0% of budgetHistoric Deerfield Inc: $10,000 over 2y, 0.1% of budgetIsland Pantry Inc: $8,500 over 6y, 1.8% of budgetFriends of Historic Second Church: $8,000 over 6y, 0.4% of budgetShaker Museum and Library: $8,000 over 6y, 0.1% of budgetGreater Chicago Food Depository: $8,000 over 6y, 0.0% of budgetHealthy Island Project Inc: $8,000 over 6y, 0.6% of budgetFriends of White Water Shaker Village: $6,500 over 6y, 7.1% of budgetGalena-Jo Daviess County Historical Society Inc: $6,500 over 6y, 0.3% of budgetStonington Public Library: $6,000 over 6y, 1.4% of budgetIsland Community Center Inc: $4,500 over 6y, 0.5% of budgetLincoln Park Conservancy: $2,500 over 3y, 0.0% of budgetDeer Isle Stonington Historical Society: $2,000 over 2y, 1.3% of budgetChosen Vale Inc Enfield Shaker Museum: $2,000 over 1y, 0.1% of budgetShakertown Revisited Inc: $2,000 over 1y, 0.3% of budgetNatural Resources Council of Maine Inc: $2,000 over 2y, 0.0% of budgetIsland Nursing Home Inc: $500 over 1y, 0.0% of budget

Tap a dot to name the grantee.

How this is measured
Share of budget is the funder’s grant in a year over the grantee’s total revenue that year, at its highest across the years we hold; revenue is from all sources. Only grantees confirmed against their own filings, whose grants do not exceed their revenue, are plotted: the largest 36.

Nonprofits that may fit its grantmaking

Co-funders

Grantmakers whose grantees overlap with this funder’s far more than size alone predicts. Closer means stronger alignment; arcs show where they also fund each other. Here they form a tightly interlocked group: most of these funders back each other's grantees too.

Maine Community Foundation IncME27× affinity12 shared granteesties to 9 of 11Hover any node to trace its alignments.Compare side by side →

Open a dossier: Maine Community Foundation Inc · Hickrill Foundation Inc · Becton Family Foundation Sheila Heatter Trustee · The Chicago Community Trust · The Joyce & Gary Wenglowski Foundation · Tynan Family Charitable Trust Cate O'Dwyer Trustee · The Rodricks Foundation Inc · Stephen and Margaret Gill Family Foundation · Richard and Mary L Gray Foundation · The Donnelley Foundation · The Robert Thomas Bobins Foundation · Ge Aerospace Foundation

How this is measured
Affinity is a Gamma-Poisson posterior co-funding rate, re-centered on the typical rate, so thin evidence shrinks toward no signal. Overlap is association, not proof of shared intent.

Compare Raymond F and Judith K McCaskey 2003 Charitable Trust with peer funders

About Raymond F and Judith K McCaskey 2003 Charitable Trust

How much does Raymond F and Judith K McCaskey 2003 Charitable Trust give?
Raymond F and Judith K McCaskey 2003 Charitable Trust reported 34 grants totaling $575,000 in its FY2025 IRS filing. It funded between 29 and 36 organizations a year over FY2020 to FY2024.
What does Raymond F and Judith K McCaskey 2003 Charitable Trust fund?
By grant dollars over FY2020 to FY2025, its largest causes are Arts & Culture (45%), Education (14%), Public Benefit (12%).
Who are Raymond F and Judith K McCaskey 2003 Charitable Trust's largest grantees?
By total granted over FY2020 to FY2025: Chicago Shakespeare Theater ($600k), Lincoln Presidential Foundation ($300k), Erikson Institute ($250k).
Does Raymond F and Judith K McCaskey 2003 Charitable Trust fund new organizations?
In FY2024, 24% of the organizations it funded were first-time grantees.
Does Raymond F and Judith K McCaskey 2003 Charitable Trust accept unsolicited applications?
Its most recent filing reports that it funds preselected organizations and does not take unsolicited requests. Check the foundation's own site before ruling it out.
Which funders back the same organizations as Raymond F and Judith K McCaskey 2003 Charitable Trust?
Its strongest co-funders, measured against what their size predicts, include Maine Community Foundation Inc, Hickrill Foundation Inc, Becton Family Foundation Sheila Heatter Trustee.
Where is Raymond F and Judith K McCaskey 2003 Charitable Trust based?
Raymond F and Judith K McCaskey 2003 Charitable Trust is based in IL.

On method. Every financial figure here is read from IRS e-file XML, the funder’s own 990/990-PF, and from the multi-year returns of the 53 grantees we resolved, each linked to its source. Grantee outcomes are each organization’s own program-service reporting (Form 990, Part III), read as association with funding, never as caused by it. Low-confidence name matches are suppressed rather than guessed. How we build these →

How this is measured
Each figure carries one of six labels. Filed is what the funder reported on its return. Official is another government record about an organization, such as a federal award or a charity register, joined by name where no shared identifier exists. Resolved is an identity we worked out where the filing named a recipient without an EIN, kept only above a measured confidence threshold. Computed is arithmetic over those, like themes, portfolio clusters and co-funder strength. Context is a statistic about a place rather than about an organization, which is what the need overlay is: it describes the area a grantee’s address sits in, not where its work lands. Inferred is drawn by a model from text, like the partnerships read out of public news and organization websites. Each is labeled where it appears.

Generated from the IRS Form 990-PF e-file return for fiscal year 2025, released 2025. Filings run roughly 12 to 24 months behind; figures are dated accordingly.

Source object · view filing

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