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Anthony Casalena

MarylandTechnology
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AIProfile Summary

Anthony Casalena is a U.S. technology executive from Maryland, born in 1982, with an estimated net worth of ~$2.1B. SEC records link him to Squarespace, Inc. (SQSP) and Spaceship Purchaser, Inc., and show extensive securities filings under his name. RTB SEC EDGAR

Business & SEC Activity

Casalena is associated with Squarespace, Inc. (SQSP) and Spaceship Purchaser, Inc. in SEC EDGAR records. He has 134 insider-related filings, including recent Form 4 reports (insider transaction disclosures), Form 144 filings (notices of proposed sales of restricted or control securities), and SC 13D/A amendments (updates to beneficial ownership disclosures). Recent filings cluster in September–October 2024, indicating frequent reporting activity during that period. SEC EDGAR

Philanthropy

The Casalena Foundation (EIN 83-2198097), based in Kansas City, Missouri, reported total assets of $160,372,860 for tax year 2023 and reported $0 in grants paid. It reported total revenue of $316,561 and total expenses of $357,767 in 2023. Across the foundation data provided, total grants paid were $0 and total foundation assets were $160,372,860. ProPublica 990

AI-generated summary from rtb, sec_edgar, propublica_990 — 3/10/2026 (gpt-5.2). All claims are derived from the source data shown below.

USU.S. Presence

residenceMonkton, Maryland

990Philanthropy

Foundations are matched to a person by name, not by trustee records — so a same-surname family foundation can land here in error. Every entity below links to its full IRS filing; if one doesn’t belong, tell us at hello@skylarkcreations.com and we’ll pull it.

$160.4MFoundation Assets
$358KGrants Paid
1Foundation
Casalena FoundationKansas City, MO
Public foundation (IRS NTEE T30)
Assets: $160.4MRevenue: $317KGrants: $358KTax Year: 2023
Mission, purpose & full 990 filings → ProPublica Nonprofit Explorer
Source: ProPublica (990) — annual filing · latest on record (retrieved 8/1/2026) (proPublica_990)Dispute

SECSEC Filings

134Total Filings
134Insider Filings
632EDGAR Mentions
0001856597Personal CIK

Associated Companies

Entities appearing alongside this person in SEC full-text search — an association, not necessarily ownership or control. Follow each link to the primary SEC record to judge for yourself.

Recent Insider Filings

SC 13D/ASC 13D/A
10/17/2024
44
10/17/2024
44
10/16/2024
144xsl144X01/primary_doc.xml
10/15/2024
4PRIMARY DOCUMENT
10/11/2024
144xsl144X01/primary_doc.xml
10/11/2024
4PRIMARY DOCUMENT
10/2/2024
144xsl144X01/primary_doc.xml
10/1/2024
144xsl144X01/primary_doc.xml
9/30/2024
4PRIMARY DOCUMENT
9/18/2024
Source: SEC EDGAR — regulatory filings · latest on record (retrieved 3/9/2026) (sec_derived)Dispute

SCOREScore Breakdown

D
21
Giving score

The giving score is a weighted average of 2 components. The formula is open and versioned — the weight percentages below show how much each component contributes to the final score.

Philanthropy65% weight
6%

Evidenced charitable giving — built on what they actually give each year, not parked assets. Dominated by generosity (annual giving relative to net worth — the share of your fortune you give), plus the absolute scale of that giving, plus a small nudge for signing the Giving Pledge (a commitment, not a realized action).

Data: ProPublica 990 charitable disbursements, net worth, The Giving Pledge registry

Data coverage35% weight
50%

How much sourced public record we hold about this person — net worth, SEC filings, foundation 990s, news coverage, Wikidata. It measures our coverage, not how open the person is. Each further kind of record scores higher, up to eight. Political donation records matched to a person by name alone are not counted: they may belong to someone else with the same name. From October 7, 2026, our own AI-written summary and the profile photo are not counted either — neither is a public record — so grades that leaned on them moved down that day.

Data: SEC EDGAR, ProPublica 990s, GDELT / NewsAPI, Wikidata

Formula (v2): Giving score = 65% x Philanthropy + 35% x Data coverage

Scored on 10/16/2026 on a 0–100 scale. The score uses only the signals we have populated data for. Goal Impact, Controversy, and Community Approval are deferred until that data exists — Phase 1 goal adoption, controversy detection, and community votes respectively.

All data is sourced from public records. Each section links to its original source.

Anthony Casalena — Giving Score D (21) | Billionaire Army