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Anthony Casalena

MarylandTechnology

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

$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 3/9/2026) (proPublica_990)

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)

PBSScore Breakdown

D
21.3
Public Benefit Score

The PBS 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

Transparency35% weight
50%

How much sourced, public accountability data exists — net worth, political contributions, SEC filings, foundation 990s, news coverage, and a verified profile. More public disclosure scores higher.

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

Formula (v2): PBS = 65% x Philanthropy + 35% x Transparency

Scored on 6/23/2026 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 — Public Benefit Score D (21) | Billionaire Army