Anthony Casalena

Chief Executive Officer · Squarespace, Inc.

IndividualSelling only4 10b5-1 trades

First filing: 2024
Latest filing: Oct 17, 2024
Filings: 4

Profile

Anthony Casalena is a corporate insider at Squarespace, Inc. (SQSP). Casalena has reported 4 insider filings with the SEC since 2024. The most recent filing was in October 2024.

Role: Chief Executive Officer

Board memberships

Squarespace, Inc.

Career & Filing History

Every role Anthony Casalena has reported on a Form 4, reconstructed from the filings themselves. Reporting insiders must state their relationship to the issuer (officer title, director seat, or 10% ownership) on every filing.

Chief Executive Officer
at Squarespace, Inc. (SQSP)
4 filings, 2024

Companies - All Time

Squarespace, Inc. (SQSP)4 filings
last Oct 17, 2024

Filings (90d)

0 companies

Purchases

Sales

$591.34M

Summary

Updated Aug 30, 2026

Anthony Casalena is Chief Executive Officer of Squarespace, Inc. (SQSP). 4 SEC Form 4 filings on record, most recently on 17 October 2024. Most recent open-market trade: sold $4.30M of SQSP on 16 October 2024. Lifetime open-market sales: $591.34M.

Recent Transactions

Every recent SEC Form 4 transaction Anthony Casalena has reported, most recent first.

All6Sells4Derivatives1Other110b5-14

$SQSP Squarespace, Inc.
Oct 17, 2024
J - Other acquisition / disposition
387.5K shares @ --
$SQSP Squarespace, Inc.
Oct 17, 2024
D - Derivative transaction
880.9K shares @ --
$SQSP Squarespace, Inc.
Oct 16, 2024
S - Open-market sale10b5-1
92.5K shares @ $46.51$4.30M
$SQSP Squarespace, Inc.
Oct 11, 2024
S - Open-market sale10b5-1
150.0K shares @ $46.38$6.96M
$SQSP Squarespace, Inc.
Oct 2, 2024
S - Open-market sale10b5-1
106.5K shares @ $46.40$4.94M
$SQSP Squarespace, Inc.
Oct 2, 2024
S - Open-market sale10b5-1
38.9K shares @ $46.42$1.81M

Trading Pattern

InsiderAlpha's records for Anthony Casalena go back to 2024: 4 primary Form 4 filings, an average of 1.3 per year. 4 recorded transactions carry a Rule 10b5-1 flag, meaning they were pre-scheduled under a written trading plan rather than discretionary.

Other Insiders Active in the Same Stocks

Insiders who have reported open-market trades at the same companies as Anthony Casalena. Multiple unrelated insiders buying the same stock within a short window, cluster buying, has historically been one of the strongest Form 4 signals.

Andrew Braccia - $647.73M of SQSP open-market activity on record

More Notable Insiders

Other corporate insiders with significant SEC Form 4 track records on InsiderAlpha:

Frequently Asked Questions

Who is Anthony Casalena?

Anthony Casalena is a corporate insider, tracked as Chief Executive Officer of Squarespace, Inc. (SQSP). InsiderAlpha holds 4 primary Form 4 filings for them, the earliest from 2024, updated as new SEC EDGAR filings are processed.

When did Anthony Casalena last file a Form 4?

The most recent primary Form 4 on record is dated 17 October 2024, one of 4 filings going back to 2024.

Has Anthony Casalena been buying or selling stock?

Recorded transactions: 0 open-market purchases and 5 open-market sales ($591.34M) across all tracked filings.

Where can I see all of Anthony Casalena's SEC filings?

All Form 4 filings, transaction values, and 10b5-1 plan flags are listed on this page and updated in real time as new SEC EDGAR filings are processed.

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