Squarespace Executive Compensation (FY23)
SQSP · Executive and director compensation, fiscal 2022 to 2023
The paid brief on Squarespace
Positioning against its disclosed peers, the governance read, incentive design, and the CD&A alignment analysis; the full peer table; a committee-ready PDF.
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Data as of September 8, 2026Latest filing (8-K): June 6, 2024
3 filings cited on this page
Method: intel.velarion.ai/methodology
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Published by Velarion Company Intelligence
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125 figures on this page: 124 cited to the filing that reported them, 1 calculated from figures it prints. See the citations
More on Squarespace
Five data products on this company. Each one is requested through the developer setup page.
- Peer Disclosure Audit$5The comparison companies this board named, each one tied to the filing that lists it.How to get Peer Disclosure Audit
- Governance Provisions PullfreeThe governance provisions as the proxy states them: board leadership, committee membership, and shareholder rights.How to get Governance Provisions Pull
- Say-on-Pay Risk Signal$9A risk band for the next say-on-pay vote, with the support history and the peer comparison behind it.How to get Say-on-Pay Risk Signal
- NEO Comp Report$24Every named executive officer’s pay by element and year, with the citation behind each figure.How to get NEO Comp Report
- Board Comp Report$24What each non-employee director was paid, the standing fee schedule, and the equity each one holds at year end.How to get Board Comp Report
What changed from fiscal 2022 to fiscal 2023
The figures that moved, and by how much. Analysis of these figures is part of the Velarion platform.
Chief executive total compensation — Anthony Casalena: $350,288 → $552,146 (57.6% higher)
Frequently asked questions
Answers drawn from the data on this page.
Who is Squarespace's chief executive and what were they paid?
Anthony Casalena, Founder, Chief Executive Officer and Chairperson of the Board, received $552,146 in total compensation for fiscal 2023. Casalena's total was 57.6% higher than the $350,288 reported for fiscal 2022.
What was Squarespace's say-on-pay result?
The say-on-pay proposal drew 99.7% support at the meeting held June 4, 2024 for fiscal 2023.
Which companies are in Squarespace's peer group?
Companies named in the disclosed peer group include Alteryx, Inc., Anaplan, Inc., Box, Inc., Coupa Software Incorporated and DocuSign, Inc., among others.
Executive compensation
Every element reported for each named executive officer, by fiscal year.
Fiscal 2022
| Officer | Salary | Bonus | Stock awards | Option awards | Non-equity incentive | Pension and deferred earnings | All other compensation | Total |
|---|---|---|---|---|---|---|---|---|
Nathan Gooden Chief Financial Officer | ◇ | ◇ | ◇ | — | — | — | ◇ | ◇ |
Marcela Martin Former Chief Financial Officer Departed during or after this year | ◇ | — | ◇ | — | — | — | ◇ | ◇ |
Paul Gubbay Chief Product Officer | ◇ | — | ◇ | — | — | — | ◇ | ◇ |
Anthony Casalena Chief Executive Officer | ◇ | — | — | — | — | — | ◇ | ◇ |
Fiscal 2023
| Officer | Salary | Bonus | Stock awards | Option awards | Non-equity incentive | Pension and deferred earnings | All other compensation | Total |
|---|---|---|---|---|---|---|---|---|
Nathan Gooden Chief Financial Officer and Treasurer | ◇ | ◇ | ◇ | — | — | — | ◇ | ◇ |
Paul Gubbay Chief Product Officer | ◇ | — | ◇ | — | — | — | ◇ | ◇ |
Courtenay O'Connor General Counsel and Secretary | ◇ | — | ◇ | — | — | — | ◇ | ◇ |
Anthony Casalena Founder, Chief Executive Officer and Chairperson of the Board | ◇ | — | — | — | — | — | ◇ | ◇ |
A dash means the company reported no figure in that column. $0 is shown only where the filing prints a zero. A negative change in pension value is shown but, as the company reports it, not included in the total.
Equity awards granted
Individual awards as disclosed: type, date, unit counts at each level, and grant date value.
Fiscal 2023
| Officer | Award | Grant date | Threshold units | Target units | Units granted | Maximum units | Exercise price | Grant date fair value |
|---|---|---|---|---|---|---|---|---|
| Courtenay O Connor | RSU | ◇ | — | — | ◇ | — | — | ◇ |
| Nathan Gooden | RSU | ◇ | — | — | ◇ | — | — | ◇ |
| Paul Gubbay | RSU | ◇ | — | — | ◇ | — | — | ◇ |
A dash means the company reported no figure in that column. $0 is shown only where the filing prints a zero. Threshold, target and maximum apply only to performance awards and are never shown for time-based or option awards.
Outstanding awards
Awards still held at fiscal year end.
As disclosed at fiscal 2023 year end
| Officer | Award | Unvested units | Market value of unvested units | Exercise price | Expires |
|---|---|---|---|---|---|
| Nathan Gooden | RSU | ◇ | ◇ | — | — |
| PSU | ◇ | ◇ | — | — | |
| RSU | ◇ | ◇ | — | — | |
| Paul Gubbay | RSU | ◇ | ◇ | — | — |
| RSU | ◇ | ◇ | — | — | |
| RSU | ◇ | ◇ | — | — | |
| RSU | ◇ | ◇ | — | — | |
| PSU | ◇ | ◇ | — | — | |
| Courtenay O'Connor | PSU | ◇ | ◇ | — | — |
| RSU | ◇ | ◇ | — | — | |
| RSU | ◇ | ◇ | — | — | |
| RSU | ◇ | ◇ | — | — | |
| RSU | ◇ | ◇ | — | — | |
| Option | ◇ | — | ◇ | — | |
| Anthony Casalena | PSU | ◇ | ◇ | — | — |
A dash means the company reported no figure in that column. $0 is shown only where the filing prints a zero.
Severance and change in control
The terms as written in the agreements.
Anthony Casalena
Founder, Chief Executive Officer and Chairperson of the Board · Terms as described in the company’s compensation discussion · citing a 2024 filing
| Change-in-control trigger | ◇ |
| Equity acceleration on change in control | ◇ |
Courtenay O'Connor
General Counsel and Secretary · Terms as described in the company’s compensation discussion · citing a 2024 filing
| Severance multiple | ◇ |
| Severance base | ◇ |
| Change-in-control multiple | ◇ |
| Change-in-control base | ◇ |
| Benefits continuation on change in control | ◇ |
| Benefits continuation | ◇ |
Nathan Gooden
Chief Financial Officer and Treasurer · Terms as described in the company’s compensation discussion · citing a 2024 filing
| Severance multiple | ◇ |
| Severance base | ◇ |
| Severance cash amount | ◇ |
| Change-in-control multiple | ◇ |
| Change-in-control base | ◇ |
| Benefits continuation on change in control | ◇ |
| Benefits continuation | ◇ |
Paul Gubbay
Chief Product Officer · Terms as described in the company’s compensation discussion · citing a 2024 filing
| Severance multiple | ◇ |
| Severance base | ◇ |
| Severance cash amount | ◇ |
| Change-in-control multiple | ◇ |
| Change-in-control base | ◇ |
| Equity acceleration on change in control | ◇ |
| Benefits continuation on change in control | ◇ |
| Benefits continuation | ◇ |
Director compensation
What each non-employee director was paid.
Fiscal 2023
| Director | Fees earned in cash | Stock awards | Option awards | Non-equity incentive | Pension and deferred earnings | All other compensation | Total |
|---|---|---|---|---|---|---|---|
Michael Fleisher | ◇ | ◇ | — | — | — | — | ◇ |
Jonathan Klein | ◇ | ◇ | — | — | — | — | ◇ |
Liza Landsman | ◇ | ◇ | — | — | — | — | ◇ |
Anton Levy | ◇ | ◇ | — | — | — | — | ◇ |
Andrew Braccia | ◇ | ◇ | — | — | — | — | ◇ |
Neela Montgomery | ◇ | ◇ | — | — | — | — | ◇ |
Anthony Casalena served on the board in fiscal 2023 and received no compensation for board service. Executive directors are typically paid through their executive roles, shown above.
Earlier years are included in the PDF.
A dash means the company reported no figure in that column. $0 is shown only where the filing prints a zero.
Director fee schedule
The standing retainers and premiums the board pays, as published.
| Board equity retainer | ◇ |
| Total board retainer | ◇ |
| Lead independent director premium | ◇ |
| Audit committee chair | ◇ |
| Audit committee member | ◇ |
| Compensation committee chair | ◇ |
| Compensation committee member | ◇ |
| Nominating and governance chair | ◇ |
| Nominating and governance member | ◇ |
Equity is delivered as restricted stock units.
Disclosed peer group
The companies this board named as its compensation comparison group. The list is disclosure; the comparison is analysis.
Fiscal 2023
- Alteryx, Inc. AYX
- Anaplan, Inc. PLAN
- Box, Inc. BOX
- Coupa Software Incorporated COUP
- DocuSign, Inc. DOCU
- Dropbox, Inc. DBX
- Etsy, Inc. ETSY
- GoDaddy Inc. GDDY
- HubSpot, Inc. HUBS
- Momentive Global Inc. MNTV
- MongoDB, Inc. MDB
- New Relic, Inc. NEWR
- Okta, Inc. OKTA
- Smartsheet Inc. SMAR
- Splunk Inc. SPLK
- Zendesk, Inc. ZEN
- Zillow Group, Inc. Z
Say-on-pay history
Shareholder support for the compensation program, by year.
| Year | Meeting | Support | Votes for | Votes against | Abstentions |
|---|---|---|---|---|---|
| 2023 | June 4, 2024 | = | ◇ | ◇ | ◇ |
What this page does not include
Everything above is a fact Squarespace disclosed, and it is free. Everything below is our analysis of those facts, and it is not.
Peer benchmarking
Where Squarespace sits against its disclosed peers — percentile position by role and by pay element, and the ranking behind it. The disclosed peer group is free; comparisons across it are part of the Velarion platform.
Executive Compensation Report — $1,500Written compensation analysis
A read of the pay program as designed and as paid: incentive structure, goal rigor, the alignment between the committee's stated philosophy and what the numbers show.
Executive Compensation Report — $1,500Board and governance analysis
Committee composition, independence, director pay positioning, and the governance provisions read together rather than listed.
Board Governance Report — $1,200Realizable pay
What the awards above are actually worth today against what they were valued at on grant, and what the gap says about the pay-for-performance link.
Velarion IntelligenceAdviser switching and vote outcomes
Two datasets covering compensation-adviser changes and what followed a contested vote. Both are part of the Velarion platform.
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Velarion IntelligenceCitations
Every figure on this page is cited to the document that reported it. Select any figure to see its citation.
125 figures on this page: 124 cited to the filing that reported them, 1 calculated from figures it prints.
124 cited to the filing
1 calculated from the filing
Documents cited
- 0001496963-24-000051
- 0001496963-24-0000172023 Outstanding Equity Awards at Fiscal Year End · 2023 Summary Compensation Table · Compensation Discussion and Analysis · Director Compensation · and 2 more sections
- 0001496963-23-0000182022 Summary Compensation Table
Cite this data
This page is free to cite. Attribution we ask for:
Velarion, “Squarespace executive compensation, FY2022–FY2023.” https://intel.velarion.ai/comp/SQSP (accessed 2026).
Short form: data: Velarion
The paid brief for Squarespace
Positioning against its disclosed peers, the governance read, incentive design, and the CD&A alignment analysis; the full peer table; a committee-ready PDF.
$1,500 for the Executive Compensation Report. Both reports for $2,400.
3 filings cited on this page
Method: intel.velarion.ai/methodology
A report that fails to generate is refunded in full
Published by Velarion Company Intelligence
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The headline figures, each with its citation.
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Peers Squarespace discloses
The companies named in SQSP's own disclosed peer group.
Terms on this page
Free to read and cite. Redistribution or bulk use of the dataset requires a data license. Talk to us about the data license.
Cite this data
APA
Velarion Company Intelligence. (2026). Velarion database: executive and board compensation data (Version 2026Q3) [Data set]. Zenodo. https://doi.org/10.5281/zenodo.22283854
BibTeX
@misc{velarionData2026,
author = {{Velarion Company Intelligence}},
title = {Velarion database: executive and board compensation data},
year = {2026},
version = {2026Q3},
doi = {10.5281/zenodo.22283854},
publisher = {Zenodo},
url = {https://doi.org/10.5281/zenodo.22283854}
}