Velarion · Company Intelligence
Compensation Brief
Fiscal year 2023 · Filings through 2026-05-19

Squarespace (SQSP)

Fiscal year 2023 executive and director compensation, incentive-plan design, equity activity, and governance — every figure in this brief is traceable to its exact location in the company’s SEC filing — the document, the section, the page, and the table, linked directly.

$6,804,301
Nathan Gooden total, FY2023
Chief Financial Officer and Treasurerhighest-paid officer; CEO Anthony Casalena: $552,146
CEO (Anthony Casalena) pay percentile vs peers
CEO-to-median pay ratio
99.68%
Say-on-pay support, latest vote
Companies that benchmark against SQSP
11 companies name SQSP as a compensation peer

Each company listed discloses SQSP in its own benchmarking peer group, as disclosed in each company's most recent proxy statement within the last two proxy seasons. Two companies are therefore absent by design: one that named SQSP in an earlier year and no longer does, and one whose own most recent disclosure is older than the last two seasons.

01

Summary Compensation Table — fiscal year 2023

Named executive officerSalaryBonusStock awardsOption awardsNon-equity incentivePension / NQDCAll otherTotal
Nathan Gooden$750,000$200,000$5,692,480$0$0$0$161,821$6,804,301
Chief Financial Officer and Treasurer
Paul Gubbay645,83302,234,88900012,7112,893,433
Chief Product Officer
Courtenay O'Connor545,83302,285,67700013,5362,845,046
General Counsel and Secretary
Anthony Casalena100000552,145552,146
Founder, Chief Executive Officer and Chairperson of the Board

A dash means the company reported no figure in that column; 0 means it reported zero. Figures are as printed in the filing, without adjustment.

Three-year trend — total compensation per named executive

Named executive officerFY2023 totalFY2022 totalFY2021 totalΔ FY20222023
Nathan Gooden$6,804,301
Paul Gubbay2,893,433
Courtenay O'Connor2,845,046
Anthony Casalena552,146

Prior-year totals as disclosed in the corresponding proxy; deltas are computed values with the derivation shown in the register.

02

Equity transactions since the proxy statement was filed

No insider equity transactions reported since the proxy statement.

03

Grants of plan-based awards — fiscal year 2023

ExecutiveAwardGrant dateThresholdTargetGrantedMaximumGrant-date fair value
Paul GubbayRSU2023-03-0370,133$1,676,179
Nathan GoodenRSU2023-09-08135,4494,269,352
Courtenay O ConnorRSU2023-03-0371,7271,714,275
03b

Vehicle mix — grant-date fair value by award type

Named executive officerTime-vested (RSU)Performance-vested (PSU)Options / SARs% performance-vested
Paul Gubbay$1,676,179$0$00.0%
Nathan Gooden4,269,352000.0%
Courtenay O Connor1,714,275000.0%

% performance-vested = PSU grant-date fair value ÷ (RSU + PSU + Options), a computed value with the derivation shown in the register.

04

Outstanding equity awards at fiscal year-end 2023

ExecutiveAwardShares unvestedExercise priceMarket value unvested
Nathan GoodenRSU135,449$4,471,171
Paul GubbayRSU70,1332,315,090
Courtenay O'ConnorPSU23,908789,203
Paul GubbayRSU16,740552,587
Paul GubbayRSU16,112531,857
Nathan GoodenPSU45,1501,490,402
Anthony CasalenaPSU2,750,00090,777,500
Courtenay O'ConnorRSU12,891425,532
Paul GubbayRSU37,1101,225,001
Paul GubbayPSU23,377771,675
Nathan GoodenRSU280,3759,255,179
Courtenay O'ConnorRSU71,7272,367,708
Courtenay O'ConnorRSU31,5421,041,201
Courtenay O'ConnorRSU7,889260,416
Courtenay O'ConnorOption13,1072.86
05

Incentive-plan design — the Compensation Discussion & Analysis

We have a compensation philosophy that is focused on driving long-term, sustainable business value and leveraging compensation elements that are heavily weighted towards long-term employee retention and the creation of a business ownership mindset for our NEOs and other employees.

CEO STI target (% of salary)
CEO LTI target (% of salary)
Independent consultantFrederic W. Cook & Co., Inc.
Clawback policytrue
Anti-hedgingtrue
Anti-pledgingTrue
06

Say-on-pay — recent advisory votes

Meeting yearMeeting dateForAgainstAbstainSupportOutcome
20242024-06-04541,202,2681,748,83944,15399.68%Passed

Rows are labeled by annual-meeting year, with the meeting date beside each; the vote held in a given year acts on the prior fiscal year's compensation.

Say-on-pay — history, company's computation

Meeting yearMeeting dateApproval — company's computation
20242024-06-0499.68%a

a. Voting standard not stated in the filing.

Approval percentages are the company's own reported computations under its own stated standard, not recomputed by Velarion. Where a company does not state a standard, none is assumed.

08

Director compensation — fiscal year 2023

DirectorCash feesStock awardsOption awardsNon-equity incentiveAll otherTotal
Jonathan KleinIndependent · Audit · Compensation (Chair)$25,000$266,168$0$0$0$291,168
Michael FleisherIndependent · Audit (Chair) · Nominating and Corporate Governance25,000266,168000291,168
Liza LandsmanIndependent · Nominating and Corporate Governance (Chair)20,000266,168000286,168
Neela MontgomeryIndependent · Audit · Compensation10,000266,168000276,168
Andrew BracciaIndependent · Nominating and Corporate Governance10,000266,168000276,168
Anton LevyIndependent · Compensation10,000266,168000276,168
Anthony CasalenaEmployee director · Board Chair00000
09

Board fee structure and ownership guideline

Annual cash retainer$0
Annual equity retainer$260,000
Per board meeting fee
Committee chair fees (audit / comp / nom-gov)10,000 / 10,000 / 10,000
Stock ownership guideline
09b

Total cost of the board

ComponentFY2023
Cash retainers and fees$100,000
Equity awards (grant-date value)$1,597,008
All other compensation$0
Total cost of the board$1,697,008

Computed as the sum of the director compensation table rows above; inputs and formula shown in the register.

10

Disclosed peer group — fiscal year 2023

The compensation peer group as the company disclosed it in its own proxy — the reference set behind the percentile above.

10a

Peer reciprocity

Of the companies Squarespace names as compensation peers, which name it back in their own disclosed peer groups. A peer set the market reciprocates reads differently from one selected in a single direction.

Reciprocity shown where the peer's own current proxy has been read — each mark is cited in the register to that peer's filing. A dash means the peer's current proxy was read and names no reciprocal group including Squarespace.

10b

Chief executive pay against the peer group

Most recent fiscal-year chief executive compensation at each disclosed peer, taken from that company's own proxy statement.

RankCompanyFYChief executiveSalaryStock awardsOption awardsNon-equity incentiveTotal
1Alteryx, Inc.2022Mark Anderson$650,000$55,823,051$0$650,000$57,191,521
2MongoDB, Inc.2026Chirantan Desai114,58352,601,9450114,13352,830,661
3Splunk Inc.2023Gary Steele729,86342,154,0160316,76151,212,720
4Okta, Inc.2026Todd McKinnon595,23335,684,2660561,71936,843,718
5DocuSign, Inc.2026Allan Thygesen1,000,00023,600,13601,019,00025,650,100
6New Relic, Inc.2023William Staples585,00022,261,1240367,08823,214,892
7GoDaddy Inc.2025Aman Bhutani1,000,00020,883,43801,104,00023,017,010
8HubSpot, Inc.2025Yamini Rangan700,00018,675,7700745,85020,126,620
9Etsy, Inc.2025Josh Silverman690,13715,814,539737,591729,12018,072,322
10Coupa Software Incorporated2022Robert Bernshteyn687,50016,536,6370525,00017,928,137
11Smartsheet Inc.2024Mark P. Mader587,0779,085,2220511,13410,205,886
12Zendesk, Inc.2021Mikkel Svane501,9234,419,0983,124,082630,0008,678,140
13Zillow Group, Inc.2025Jeremy Wacksman850,2664,006,8002,249,53607,138,557
14Momentive Global Inc.2021Alexander J. Lurie477,00305,687,119453,1536,623,807
15Dropbox, Inc.2025Andrew Houston800,00000750,4002,166,622
16Squarespace2023Anthony Casalena1000552,146
17Box, Inc.2026Aaron Levie162,0000094,912257,076
Anaplan, Inc.not in coverage universe

Each peer's compensation is from its most recently filed proxy; fiscal years differ by company. Each peer's figures come from its own filings; the subject company is highlighted. Peers whose chief executive compensation is outside our coverage universe are stated as such, never left blank.

10c

Incentive design against the same peers

CompanyAnnual incentive payoutLong-term vehicle mixPSU measures include TSRCompensation consultant
Squarespace162.97%RSU 75 · PSU 25NoFrederic W. Cook & Co., Inc.
Alteryx, Inc.100%RSU 75 · PSU 25NoAlpine Rewards
Anaplan, Inc.not disclosednot disclosednot disclosednot disclosed
Box, Inc.105.5%RSU 50 · PSU 50not disclosedCompensia
Coupa Software Incorporated100%PSU 60 · RSU 40NoCompensia, Inc. and Semler Brossy Consulting Group
DocuSign, Inc.101.9%PSU 60 · RSU 40Yes — TSRCompensia
Dropbox, Inc.107.3%RSU 100not disclosedCompensia
Etsy, Inc.87%PSU 50 · RSU 50Yes — Relative TSRCompensia
GoDaddy Inc.110.4%PSU 50 · RSU 50Yes — rTSRSemler Brossy
HubSpot, Inc.107%RSU 50 · PSU 50NoCompensia, Inc.
Momentive Global Inc.95%Options 100not disclosedCompensia, Inc.
MongoDB, Inc.146.34%PSU 50 · RSU 50NoSemler Brossy
New Relic, Inc.62.8%RSU 50 · PSU 50NoCompensia
Okta, Inc.98.7%PSU 60 · RSU 40Yes — TSR relative to the TSR of the IndexCompensia
Smartsheet Inc.87.4%PSU 50 · RSU 50NoCompensia
Splunk Inc.not disclosedPSU 60 · RSU 40Yes — relative Total Stockholder Return (rTSR)Compensia
Zendesk, Inc.126%RSU 50 · Options 50not disclosedCompensia, Inc.
Zillow Group, Inc.not disclosednot disclosednot disclosedEquilar

Read from each company's Compensation Discussion and Analysis: annual incentive payout as a percentage of target, the disclosed long-term vehicle mix, whether performance-share measures include a total shareholder return component, and the retained compensation consultant. “Not disclosed” appears only where the company's filing does not state the item.

11

Source register

Each figure's location is given both for the eye (section · page · table · row · column) and for a script (table/row/column index and exact character span in the filed document). Any figure can be independently confirmed against the source.

#SupportsDocumentFiledAccessionLocation in document
1Section 01, Nathan GoodenDEF 14A2024-04-220001496963-24-000017Section “2023 Summary Compensation Table” · page 27. As printed: 6,804,301. Filing ↗machine: span 415100–415109
2Section 01, Paul GubbayDEF 14A2024-04-220001496963-24-000017Section “2023 Summary Compensation Table” · page 27. As printed: 2,893,433. Filing ↗machine: span 420132–420141
3Section 01, Courtenay O'ConnorDEF 14A2024-04-220001496963-24-000017Section “2023 Summary Compensation Table” · page 27. As printed: 2,845,046. Filing ↗machine: span 427373–427382
4Section 01, Anthony CasalenaDEF 14A2024-04-220001496963-24-000017Section “2023 Summary Compensation Table” · page 27. As printed: 552,146. Filing ↗machine: span 407836–407843
5Section 03, Paul Gubbay RSUDEF 14A2024-04-220001496963-24-000017Section “Grants of Plan-Based Awards Table for Fiscal Year 2023” · grants of plan-based awards table. Filing ↗machine: t29 · r9 · c10 · span 449691–449697
6Section 03, Nathan Gooden RSUDEF 14A2024-04-220001496963-24-000017Section “Grants of Plan-Based Awards Table for Fiscal Year 2023” · grants of plan-based awards table. Filing ↗machine: t29 · r6 · c10 · span 444852–444859
7Section 03, Courtenay O Connor RSUDEF 14A2024-04-220001496963-24-000017Section “Grants of Plan-Based Awards Table for Fiscal Year 2023” · grants of plan-based awards table. Filing ↗machine: t29 · r12 · c10 · span 454541–454547
8Section 08, Jonathan KleinDEF 14A2024-04-220001496963-24-000017Section “Director Compensation”. As printed: 291,168. Filing ↗machine: t19 · r7 · c6 · span 232087–232094
9Section 08, Michael FleisherDEF 14A2024-04-220001496963-24-000017Section “Director Compensation”. As printed: 291,168. Filing ↗machine: t19 · r5 · c6 · span 230221–230228
10Section 08, Liza LandsmanDEF 14A2024-04-220001496963-24-000017Section “Director Compensation”. As printed: 286,168. Filing ↗machine: t19 · r9 · c6 · span 233952–233959
11Section 08, Neela MontgomeryDEF 14A2024-04-220001496963-24-000017Section “Director Compensation”. As printed: 276,168. Filing ↗machine: t19 · r13 · c6 · span 237682–237689
12Section 08, Andrew BracciaDEF 14A2024-04-220001496963-24-000017Section “Director Compensation”. As printed: 276,168. Filing ↗machine: t19 · r3 · c6 · span 228353–228360
13Section 08, Anton LevyDEF 14A2024-04-220001496963-24-000017Section “Director Compensation”. As printed: 276,168. Filing ↗machine: t19 · r11 · c6 · span 235814–235821
14Section 08, Anthony CasalenaDEF 14A2024-04-220001496963-24-000017Section “Director Compensation”. As printed: 0. Filing ↗
15Section 06, 2024 voteForm 8-K2024-06-060001496963-24-000051Item 5.07 · say-on-pay result. As reported: 99.68% (votes for as printed: 541,202,268). Filing ↗
16Section 03b vehicle mix (computed)ComputedcomputedRSU / PSU / Options grant-date fair values summed per officer from the grants table; % performance-vested = PSU ÷ (RSU+PSU+Options).machine: formula: sums + PSU ratio
17Section 09b board cost (computed)ComputedcomputedCash 100,000 + equity 1,597,008 + all other 0 = 1,697,008, summed across the director compensation table rows.machine: formula: Σ = 1,697,008
18Alteryx, Inc., Section 10b CEO totalDEF 14A2023-04-040001140361-23-016229CEO total compensation as printed in Alteryx, Inc.'s own proxy. As printed: 57,191,521. Filing ↗machine: r1 · c24 · span 1147355–1147365
19MongoDB, Inc., Section 10b CEO totalDEF 14A2026-05-190001628280-26-036415CEO total compensation as printed in MongoDB, Inc.'s own proxy. As printed: 52,830,661. Filing ↗machine: r2 · c18 · span 718049–718059
20Splunk Inc., Section 10b CEO totalDEF 14A2023-05-090001308179-23-000851CEO total compensation as printed in Splunk Inc.'s own proxy. As printed: 51,212,720. Filing ↗machine: t252 · r1 · c17 · span 965390–965400
21Okta, Inc., Section 10b CEO totalDEF 14A2026-05-070001660134-26-000036CEO total compensation as printed in Okta, Inc.'s own proxy. As printed: 36,843,718. Filing ↗machine: r2 · c18 · span 710081–710091
22DocuSign, Inc., Section 10b CEO totalDEF 14A2026-04-160001261333-26-000043CEO total compensation as printed in DocuSign, Inc.'s own proxy. As printed: 25,650,100. Filing ↗machine: r3 · c21 · span 792273–792283
23New Relic, Inc., Section 10b CEO totalDEF 14A2023-06-300001448056-23-000042CEO total compensation as printed in New Relic, Inc.'s own proxy. As printed: 23,214,892. Filing ↗machine: r2 · c48 · span 718611–718621
24GoDaddy Inc., Section 10b CEO totalDEF 14A2026-04-240001609711-26-000030CEO total compensation as printed in GoDaddy Inc.'s own proxy. As printed: 23,017,010. Filing ↗machine: r2 · c36 · span 1227323–1227333
25HubSpot, Inc., Section 10b CEO totalDEF 14A2026-04-270001193125-26-182210CEO total compensation as printed in HubSpot, Inc.'s own proxy. As printed: 20,126,620. Filing ↗machine: t36 · r5 · c24 · span 1257666–1257676
26Etsy, Inc., Section 10b CEO totalDEF 14A2026-04-170001370637-26-000026CEO total compensation as printed in Etsy, Inc.'s own proxy. As printed: 18,072,322. Filing ↗machine: r2 · c24 · span 1152296–1152306
27Coupa Software Incorporated, Section 10b CEO totalDEF 14A2022-04-110001385867-22-000017CEO total compensation as printed in Coupa Software Incorporated's own proxy. As printed: 17,928,137. Filing ↗machine: span 638429–638439
28Smartsheet Inc., Section 10b CEO totalDEF 14A2024-05-010001366561-24-000093CEO total compensation as printed in Smartsheet Inc.'s own proxy. As printed: 10,205,886. Filing ↗machine: r2 · c48 · span 623515–623525
29Zendesk, Inc., Section 10b CEO totalDEF 14A2022-07-110001206774-22-001660CEO total compensation as printed in Zendesk, Inc.'s own proxy. As printed: 8,678,140. Filing ↗machine: t147 · r2 · c18 · span 601767–601776
30Zillow Group, Inc., Section 10b CEO totalDEF 14A2026-04-150001617640-26-000031CEO total compensation as printed in Zillow Group, Inc.'s own proxy. As printed: 7,138,557. Filing ↗machine: r2 · c39 · span 618709–618718
31Momentive Global Inc., Section 10b CEO totalDEF 14A2022-04-250001193125-22-117651CEO total compensation as printed in Momentive Global Inc.'s own proxy. As printed: 6,623,807. Filing ↗machine: t191 · r2 · c27 · span 509503–509512
32Dropbox, Inc., Section 10b CEO totalDEF 14A2026-04-070001467623-26-000020CEO total compensation as printed in Dropbox, Inc.'s own proxy. As printed: 2,166,622. Filing ↗machine: span 785543–785552
33Squarespace (subject), Section 10b CEO totalDEF 14A2024-04-220001496963-24-000017CEO total compensation as printed in Squarespace's own proxy. As printed: 552,146. Filing ↗machine: span 407836–407843
34Box, Inc., Section 10b CEO totalDEF 14A2026-05-130001140361-26-021041CEO total compensation as printed in Box, Inc.'s own proxy. As printed: 257,076. Filing ↗machine: t245 · r2 · c22 · span 1212030–1212037
35Section 10a, Alteryx, Inc. reciprocityDEF 14A0001140361-23-016229Alteryx, Inc.'s most recent proxy was read; its disclosed peer group does not include Squarespace. Filing ↗
36Section 10a, Okta, Inc. reciprocityDEF 14A0001660134-26-000036Okta, Inc.'s most recent proxy was read; its disclosed peer group does not include Squarespace. Filing ↗
37Section 10a, DocuSign, Inc. reciprocityDEF 14A0001261333-26-000043DocuSign, Inc.'s most recent proxy was read; its disclosed peer group does not include Squarespace. Filing ↗
38Section 10a, Box, Inc. reciprocityDEF 14A0001140361-26-021041Box, Inc.'s most recent proxy was read; its disclosed peer group does not include Squarespace. Filing ↗
39Section 10a, Coupa Software Incorporated reciprocityDEF 14A0001385867-22-000017Coupa Software Incorporated's most recent proxy was read; its disclosed peer group does not include Squarespace. Filing ↗
40Section 10a, Zendesk, Inc. reciprocityDEF 14A0001206774-22-001660Zendesk, Inc.'s most recent proxy was read; its disclosed peer group does not include Squarespace. Filing ↗
41Section 10a, Etsy, Inc. reciprocityDEF 14A0001370637-26-000026Etsy, Inc.'s most recent proxy was read; its disclosed peer group does not include Squarespace. Filing ↗
42Section 10a, GoDaddy Inc. reciprocityDEF 14A0001609711-26-000030GoDaddy Inc.'s most recent proxy was read; its disclosed peer group does not include Squarespace. Filing ↗
43Section 10a, Smartsheet Inc. reciprocityDEF 14A0001366561-24-000093Smartsheet Inc.'s most recent proxy was read; its disclosed peer group does not include Squarespace. Filing ↗
44Section 10a, HubSpot, Inc. reciprocityDEF 14A0001193125-26-182210HubSpot, Inc.'s most recent proxy was read; its disclosed peer group does not include Squarespace. Filing ↗
45Section 10a, MongoDB, Inc. reciprocityDEF 14A0001628280-26-036415MongoDB, Inc.'s most recent proxy was read; its disclosed peer group does not include Squarespace. Filing ↗
46Section 10a, New Relic, Inc. reciprocityDEF 14A0001448056-23-000042New Relic, Inc.'s most recent proxy was read; its disclosed peer group does not include Squarespace. Filing ↗
47Section 10a, Dropbox, Inc. reciprocityDEF 14A0001467623-26-000020Dropbox, Inc.'s most recent proxy was read; its disclosed peer group does not include Squarespace. Filing ↗
48Section 10a, Momentive Global Inc. reciprocityDEF 14A0001193125-22-117651Momentive Global Inc.'s most recent proxy was read; its disclosed peer group does not include Squarespace. Filing ↗