Velarion · Company Intelligence
Compensation Brief
Fiscal year 2025 · Filings through 2026-07-29

Lemonade, Inc. (LMND)

Fiscal year 2025 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.

$6,112,733
Shai Wininger total, FY2025
Co-Founder and Presidenthighest-paid officer; CEO Daniel Schreiber: $6,076,514
50th
CEO (Daniel Schreiber) pay percentile vs peers
57:1
CEO-to-median pay ratio
76.9%
Say-on-pay support, latest vote
Companies that benchmark against LMND
10 companies name LMND as a compensation peer

Each company listed discloses LMND 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 LMND 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 2025

Named executive officerSalaryBonusStock awardsOption awardsNon-equity incentivePension / NQDCAll otherTotal
Shai Wininger$528,242$0$0$5,398,705$0$0$185,786$6,112,733
Co-Founder and President
Tim Bixby685,000005,398,7050014,0006,097,705
Chief Financial Officer and Treasurer
Daniel Schreiber528,242005,398,70500149,5676,076,514
Co-Founder and Chief Executive Officer
Maya Prosor400,000003,239,2230003,639,223
Chief Business Officer
Adina Eckstein423,98402,290,07300082,6322,796,689
Chief Operating Officer
John Peters212,500001,079,741006,2121,298,453
Chief Insurance Officer

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 officerFY2025 totalFY2024 totalFY2023 totalΔ FY20242025
Shai Wininger$6,112,733$3,991,022$1,751,549+2,121,711
Tim Bixby6,097,7052,848,526+3,249,179
Daniel Schreiber6,076,5143,958,5821,721,853+2,117,932
Maya Prosor3,639,2232,119,6882,461,784+1,519,535
Adina Eckstein2,796,6892,217,6272,635,703+579,062
John Peters1,298,453572,8841,005,359+725,569

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

Every insider equity transaction reported on Form 4 after the 2025 proxy statement — acquisitions, dispositions, exercises, and withholdings — and therefore not reflected in any table in that document.

InsiderRoleTransaction dateCodeSharesPriceValueSecuritySource
Debra SchwartzDirector2026-06-03A2,848$0$0CommonForm 4 ↗
Maya ProsorChief Business Officer2026-06-03D1,2205364,867CommonForm 4 ↗
Dr. Samer Haj-YehiaDirector2026-06-03A2,84800CommonForm 4 ↗
Tim BixbyChief Financial Officer2026-06-03D2,22753118,410CommonForm 4 ↗
Geoff SeeleyDirector2026-06-03A2,84800CommonForm 4 ↗
John PetersChief Insurance Officer2026-06-03D3,60853191,008CommonForm 4 ↗
Prashant RatanchandaniDirector2026-06-03A2,84800CommonForm 4 ↗
Maria Angelidis-SmithDirector2026-06-03A2,84800CommonForm 4 ↗
John PetersChief Insurance Officer2026-06-03D1,7355392,250CommonForm 4 ↗
Michael EisenbergDirector2026-06-10D5,00000CommonForm 4 ↗
John PetersChief Insurance Officer2026-07-06D3,44479272,076CommonForm 4 ↗
Tim BixbyChief Financial Officer2026-07-07D73,000795,780,140CommonForm 4 ↗
John PetersChief Insurance Officer2026-07-27A10,00000CommonForm 4 ↗

Transaction codes per Form 4: A acquisition · S open-market sale · F tax withholding · M option exercise · G gift. Value = shares × price as reported. Dividend-equivalent and fractional-share accrual rows (derivative Class A, under $10,000 and under 2,000 shares) are aggregated per date; every row appears in full below.

03

Grants of plan-based awards — fiscal year 2025

ExecutiveAwardGrant dateThresholdTargetGrantedMaximumGrant-date fair value
John PetersOPTION2025-08-1825,556$1,079,741
Daniel SchreiberOPTION2025-08-18127,7805,398,705
Tim BixbyOPTION2025-08-18127,7805,398,705
Adina EcksteinRSU2025-08-2138,3342,290,073
Shai WiningerOPTION2025-08-18127,7805,398,705
Maya ProsorOPTION2025-08-1876,6683,239,223
03b

Vehicle mix — grant-date fair value by award type

Named executive officerTime-vested (RSU)Performance-vested (PSU)Options / SARs% performance-vested
John Peters$0$0$1,079,7410.0%
Daniel Schreiber005,398,7050.0%
Tim Bixby005,398,7050.0%
Adina Eckstein2,290,073000.0%
Shai Wininger005,398,7050.0%
Maya Prosor003,239,2230.0%

% 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 2025

ExecutiveAwardShares unvestedExercise priceMarket value unvested
Daniel SchreiberOption51,27515.13
Daniel SchreiberRSU4,664331,984
John PetersOption3,12427.35
Adina EcksteinRSU3,743266,427
John PetersRSU4,472318,316
Shai WiningerRSU4,664331,984
Adina EcksteinRSU10,279731,659
Adina EcksteinOption20,60415.13
Shai WiningerOption117,13259.74
Maya ProsorOption70,27959.74
Shai WiningerOption97,49315.02
Daniel SchreiberOption66,78615.9
Shai WiningerOption93,75030.89
Maya ProsorOption23,85215.9
Shai WiningerOption51,27515.13
Tim BixbyOption41,20915.13
Maya ProsorOption30,93518.14
Tim BixbyOption26,56227.35
Tim BixbyOption16,50018.17
Adina EcksteinOption7,07427.35
John PetersOption23,42759.74
Tim BixbyOption44,72215.9
Adina EcksteinOption17,88815.9
John PetersRSU7,500533,850
John PetersRSU6,867488,793
Tim BixbyRSU6,847461,745
Maya ProsorRSU3,788269,630
Maya ProsorOption36,61715.13
Tim BixbyRSU16,7481,192,123
Tim BixbyOption117,13259.74
Maya ProsorOption25,00018.17
Daniel SchreiberOption97,49315.02
Shai WiningerOption66,78615.9
Daniel SchreiberOption93,75030.89
Adina EcksteinRSU35,1402,501,265
Adina EcksteinRSU18,7481,334,483
Adina EcksteinRSU13,416954,951
John PetersRSU2,013143,285
Daniel SchreiberOption117,13259.74
05

Incentive-plan design — the Compensation Discussion & Analysis

The key objective in our executive compensation program is to attract, motivate, and reward leaders who create an inclusive and diverse environment and have the skills and experience necessary to successfully execute on our strategic plan to maximize stockholder value. Our executive compensation program is designed to: Attract and retain talented and experienced executives in a competitive and dynamic market; Motivate our NEOs to help our Company achieve the best possible financial and operational results; Provide reward opportunities consistent with our performance on both a short-term and long-term basis; and Align the long-term interests of our NEOs with those of our stockholders.

CEO STI target (% of salary)
CEO LTI target (% of salary)
Independent consultantAon Human Capital Solutions (Aon HCS), a division of Aon plc
Clawback policyTrue
Anti-hedgingTrue
Anti-pledgingTrue
06

Say-on-pay — recent advisory votes

Meeting yearMeeting dateForAgainstAbstainSupportOutcome
20262026-06-0326,476,0617,955,312107,29876.9%Passed
20252025-06-0433,871,4251,070,302251,06696.94%Passed
20242024-06-0524,579,0343,515,102257,13787.49%Passed
20232023-06-0726,611,8875,744,783123,09782.25%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
20262026-06-0376.9%a
20252025-06-0496.94%b
20242024-06-0587.49%c

a. Approved under the standard stated in the filing — “Abstentions and broker non-votes are not considered to be votes cast and, accordingly, will have no effect on the outcome of the vote on this proposal.”.

b. Approved under the standard stated in the filing — “Abstentions and broker non-votes are not considered to be votes cast and, accordingly, will have no effect on the outcome of the vote on this proposal.”.

c. Approved under the standard stated in the filing — “Abstentions and broker non-votes are not considered to be votes cast and, accordingly, will have no effect on the outcome of the vote on this proposal.”.

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.

07

CEO pay ratio

Ratio (CEO : median employee)57 : 1
CEO total compensation$6,076,514
Median employee compensation$107,528
08

Director compensation — fiscal year 2025

DirectorCash feesStock awardsOption awardsNon-equity incentiveAll otherTotal
Dr. Samer Haj-YehiaIndependent · Audit (Chair)$55,000$149,996$0$0$0$204,996
Debra SchwartzIndependent · Audit · Nominating and Corporate Governance (Chair)45,000149,996000194,996
Maria Angelidis-SmithIndependent · Compensation · Nominating and Corporate Governance42,500149,996000192,496
Geoff SeeleyIndependent · Compensation · Partial-year service · Newly elected7,011174,976000181,987
Prashant RatanchandaniIndependent · Audit · Partial-year service · Newly elected00000181,385
Daniel SchreiberEmployee director · Board Chair00000
Shai WiningerEmployee director00000
Michael EisenbergIndependent · Lead Independent Director · Compensation (Chair) · Nominating and Corporate Governance000000
09

Board fee structure and ownership guideline

Annual cash retainer
Annual equity retainer
Per board meeting fee
Committee chair fees (audit / comp / nom-gov)20,000 / 10,000 / 7,500
Stock ownership guideline
09b

Total cost of the board

ComponentFY2025
Cash retainers and fees$149,511
Equity awards (grant-date value)$624,964
All other compensation$0
Total cost of the board$774,475

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

10

Disclosed peer group — fiscal year 2025

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 Lemonade, Inc. 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 Lemonade, Inc..

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
2SoFi Technologies, Inc.2025Anthony Noto1,000,00025,308,94102,760,00030,275,733
3PagerDuty, Inc.2026Jennifer Tejada600,00014,219,7660347,76015,268,028
4Enova International, Inc.2025David Fisher1,030,3854,121,4063,969,3971,519,81511,703,176
5Q2 Holdings, Inc.2025Matthew Flake520,00010,372,9980552,87911,492,510
6Upstart Holdings, Inc.2025Dave Girouard536,66708,597,565536,6039,670,835
7EverQuote, Inc.2025Jayme Mendal595,0007,781,8660818,1259,209,231
8nCino, Inc.2026Sean Desmond500,0008,083,3560486,1109,089,558
9Root, Inc.2025Alexander Timm750,0005,499,87501,687,5008,163,348
10MoneyLion, Inc.2023Diwakar Choubey650,0004,848,284006,595,566
11Lemonade, Inc.2025Daniel Schreiber528,24205,398,70506,076,514
12Hippo Holdings, Inc.2025Richard McCathron660,0004,767,2650495,0005,997,265
13LendingTree, Inc.2025Scott Peyree507,3083,848,9750521,9094,888,692
14Envestnet, Inc.2023William Crager650,0003,520,568004,880,843
15LendingClub Corporation2025Scott Sanborn575,0002,690,86501,004,8134,823,478
16Trupanion, Inc.2025Margaret Tooth641,6672,434,50001,037,5754,113,742
17SelectQuote, Inc.2025Timothy Danker556,9732,212,1430701,7863,487,527
18NerdWallet, Inc.2025Tim Chen700,00000825,0241,541,124
19Oscar Health, Inc.2025Mark Bertolini619,17800169,0361,149,308
20Affirm Holdings, Inc.2025Max Levchin38,834000538,307
Fiverr International, Ltd.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
Lemonade, Inc.not disclosednot disclosednot disclosedAon Human Capital Solutions (Aon HCS), a division of Aon plc
Affirm Holdings, Inc.140.7%Options 50 · RSU 50not disclosedSemler Brossy
Alteryx, Inc.100%RSU 75 · PSU 25NoAlpine Rewards
Enova International, Inc.142%RSU 50 · Options 50not disclosedWillis Towers Watson
Envestnet, Inc.100%PSU 50 · RSU 50Yes — Relative TSR vs. Russell 2000 Index constituentsWillis Towers Watson US LLC
EverQuote, Inc.137.5%PSU 50 · RSU 50NoCompensia, Inc.
Fiverr International, Ltd.not disclosednot disclosednot disclosednot disclosed
Hippo Holdings, Inc.not disclosedRSU 75 · PSU 25Yes — TSR performance compared to HSCM Insurtech IndexAon Human Capital Solutions
LendingClub Corporation116.5%PSU 41 · RSU 34 · Cash LTI 25Yes — Relative TSRFW Cook
LendingTree, Inc.119%RSU 50 · PSU 50NoFW Cook
MoneyLion, Inc.not disclosednot disclosedNonot disclosed
nCino, Inc.97.2%RSU 100not disclosedAon Human Capital Solutions
NerdWallet, Inc.not disclosednot disclosednot disclosedFrederic W. Cook & Co., Inc.
Oscar Health, Inc.91.0%PSU 50 · RSU 50Yes — Relative TSRFW Cook
PagerDuty, Inc.58.0%PSU 50 · RSU 50NoCompensia, Inc.
Q2 Holdings, Inc.106.3%PSU 50 · RSU 50Yes — Relative TSRMercer
Root, Inc.150%PSU 100NoCompensia, Inc.
SelectQuote, Inc.126%RSU 50 · MSU 50NoSemler Brossy
SoFi Technologies, Inc.138%RSU 50 · PSU 50NoCompensia, Inc.
Trupanion, Inc.147%RSU 100not disclosedWillis Towers Watson
Upstart Holdings, Inc.100.95%Options 100not disclosedCompensia

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.

FAQ

Frequently asked questions

Who was the highest-paid executive at Lemonade, Inc. in fiscal 2025?
As disclosed, the highest-paid executive was Shai Wininger, Co-Founder and President, with total compensation of $6,112,733.
How does Lemonade, Inc.'s chief executive pay compare to its disclosed peer group?
The CEO pay percentile of disclosed peers was reported at the 50th percentile.
What is Lemonade, Inc.'s CEO-to-median employee pay ratio?
The CEO-to-median employee pay ratio was 57:1.
How did shareholders vote on Lemonade, Inc.'s executive compensation?
Shareholder support for the latest vote was 76.9%.
How much does Lemonade, Inc. spend in total on board compensation for fiscal 2025?
Total board compensation for fiscal 2025 was $774,475.

Answers are drawn only from the figures disclosed in this brief and cited to their location in the source filing. Where a figure required for an answer is not disclosed, that is stated rather than estimated.

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, Shai WiningerDEF 14A2026-04-220001691421-26-000024Section “Summary Compensation Table”. As printed: 6,112,733. Filing ↗machine: t15 · r5 · c25 · span 382451–382460
2Section 01, Tim BixbyDEF 14A2026-04-220001691421-26-000024Section “Summary Compensation Table”. As printed: 6,097,705. Filing ↗machine: t15 · r8 · c25 · span 396809–396818
3Section 01, Daniel SchreiberDEF 14A2026-04-220001691421-26-000024Section “Summary Compensation Table”. As printed: 6,076,514. Filing ↗machine: t15 · r2 · c25 · span 368101–368110
4Section 01, Maya ProsorDEF 14A2026-04-220001691421-26-000024Section “Summary Compensation Table”. As printed: 3,639,223. Filing ↗machine: t15 · r17 · c25 · span 439441–439450
5Section 01, Adina EcksteinDEF 14A2026-04-220001691421-26-000024Section “Summary Compensation Table”. As printed: 2,796,689. Filing ↗machine: t15 · r11 · c25 · span 411158–411167
6Section 01, John PetersDEF 14A2026-04-220001691421-26-000024Section “Summary Compensation Table”. As printed: 1,298,453. Filing ↗machine: t15 · r14 · c25 · span 425271–425280
7Section 03, John Peters OPTIONDEF 14A2026-04-220001691421-26-000024Section “EXECUTIVE COMPENSATION” · grants of plan-based awards table. Filing ↗machine: t14 · r6 · c2 · span 325737–325743
8Section 03, Daniel Schreiber OPTIONDEF 14A2026-04-220001691421-26-000024Section “EXECUTIVE COMPENSATION” · grants of plan-based awards table. Filing ↗machine: t14 · r2 · c2 · span 321039–321046
9Section 03, Tim Bixby OPTIONDEF 14A2026-04-220001691421-26-000024Section “EXECUTIVE COMPENSATION TABLES” · grants of plan-based awards table. Filing ↗machine: t15 · r8 · c13 · span 394453–394462
10Section 03, Adina Eckstein RSUDEF 14A2026-04-220001691421-26-000024Section “EXECUTIVE COMPENSATION” · grants of plan-based awards table. Filing ↗machine: t14 · r5 · c5 · span 325036–325042
11Section 03, Shai Wininger OPTIONDEF 14A2026-04-220001691421-26-000024Section “EXECUTIVE COMPENSATION TABLES” · grants of plan-based awards table. Filing ↗machine: t15 · r5 · c13 · span 380094–380103
12Section 03, Maya Prosor OPTIONDEF 14A2026-04-220001691421-26-000024Section “EXECUTIVE COMPENSATION” · grants of plan-based awards table. Filing ↗machine: t14 · r7 · c2 · span 326971–326977
13Section 07, pay ratioDEF 14A2026-04-220001691421-26-000024Section “CEO Pay Ratio”. As printed: 57 : 1. Filing ↗machine: span 806499–806501
14Section 08, Dr. Samer Haj-YehiaDEF 14A2026-04-220001691421-26-000024Section “Director Compensation”. As printed: 204,996. Filing ↗machine: t27 · r3 · c15 · span 779459–779466
15Section 08, Debra SchwartzDEF 14A2026-04-220001691421-26-000024Section “Director Compensation”. As printed: 194,996. Filing ↗machine: t27 · r4 · c15 · span 782413–782420
16Section 08, Maria Angelidis-SmithDEF 14A2026-04-220001691421-26-000024Section “Director Compensation”. As printed: 192,496. Filing ↗machine: t27 · r5 · c15 · span 785554–785561
17Section 08, Geoff SeeleyDEF 14A2026-04-220001691421-26-000024Section “Director Compensation”. As printed: 181,987. Filing ↗machine: t27 · r6 · c15 · span 788505–788512
18Section 08, Prashant RatanchandaniDEF 14A2026-04-220001691421-26-000024Section “Director Compensation”. As printed: 181,385. Filing ↗machine: t27 · r7 · c15 · span 791799–791802
19Section 08, Daniel SchreiberDEF 14A2026-04-220001691421-26-000024Section “Director Compensation”. As printed: 0. Filing ↗
20Section 08, Shai WiningerDEF 14A2026-04-220001691421-26-000024Section “Director Compensation”. As printed: 0. Filing ↗
21Section 08, Michael EisenbergDEF 14A2026-04-220001691421-26-000024Section “Director Compensation”. As printed: 0. Filing ↗machine: t27 · r2 · c15 · span 776343–776344
22Section 02, Debra Schwartz 2026-06-03Form 42026-06-050002000499-26-000002Insider equity transaction reported since the proxy statement. Filing ↗
23Section 02, Maya Prosor 2026-06-03Form 42026-06-050002011118-26-000006Insider equity transaction reported since the proxy statement. Filing ↗
24Section 02, Dr. Samer Haj-Yehia 2026-06-03Form 42026-06-050002000967-26-000005Insider equity transaction reported since the proxy statement. Filing ↗
25Section 02, Tim Bixby 2026-06-03Form 42026-06-050001232142-26-000004Insider equity transaction reported since the proxy statement. Filing ↗
26Section 02, Geoff Seeley 2026-06-03Form 42026-06-050002094342-26-000002Insider equity transaction reported since the proxy statement. Filing ↗
27Section 02, John Peters 2026-06-03Form 42026-06-050001816299-26-000014Insider equity transaction reported since the proxy statement. Filing ↗
28Section 02, Prashant Ratanchandani 2026-06-03Form 42026-06-050002094451-26-000002Insider equity transaction reported since the proxy statement. Filing ↗
29Section 02, Maria Angelidis-Smith 2026-06-03Form 42026-06-050002039057-26-000006Insider equity transaction reported since the proxy statement. Filing ↗
30Section 02, John Peters 2026-06-03Form 42026-06-050001816299-26-000014Insider equity transaction reported since the proxy statement. Filing ↗
31Section 02, Michael Eisenberg 2026-06-10Form 42026-06-120001295751-26-000003Insider equity transaction reported since the proxy statement. Filing ↗
32Section 02, John Peters 2026-07-06Form 42026-07-080001816299-26-000016Insider equity transaction reported since the proxy statement. Filing ↗
33Section 02, Tim Bixby 2026-07-07Form 42026-07-090001232142-26-000006Insider equity transaction reported since the proxy statement. Filing ↗
34Section 02, John Peters 2026-07-27Form 42026-07-290001816299-26-000019Insider equity transaction reported since the proxy statement. Filing ↗
35Section 06, 2026 voteForm 8-K2026-06-050001691421-26-000038Item 5.07 · say-on-pay result. As reported: 76.9% (votes for as printed: 26,476,061). Filing ↗
36Section 06, 2025 voteForm 8-K2025-06-090001691421-25-000081Item 5.07 · say-on-pay result. As reported: 96.94% (votes for as printed: 33,871,425). Filing ↗
37Section 06, 2024 voteForm 8-K2024-06-110001691421-24-000073Item 5.07 · say-on-pay result. As reported: 87.49% (votes for as printed: 24,579,034). Filing ↗
38Section 01 trend, Δ column (computed)ComputedcomputedΔ = current-FY total − prior-FY total per named officer.machine: formula: Δ = FY(n) − FY(n−1)
39Section 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
40Section 09b board cost (computed)ComputedcomputedCash 149,511 + equity 624,964 + all other 0 = 774,475, summed across the director compensation table rows.machine: formula: Σ = 774,475
41Alteryx, 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
42SoFi Technologies, Inc., Section 10b CEO totalDEF 14A2026-04-300001818874-26-000032CEO total compensation as printed in SoFi Technologies, Inc.'s own proxy. As printed: 30,275,733. Filing ↗machine: span 683389–683399
43PagerDuty, Inc., Section 10b CEO totalDEF 14A2026-05-040001568100-26-000020CEO total compensation as printed in PagerDuty, Inc.'s own proxy. As printed: 15,268,028. Filing ↗machine: r4 · c45 · span 603528–603538
44Enova International, Inc., Section 10b CEO totalDEF 14A2026-04-020001193125-26-138937CEO total compensation as printed in Enova International, Inc.'s own proxy. As printed: 11,703,176. Filing ↗machine: t29 · r2 · c29 · span 933846–933856
45Q2 Holdings, Inc., Section 10b CEO totalDEF 14A2026-04-290001410384-26-000029CEO total compensation as printed in Q2 Holdings, Inc.'s own proxy. As printed: 11,492,510. Filing ↗machine: span 684167–684177
46Upstart Holdings, Inc., Section 10b CEO totalDEF 14A2026-04-160001193125-26-158972CEO total compensation as printed in Upstart Holdings, Inc.'s own proxy. As printed: 9,670,835. Filing ↗machine: r3 · c39 · span 509572–509581
47EverQuote, Inc., Section 10b CEO totalDEF 14A2026-04-230001193125-26-173669CEO total compensation as printed in EverQuote, Inc.'s own proxy. As printed: 9,209,231. Filing ↗machine: r2 · c31 · span 394114–394123
48nCino, Inc., Section 10b CEO totalDEF 14A2026-05-080001193125-26-214613CEO total compensation as printed in nCino, Inc.'s own proxy. As printed: 9,089,558. Filing ↗machine: t137 · r2 · c34 · span 465103–465112
49Root, Inc., Section 10b CEO totalDEF 14A2026-04-240001788882-26-000033CEO total compensation as printed in Root, Inc.'s own proxy. As printed: 8,163,348. Filing ↗machine: r2 · c9 · span 1449193–1449202
50MoneyLion, Inc., Section 10b CEO totalDEF 14A2024-04-290001213900-24-037177CEO total compensation as printed in MoneyLion, Inc.'s own proxy. As printed: 6,595,566. Filing ↗machine: t8 · span 387803–387812
51Lemonade, Inc. (subject), Section 10b CEO totalDEF 14A2026-04-220001691421-26-000024CEO total compensation as printed in Lemonade, Inc.'s own proxy. As printed: 6,076,514. Filing ↗machine: t15 · r2 · c25 · span 368101–368110
52Hippo Holdings, Inc., Section 10b CEO totalDEF 14A2026-04-220001193125-26-170319CEO total compensation as printed in Hippo Holdings, Inc.'s own proxy. As printed: 5,997,265. Filing ↗machine: r2 · c27 · span 400797–400806
53LendingTree, Inc., Section 10b CEO totalDEF 14A2026-04-270001140361-26-017148CEO total compensation as printed in LendingTree, Inc.'s own proxy. As printed: 4,888,692. Filing ↗machine: r2 · c7 · span 645947–645956
54Envestnet, Inc., Section 10b CEO totalDEF 14A2024-04-050001104659-24-044267CEO total compensation as printed in Envestnet, Inc.'s own proxy. As printed: 4,880,843. Filing ↗machine: r1 · c48 · span 863945–863954
55LendingClub Corporation, Section 10b CEO totalDEF 14A2026-04-210001140361-26-015923CEO total compensation as printed in LendingClub Corporation's own proxy. As printed: 4,823,478. Filing ↗machine: r2 · c25 · span 802228–802237
56Trupanion, Inc., Section 10b CEO totalDEF 14A2026-04-270001371285-26-000081CEO total compensation as printed in Trupanion, Inc.'s own proxy. As printed: 4,113,742. Filing ↗machine: t62 · r4 · c11 · span 663927–663936
57SelectQuote, Inc., Section 10b CEO totalDEF 14A2025-10-020001794783-25-000086CEO total compensation as printed in SelectQuote, Inc.'s own proxy. As printed: 3,487,527. Filing ↗machine: span 501676–501685
58NerdWallet, Inc., Section 10b CEO totalDEF 14A2026-04-140001625278-26-000033CEO total compensation as printed in NerdWallet, Inc.'s own proxy. As printed: 1,541,124. Filing ↗machine: r4 · c27 · span 439597–439606
59Oscar Health, Inc., Section 10b CEO totalDEF 14A2026-04-220001140361-26-016119CEO total compensation as printed in Oscar Health, Inc.'s own proxy. As printed: 1,149,308. Filing ↗machine: t173 · r2 · c25 · span 1052592–1052601
60Affirm Holdings, Inc., Section 10b CEO totalDEF 14A2025-10-240001628280-25-046264CEO total compensation as printed in Affirm Holdings, Inc.'s own proxy. As printed: 538,307. Filing ↗machine: r2 · c24 · span 568315–568322
61Section 10a, Alteryx, Inc. reciprocityDEF 14A0001140361-23-016229Alteryx, Inc.'s most recent proxy was read; its disclosed peer group does not include Lemonade, Inc.. Filing ↗
62Section 10a, Envestnet, Inc. reciprocityDEF 14A0001104659-24-044267Envestnet, Inc.'s most recent proxy was read; its disclosed peer group does not include Lemonade, Inc.. Filing ↗
63Section 10a, SelectQuote, Inc. reciprocityDEF 14A0001794783-25-000086SelectQuote, Inc.'s most recent proxy was read; its disclosed peer group does not include Lemonade, Inc.. Filing ↗
64Section 10a, LendingClub Corporation reciprocityDEF 14A0001140361-26-015923LendingClub Corporation's most recent proxy was read; its disclosed peer group does not include Lemonade, Inc.. Filing ↗
65Section 10a, PagerDuty, Inc. reciprocityDEF 14A0001568100-26-000020PagerDuty, Inc.'s most recent proxy was read; its disclosed peer group does not include Lemonade, Inc.. Filing ↗
66Section 10a, Enova International, Inc. reciprocityDEF 14A0001193125-26-138937Enova International, Inc.'s most recent proxy was read; its disclosed peer group does not include Lemonade, Inc.. Filing ↗
67Section 10a, Affirm Holdings, Inc. reciprocityDEF 14A0001628280-25-046264Affirm Holdings, Inc.'s most recent proxy was read; its disclosed peer group does not include Lemonade, Inc.. Filing ↗
68Section 10a, SoFi Technologies, Inc. reciprocityDEF 14A0001818874-26-000032SoFi Technologies, Inc.'s most recent proxy was read; its disclosed peer group does not include Lemonade, Inc.. Filing ↗
69Section 10a, Oscar Health, Inc. reciprocityDEF 14A0001140361-26-016119Oscar Health, Inc.'s most recent proxy was read; its disclosed peer group does not include Lemonade, Inc.. Filing ↗
70Section 10a, nCino, Inc. reciprocityDEF 14A0001193125-26-214613nCino, Inc.'s most recent proxy was read; its disclosed peer group does not include Lemonade, Inc.. Filing ↗
71Section 10a, LendingTree, Inc. reciprocityDEF 14A0001140361-26-017148LendingTree, Inc.'s most recent proxy was read; its disclosed peer group does not include Lemonade, Inc.. Filing ↗
72Section 10a, Trupanion, Inc. reciprocityDEF 14A0001371285-26-000081Trupanion, Inc. names Lemonade, Inc. in its own disclosed peer group (read from its most recent proxy). Filing ↗
73Section 10a, Q2 Holdings, Inc. reciprocityDEF 14A0001410384-26-000029Q2 Holdings, Inc.'s most recent proxy was read; its disclosed peer group does not include Lemonade, Inc.. Filing ↗