Quick Takeaways
- LMND - Lemonade, Inc. has 19 insiders with reported activity on this page.
- Net insider value flow over the last year: -$141,198,494.
- Recent transaction rows are available for direct filing-level review.
- Info
- Insider Trading
- Financials
- Holders
Insider Transactions Reported by 19 Insiders of Lemonade, Inc.
- Symbol
- LMND on NYSE
- Location
- New York, NY
What Changed
- Buy value: $485,478; sell value: $141,683,971.
- Net share flow: -3,837,502.
Why This Matters
- This page gives a plain-language issuer insider context before you inspect transaction-level evidence.
- Use the filing links below to verify timestamps, codes, and ownership impacts directly from SEC forms.
Official SEC Source
Insider trading overview
Last 12 monthsNet insider flow leans to selling over the last 12 months. Net value: -$141,198,494.
Buys
$485,478
Shares: 8,740
Insiders: 1
Sells
$141,683,972
Shares: 3,846,242
Insiders: 7
Net
-$141,198,494
Shares: -3,837,502
Insiders: -6
| Window (months) | Buy shares | Sell shares | Buy $ | Sell $ | Net $ |
|---|---|---|---|---|---|
| 0-3 | 8,740 | 152,435 | $485,478 | $14,103,032 | -$13,617,554 |
| 3-6 | 0 | 211,506 | $0 | $16,204,133 | -$16,204,133 |
| 6-9 | 0 | 66,061 | $0 | $3,610,108 | -$3,610,108 |
| 9-12 | 0 | 3,416,240 | $0 | $107,766,699 | -$107,766,699 |
Lemonade, Inc. executives and other stock owners filed with the SEC include:
| Name | Relationship | Holdings Value | Past Year Net Change | Change % | Valuation | Report Date |
|---|---|---|---|---|---|---|
| SoftBank Group Capital Ltd | 10%+ Owner | $234,917,919 | -$104,600,928 | -31% | Filing P/S | 12 May 2025 |
| Shai Wininger | President, Director | $233,071,445 | Mixed | 18 Mar 2026 | ||
| Daniel A. Schreiber | Chief Executive Officer, Director | $135,593,652 | -$12,898,509 | -8.7% | Mixed | 18 Mar 2026 |
| Michael A. Eisenberg | Director | $63,681,900 | Mixed | 12 Sep 2025 | ||
| Joel E. Cutler | Director | $30,391,800 | Mixed | 02 Jun 2021 | ||
| Adina Eckstein | Chief Operating Officer | $23,042,808 | -$10,993,821 | -32% | Mixed | 08 Mar 2026 |
| Timothy E. Bixby | Chief Financial Officer | $19,073,675 | -$5,800,065 | -23% | Mixed | 03 Mar 2026 |
| Maya Prosor | Chief Business Officer | $16,002,280 | -$48,658 | -0.3% | Mixed | 08 Mar 2026 |
| John Sheldon Peters | Chief Insurance Officer | $4,028,272 | -$6,990,912 | -63% | Filing P/S | 03 Mar 2026 |
| Maria Angelidis-Smith | Director | $2,992,928 | +$485,478 | +19% | Filing P/S | 10 Mar 2026 |
| Debra Schwartz | Director | $1,802,785 | -$351,078 | -16% | Filing P/S | 11 Dec 2025 |
| Samer Haj-Yehia | Director | $793,451 | Mixed | 10 Jun 2025 | ||
| Mwashuma Kamata Nyatta | Director | $376,821 | Mixed | 24 Jun 2024 | ||
| Silvija Martincevic | Director | $369,240 | Mixed | 07 Jun 2023 | ||
| Irina Novoselsky | Director | $369,240 | Mixed | 07 Jun 2023 | ||
| Prashant Ratanchandani | Director | $178,629 | Mixed | 16 Oct 2025 | ||
| Geoff Seeley | Director | $166,960 | Mixed | 07 Oct 2025 | ||
| Jorge Espinel | Cbdo | Mixed | 06 Dec 2021 | |||
| Alex Clavel | Former 10% Owner | Mixed | 31 Mar 2023 |
Top shareholders of Lemonade, Inc. (13F + 13D/G + 3/4/5)
Grouped by holder across the latest SEC ownership disclosures. Ownership % is shown only when it is directly reported or safely comparable across share classes.
Methodology: rows are grouped by holder and ranked by the holder's primary source value. — indicates unavailable or non-comparable values; "mixed-class rows" means the latest filing spans non-comparable classes.
| Holder | Source | Role / Reporting | Ownership % | Shares | Holdings Value | 12M Net Δ | As of | Details |
|---|---|---|---|---|---|---|---|---|
| VANGUARD GROUP INC |
13F
|
Company |
8.3%
|
6,305,453
|
$448,822,143 | — | 31 Dec 2025 | |
| BlackRock, Inc. |
13F
|
Company |
6.5%
|
4,949,676
|
$352,317,903 | — | 31 Dec 2025 | |
| JPMORGAN CHASE & CO |
13F
13D/G
|
Company |
5.9%
from 13D/G
|
4,483,431
|
$319,130,697 | — | 31 Dec 2025 | |
| SoftBank Group Capital Ltd |
3/4/5
13D/G
|
10%+ Owner |
4.8%
from 13D/G
|
7,111,441
|
$234,917,919 | -$104,600,928 | 12 May 2025 | |
| Shai Wininger |
3/4/5
|
President, Director |
—
mixed-class rows
|
4,546,529
mixed-class rows
|
$233,071,445 | — | 18 Mar 2026 | |
| BAILLIE GIFFORD & CO |
13F
13D/G
|
Company |
4.7%
from 13D/G
|
2,866,446
|
$204,033,625 | — | 31 Dec 2025 | |
| Daniel A. Schreiber |
3/4/5
|
Chief Executive Officer, Director |
—
mixed-class rows
|
2,666,533
mixed-class rows
|
$135,593,652 | -$12,898,509 | 18 Mar 2026 | |
| BIT Capital GmbH |
13F
|
Company |
2.4%
|
1,826,593
|
$130,016,890 | — | 31 Dec 2025 | |
| STATE STREET CORP |
13F
|
Company |
2%
|
1,495,841
|
$106,473,962 | — | 31 Dec 2025 | |
| PRICE T ROWE ASSOCIATES INC /MD/ |
13F
|
Company |
2%
|
1,484,175
|
$105,644,000 | — | 31 Dec 2025 | |
| GEODE CAPITAL MANAGEMENT, LLC |
13F
|
Company |
1.9%
|
1,438,358
|
$102,400,069 | — | 31 Dec 2025 | |
| MORGAN STANLEY |
13F
|
Company |
1.8%
|
1,381,573
|
$98,340,405 | — | 31 Dec 2025 | |
| D. E. Shaw & Co., Inc. |
13F
|
Company |
1.5%
|
1,161,499
|
$82,675,499 | — | 31 Dec 2025 | |
| SOFTBANK GROUP CORP. |
13F
|
Company |
1.2%
|
925,496
|
$65,876,805 | — | 31 Dec 2025 | |
| Michael A. Eisenberg |
3/4/5
|
Director |
1.6%
|
1,179,950
|
$63,681,900 | — | 12 Sep 2025 | |
| GOLDMAN SACHS GROUP INC |
13F
|
Company |
1.1%
|
866,476
|
$61,675,762 | — | 31 Dec 2025 | |
| Holocene Advisors, LP |
13F
|
Company |
1%
|
782,753
|
$55,716,359 | — | 31 Dec 2025 | |
| TWO SIGMA INVESTMENTS, LP |
13F
|
Company |
1%
|
759,242
|
$54,042,846 | — | 31 Dec 2025 | |
| Analyst IMS Investment Management Services Ltd. |
13F
|
Company |
0.81%
|
617,639
|
$43,964,000 | — | 31 Dec 2025 | |
| Halter Ferguson Financial Inc. |
13F
|
Company |
0.79%
|
600,863
|
$42,769,429 | — | 31 Dec 2025 | |
| NORTHERN TRUST CORP |
13F
|
Company |
0.78%
|
590,729
|
$42,048,090 | — | 31 Dec 2025 | |
| CITADEL ADVISORS LLC |
13F
|
Company |
0.7%
|
535,660
|
$38,128,279 | — | 31 Dec 2025 | |
| CHARLES SCHWAB INVESTMENT MANAGEMENT INC |
13F
|
Company |
0.69%
|
522,257
|
$37,174,253 | — | 31 Dec 2025 | |
| DEUTSCHE BANK AG\ |
13F
|
Company |
0.65%
|
491,778
|
$35,004,758 | — | 31 Dec 2025 | |
| FMR LLC |
13F
|
Company |
0.63%
|
476,360
|
$33,907,293 | — | 31 Dec 2025 | |
| Joel E. Cutler |
3/4/5
|
Director |
—
class O/S missing
|
1,519,590
|
$30,391,800 | — | 02 Jun 2021 | |
| Nuveen, LLC |
13F
|
Company |
0.48%
|
367,261
|
$26,141,638 | — | 31 Dec 2025 | |
| Man Group plc |
13F
|
Company |
0.48%
|
364,963
|
$25,978,066 | — | 31 Dec 2025 | |
| TWO SIGMA ADVISERS, LP |
13F
|
Company |
0.46%
|
348,898
|
$24,834,560 | — | 31 Dec 2025 | |
| Adina Eckstein |
3/4/5
|
Chief Operating Officer |
—
mixed-class rows
|
387,920
mixed-class rows
|
$23,042,808 | -$10,993,821 | 08 Mar 2026 | |
| UBS Group AG |
13F
|
Company |
0.42%
|
317,057
|
$22,568,117 | — | 31 Dec 2025 | |
| SUSQUEHANNA INTERNATIONAL GROUP, LLP |
13F
|
Company |
0.39%
|
294,164
|
$20,938,593 | — | 31 Dec 2025 | |
| Timothy E. Bixby |
3/4/5
|
Chief Financial Officer |
—
mixed-class rows
|
377,270
mixed-class rows
|
$19,073,675 | -$5,800,065 | 03 Mar 2026 | |
| Privium Fund Management B.V. |
13F
|
Company |
0.33%
|
248,259
|
$17,671,076 | — | 31 Dec 2025 | |
| BANK OF AMERICA CORP /DE/ |
13F
|
Company |
0.31%
|
236,927
|
$16,864,464 | — | 31 Dec 2025 | |
| Maya Prosor |
3/4/5
|
Chief Business Officer |
—
mixed-class rows
|
294,747
mixed-class rows
|
$16,002,280 | -$48,658 | 08 Mar 2026 | |
| BNP PARIBAS FINANCIAL MARKETS |
13F
|
Company |
0.3%
|
224,500
|
$15,979,910 | — | 31 Dec 2025 | |
| FEDERATED HERMES, INC. |
13F
|
Company |
0.29%
|
219,536
|
$15,626,573 | — | 31 Dec 2025 | |
| Qube Research & Technologies Ltd |
13F
|
Company |
0.28%
|
211,401
|
$15,047,523 | — | 31 Dec 2025 | |
| Bank of New York Mellon Corp |
13F
|
Company |
0.24%
|
185,643
|
$13,214,101 | — | 31 Dec 2025 | |
| PhiloSmith Capital Corp |
13F
|
Company |
0.23%
|
173,250
|
$12,331,935 | — | 31 Dec 2025 | |
| Sparta 24 Ltd. |
13F
|
Company |
0.22%
|
169,338
|
$12,053,479 | — | 31 Dec 2025 | |
| Universal- Beteiligungs- und Servicegesellschaft mbH |
13F
|
Individual |
0.21%
|
156,411
|
$11,142,920 | — | 31 Dec 2025 | |
| FIRST TRUST ADVISORS LP |
13F
|
Company |
0.21%
|
156,427
|
$11,134,473 | — | 31 Dec 2025 | |
| WELLS FARGO & COMPANY/MN |
13F
|
Company |
0.2%
|
149,950
|
$10,673,427 | — | 31 Dec 2025 | |
| TUDOR INVESTMENT CORP ET AL |
13F
|
Company |
0.2%
|
148,987
|
$10,604,895 | — | 31 Dec 2025 | |
| Invesco Ltd. |
13F
|
Company |
0.19%
|
144,021
|
$10,251,416 | — | 31 Dec 2025 | |
| AMERIPRISE FINANCIAL INC |
13F
|
Company |
0.18%
|
135,362
|
$9,635,601 | — | 31 Dec 2025 | |
| CI INVESTMENTS INC. |
13F
|
Company |
0.17%
|
132,583
|
$9,437,258 | — | 31 Dec 2025 | |
| NZS Capital, LLC |
13F
|
Company |
0.17%
|
130,379
|
$9,280,377 | — | 31 Dec 2025 |
Recent Insider Transactions by Companies or Individuals for Lemonade, Inc.
Showing up to 300 most recent insider transactions from the last 12 months.
| Insider | Symbol | Class | Transaction | % | Value $ | * Price $ | Shares | Shares Owned | Date | Ownership |
|---|---|---|---|---|---|---|---|---|---|---|
| Shai Wininger | LMND | COMMON STOCK | Award | 29.2% | 1,000,000 | 4,418,749 | 18 Mar 2026 | Direct | ||
| Daniel A. Schreiber | LMND | COMMON STOCK | Award | 4110.7% | 1,000,000 | 1,024,327 | 18 Mar 2026 | Direct | ||
| Maria Angelidis-Smith | LMND | COMMON STOCK | Purchase | 16.1% | $300,223 | $55.70 | 5,390 | 38,944 | 10 Mar 2026 | Held by Smith Family Trust |
| Maria Angelidis-Smith | LMND | COMMON STOCK | Purchase | 29% | $185,255 | $55.30 | 3,350 | 14,896 | 10 Mar 2026 | Direct |
| Maya Prosor | LMND | COMMON STOCK | Award | 2449.9% | 181,389 | 188,793 | 08 Mar 2026 | Direct | ||
| Adina Eckstein | LMND | COMMON STOCK | Award | 77% | 145,112 | 333,503 | 08 Mar 2026 | Direct | ||
| Adina Eckstein | LMND | STOCK OPTION | Award | 54,417 | 54,417 | 08 Mar 2026 | Direct | |||
| John Sheldon Peters | LMND | COMMON STOCK | Sale | -4.45% | $187,478 | $52.50 | -3,571 | 76,729 | 04 Mar 2026 | Direct |
| Timothy E. Bixby | LMND | COMMON STOCK | Sale | -0.85% | $107,006 | $50.12 | -2,135 | 249,490 | 03 Mar 2026 | Direct |
| John Sheldon Peters | LMND | COMMON STOCK | Sale | -2.16% | $88,863 | $50.12 | -1,773 | 80,300 | 03 Mar 2026 | Direct |
| Maya Prosor | LMND | COMMON STOCK | Sale | -2.92% | $11,177 | $50.12 | -223 | 7,404 | 03 Mar 2026 | Direct |
| John Sheldon Peters | LMND | COMMON STOCK | Options Exercise | 16.9% | 11,845 | 82,073 | 12 Feb 2026 | Direct | ||
| John Sheldon Peters | LMND | STOCK OPTION | Options Exercise | -100% | -11,845 | 0 | 12 Feb 2026 | Direct | ||
| Daniel A. Schreiber | LMND | COMMON STOCK | Sale | -0.6% | $902,056 | $99.04 | -9,108 | 1,514,426 | 23 Jan 2026 | Directly held by Dan and Dan Ltd. |
| John Sheldon Peters | LMND | COMMON STOCK | Sale | -11.4% | $810,000 | $90.00 | -9,000 | 70,228 | 22 Jan 2026 | Direct |
| Daniel A. Schreiber | LMND | COMMON STOCK | Sale | -7.67% | $11,996,452 | $94.74 | -126,625 | 1,523,534 | 22 Jan 2026 | Directly held by Dan and Dan Ltd. |
| John Sheldon Peters | LMND | COMMON STOCK | Options Exercise | 30.4% | 18,457 | 79,228 | 08 Jan 2026 | Direct | ||
| John Sheldon Peters | LMND | STOCK OPTION | Options Exercise | -64.9% | -18,457 | 10,000 | 08 Jan 2026 | Direct | ||
| John Sheldon Peters | LMND | COMMON STOCK | Sale | -14.1% | $800,000 | $80.00 | -10,000 | 60,771 | 06 Jan 2026 | Direct |
| Adina Eckstein | LMND | COMMON STOCK | Sale | -4.03% | $666,384 | $84.15 | -7,919 | 188,391 | 11 Dec 2025 | Direct |
| Debra Schwartz | LMND | COMMON STOCK | Sale | -16.3% | $351,078 | $83.59 | -4,200 | 21,567 | 11 Dec 2025 | Direct |
| Adina Eckstein | LMND | COMMON STOCK | Sale | -3.88% | $642,627 | $81.15 | -7,919 | 196,310 | 10 Dec 2025 | Direct |
| John Sheldon Peters | LMND | COMMON STOCK | Sale | -4.78% | $287,874 | $81.00 | -3,554 | 70,771 | 10 Dec 2025 | Direct |
| Adina Eckstein | LMND | COMMON STOCK | Sale | -12.5% | $2,256,219 | $77.17 | -29,237 | 204,229 | 09 Dec 2025 | Direct |
| Adina Eckstein | LMND | COMMON STOCK | Options Exercise | 14.3% | 29,237 | 233,466 | 09 Dec 2025 | Direct | ||
| Adina Eckstein | LMND | STOCK OPTION | Options Exercise | -86.6% | -29,237 | 4,514 | 09 Dec 2025 | Direct | ||
| Adina Eckstein | LMND | COMMON STOCK | Sale | -16.9% | $3,280,727 | $78.95 | -41,557 | 204,229 | 08 Dec 2025 | Direct |
| Adina Eckstein | LMND | COMMON STOCK | Options Exercise | 7.81% | 17,799 | 245,786 | 08 Dec 2025 | Direct | ||
| Adina Eckstein | LMND | STOCK OPTION | Options Exercise | -100% | -17,799 | 0 | 08 Dec 2025 | Direct | ||
| John Sheldon Peters | LMND | COMMON STOCK | Sale | -3.46% | $193,011 | $72.37 | -2,667 | 74,325 | 03 Dec 2025 | Direct |
| Timothy E. Bixby | LMND | COMMON STOCK | Sale | -1.12% | $208,182 | $72.74 | -2,862 | 251,625 | 02 Dec 2025 | Direct |
| Maya Prosor | LMND | COMMON STOCK | Sale | -2.53% | $14,403 | $72.74 | -198 | 7,627 | 02 Dec 2025 | Direct |
| John Sheldon Peters | LMND | COMMON STOCK | Sale | -3.36% | $194,725 | $72.74 | -2,677 | 76,992 | 02 Dec 2025 | Direct |
| John Sheldon Peters | LMND | COMMON STOCK | Sale | -4.55% | $278,204 | $73.25 | -3,798 | 79,669 | 24 Nov 2025 | Direct |
| John Sheldon Peters | LMND | COMMON STOCK | Sale | -18.5% | $1,377,536 | $72.77 | -18,930 | 83,467 | 20 Nov 2025 | Direct |
| Daniel A. Schreiber | LMND | COMMON STOCK | Gift | -59% | -35,000 | 24,327 | 11 Nov 2025 | Direct | ||
| Timothy E. Bixby | LMND | COMMON STOCK | Sale | -100% | $2,265,300 | $75.51 | -30,000 | 0 | 11 Nov 2025 | Held by Timothy E Bixby Family Trust |
| Adina Eckstein | LMND | COMMON STOCK | Sale | -2.56% | $467,064 | $78.00 | -5,988 | 227,987 | 10 Nov 2025 | Direct |
| Adina Eckstein | LMND | COMMON STOCK | Options Exercise | 2.63% | 5,988 | 233,975 | 10 Nov 2025 | Direct | ||
| Adina Eckstein | LMND | STOCK OPTION | Options Exercise | -45.8% | -5,988 | 7,074 | 10 Nov 2025 | Direct | ||
| Adina Eckstein | LMND | COMMON STOCK | Sale | -14.9% | $2,920,800 | $73.02 | -40,000 | 227,987 | 07 Nov 2025 | Direct |
| Adina Eckstein | LMND | COMMON STOCK | Options Exercise | 19.2% | 40,000 | 247,987 | 07 Nov 2025 | Direct | ||
| Adina Eckstein | LMND | STOCK OPTION | Options Exercise | -75.4% | -40,000 | 13,062 | 07 Nov 2025 | Direct | ||
| Timothy E. Bixby | LMND | COMMON STOCK | Gift | -2.3% | -6,000 | 254,487 | 07 Nov 2025 | Direct | ||
| Prashant Ratanchandani | LMND | COMMON STOCK | Award | 3,337 | 3,337 | 16 Oct 2025 | Direct | |||
| Geoff Seeley | LMND | COMMON STOCK | Award | 3,119 | 3,119 | 07 Oct 2025 | Direct | |||
| Michael A. Eisenberg | LMND | COMMON STOCK | Gift | -1.96% | -4,000 | 200,452 | 12 Sep 2025 | Direct | ||
| Maya Prosor | LMND | COMMON STOCK | Sale | -3.48% | $14,196 | $50.34 | -282 | 7,825 | 03 Sep 2025 | Direct |
| John Sheldon Peters | LMND | COMMON STOCK | Sale | -2.59% | $136,824 | $50.34 | -2,718 | 102,397 | 03 Sep 2025 | Direct |
| Timothy E. Bixby | LMND | COMMON STOCK | Sale | -1.1% | $146,288 | $50.34 | -2,906 | 260,487 | 03 Sep 2025 | Direct |
* An asterisk sign (*) next to the price indicates that the price is likely invalid.