Insider Transactions Reported by 19 Insiders of Lemonade, Inc.

Symbol
LMND on NYSE
Location
New York, NY

Insiders trading volume in the past year

Lemonade, Inc. executives and other stock owners filed with the SEC include:

Name Relationship Holdings Value Past Year Net Change Change % Report Date
SoftBank Group Capital Ltd 10%+ Owner $234,917,919 -$113,754,896 -33% 12 May 2025
Daniel A. Schreiber Chief Executive Officer, Director $153,948,061 -$12,898,509 -7.7% 23 Jan 2026
Michael A. Eisenberg Director $63,681,900 12 Sep 2025
Joel E. Cutler Director $30,391,800 02 Jun 2021
Adina Eckstein Chief Operating Officer $23,042,808 -$10,993,821 -32% 08 Mar 2026
Timothy E. Bixby Chief Financial Officer $19,073,675 -$5,987,565 -24% 03 Mar 2026
Maya Prosor Chief Business Officer $16,002,280 -$48,658 -0.3% 08 Mar 2026
John Sheldon Peters Chief Insurance Officer $4,028,272 -$6,990,912 -63% 03 Mar 2026
Shai Wininger President, Director $3,959,310 21 Aug 2025
Maria Angelidis-Smith Director $3,687,501 10 Mar 2026
Debra Schwartz Director $1,802,785 -$351,078 -16% 11 Dec 2025
Samer Haj-Yehia Director $793,451 10 Jun 2025
Mwashuma Kamata Nyatta Director $376,821 24 Jun 2024
Silvija Martincevic Director $369,240 07 Jun 2023
Irina Novoselsky Director $369,240 07 Jun 2023
Prashant Ratanchandani Director $178,629 16 Oct 2025
Geoff Seeley Director $166,960 07 Oct 2025
Alex Clavel Former 10% Owner 31 Mar 2023
Jorge Espinel Cbdo 06 Dec 2021

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
Maria Angelidis-Smith LMND COMMON STOCK Award 16.1% 5,390 38,944 10 Mar 2026 Held by Smith Family Trust
Maria Angelidis-Smith LMND COMMON STOCK Award 29% 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
Shai Wininger LMND STOCK OPTION Award 127,780 127,780 21 Aug 2025 Direct
Adina Eckstein LMND COMMON STOCK Award 20.2% 38,334 227,987 21 Aug 2025 Direct
* An asterisk sign (*) next to the price indicates that the price is likely invalid.