Stock Scorer

Lemonade, Inc. (LMND) · Insider trading

What Lemonade's directors, officers and largest holders bought and sold themselves, from the Form 4 each of them files with the SEC within two business days of a trade. Open-market purchases and sales first: those are the trades somebody chose to make at the market price.

Bought, 12 months
$485,478
1 insider, 2 trades
Sold, 12 months
$37.73M
6 insiders, 88% under a plan
Net, 12 months
−$37.25M
bought less sold
Latest filing
2026-09-08
filings read to 2026-10-19

Bought and sold at the market, by month

Two years. Purchases above the line, sales below, in dollars.

2024-11: $1.01M bought 2024-11: $4.23M sold 2024-12: $58.04M sold 2025-01 2025-03: $9.63M sold 2025-04: $429,588 sold 2025-05: $104.17M sold 2025-06: $2.70M sold 2025-07: $954,900 sold 2025-07 2025-08: $2.82M sold 2025-09: $297,308 sold 2025-11: $7.31M sold 2025-12: $8.10M sold 2026-01: $14.51M sold 2026-01 2026-03: $485,478 bought 2026-03: $394,523 sold 2026-06: $466,534 sold 2026-07: $6.05M sold 2026-07 2026-08: $578,050 sold 2026-09: $329,615 sold
Bought Sold Largest month: $104.17M

Who traded, two years

InsiderBoughtSold TradesLast tradeHolds after
SoftBank Group Capital Ltd10% owner – $170.10M 29 2025-05-13 7,188,533
Eckstein AdinaChief Operating Officer – $13.12M 19 2025-12-11 188,391
Schreiber Daniel A.Director, Chief Executive Officer – $12.90M 2 2026-01-23 –
Bixby Timothy eChief Financial Officer – $12.20M 22 2026-09-03 172,370
Peters John SheldonChief Insurance Officer – $9.56M 23 2026-09-04 73,834
Prosor MayaChief Business Officer – $2.30M 10 2026-09-03 186,533
Angelidis-Smith MariaDirector $1.49M – 4 2026-03-10 14,896
Eisenberg Michael ADirector – $481,800 1 2024-12-13 94,670
Schwartz DebraDirector – $351,078 1 2025-12-11 21,567

Open-market purchases and sales

Newest first. “Plan” marks a trade made under a 10b5-1 plan set up in advance.

DateInsiderTradeShares PriceValueHolds afterFiling
2026-09-04 Peters John SheldonChief Insurance Officer Saleplan 2,249 54.45 $122,458 73,834 Form 4
2026-09-03 Bixby Timothy eChief Financial Officer Sale 1,893 54.63 $103,415 172,370 Form 4
2026-09-03 Peters John SheldonChief Insurance Officer Saleplan 859 54.63 $46,927 76,083 Form 4
2026-09-03 Prosor MayaChief Business Officer Sale 1,040 54.63 $56,815 186,533 Form 4
2026-08-13 Peters John SheldonChief Insurance Officer Sale 11,000 52.55 $578,050 76,942 Form 4
2026-07-07 Bixby Timothy eChief Financial Officer Saleplan 73,000 79.18 $5.78M 174,263 Form 4
2026-07-06 Peters John SheldonChief Insurance Officer Sale 3,444 79.00 $272,076 77,942 Form 4
2026-06-04 Peters John SheldonChief Insurance Officer Saleplan 3,608 52.94 $191,008 81,386 Form 4
2026-06-03 Bixby Timothy eChief Financial Officer Sale 2,227 53.17 $118,410 247,263 Form 4
2026-06-03 Peters John SheldonChief Insurance Officer Saleplan 1,735 53.17 $92,250 84,994 Form 4
2026-06-03 Prosor MayaChief Business Officer Sale 1,220 53.17 $64,867 187,573 Form 4
2026-03-10 Angelidis-Smith MariaDirector Buy 3,350 55.30 $185,255 14,896 Form 4/A
2026-03-10 Angelidis-Smith MariaDirector Buyindirect 5,390 55.70 $300,223 38,944 Form 4/A
2026-03-04 Peters John SheldonChief Insurance Officer Saleplan 3,571 52.50 $187,478 76,729 Form 4
2026-03-03 Bixby Timothy eChief Financial Officer Sale 2,135 50.12 $107,006 249,490 Form 4
2026-03-03 Peters John SheldonChief Insurance Officer Saleplan 1,773 50.12 $88,863 80,300 Form 4
2026-03-03 Prosor MayaChief Business Officer Sale 223 50.12 $11,177 7,404 Form 4
2026-01-23 Schreiber Daniel A.Director, Chief Executive Officer Saleplanindirect 9,108 99.04 $902,056 1,514,426 Form 4
2026-01-22 Schreiber Daniel A.Director, Chief Executive Officer Saleplanindirect 126,625 94.74 $12.00M 1,523,534 Form 4
2026-01-22 Peters John SheldonChief Insurance Officer Saleplan 9,000 90.00 $810,000 70,228 Form 4
2026-01-06 Peters John SheldonChief Insurance Officer Saleplan 10,000 80.00 $800,000 60,771 Form 4
2025-12-11 Eckstein AdinaChief Operating Officer Saleplan 7,919 84.15 $666,384 188,391 Form 4
2025-12-11 Schwartz DebraDirector Sale 4,200 83.59 $351,078 21,567 Form 4
2025-12-10 Peters John SheldonChief Insurance Officer Sale 3,554 81.00 $287,874 70,771 Form 4
2025-12-10 Eckstein AdinaChief Operating Officer Saleplan 7,919 81.15 $642,627 196,310 Form 4
2025-12-09 Eckstein AdinaChief Operating Officer Saleplan 29,237 77.17 $2.26M 204,229 Form 4
2025-12-08 Eckstein AdinaChief Operating Officer Saleplan 17,799 78.97 $1.41M 227,987 Form 4
2025-12-08 Eckstein AdinaChief Operating Officer Saleplan 15,839 78.92 $1.25M 212,148 Form 4
2025-12-08 Eckstein AdinaChief Operating Officer Saleplan 7,919 78.94 $625,126 204,229 Form 4
2025-12-03 Peters John SheldonChief Insurance Officer Saleplan 2,667 72.37 $193,011 74,325 Form 4
2025-12-02 Bixby Timothy eChief Financial Officer Sale 2,862 72.74 $208,182 251,625 Form 4
2025-12-02 Peters John SheldonChief Insurance Officer Saleplan 2,677 72.74 $194,725 76,992 Form 4
2025-12-02 Prosor MayaChief Business Officer Sale 198 72.74 $14,403 7,627 Form 4
2025-11-24 Peters John SheldonChief Insurance Officer Saleplan 3,798 73.25 $278,204 79,669 Form 4
2025-11-20 Peters John SheldonChief Insurance Officer Saleplan 18,930 72.77 $1.38M 83,467 Form 4
2025-11-11 Bixby Timothy eChief Financial Officer Saleindirect 30,000 75.51 $2.27M 0 Form 4
2025-11-10 Eckstein AdinaChief Operating Officer Saleplan 5,988 78.00 $467,064 227,987 Form 4
2025-11-07 Eckstein AdinaChief Operating Officer Saleplan 20,000 72.04 $1.44M 227,987 Form 4
2025-11-07 Eckstein AdinaChief Operating Officer Saleplan 20,000 74.00 $1.48M 227,987 Form 4
2025-09-03 Bixby Timothy eChief Financial Officer Sale 2,906 50.34 $146,288 260,487 Form 4
71 more
2025-09-03 Peters John SheldonChief Insurance Officer Sale 2,718 50.34 $136,824 102,397 Form 4
2025-09-03 Prosor MayaChief Business Officer Sale 282 50.34 $14,196 7,825 Form 4
2025-08-13 Eckstein AdinaChief Operating Officer Saleplan 5,000 58.00 $290,000 189,653 Form 4
2025-08-13 Peters John SheldonChief Insurance Officer Sale 38,155 60.00 $2.29M 105,115 Form 4
2025-08-11 Eckstein AdinaChief Operating Officer Saleplan 0 53.00 – 189,653 Form 4
2025-08-05 Eckstein AdinaChief Operating Officer Saleplan 5,000 49.00 $245,000 189,653 Form 4
2025-07-21 Bixby Timothy eChief Financial Officer Saleplan 1,000 42.70 $42,700 263,393 Form 4
2025-07-18 Bixby Timothy eChief Financial Officer Saleplan 6,000 42.50 $255,000 263,393 Form 4
2025-07-14 Bixby Timothy eChief Financial Officer Saleplan 5,000 38.16 $190,800 263,393 Form 4
2025-07-07 Bixby Timothy eChief Financial Officer Saleplan 5,000 42.28 $211,400 269,393 Form 4
2025-07-07 Bixby Timothy eChief Financial Officer Saleplan 6,000 42.50 $255,000 263,393 Form 4
2025-06-30 Bixby Timothy eChief Financial Officer Saleplan 11,000 42.69 $469,590 263,393 Form 4
2025-06-23 Peters John SheldonChief Insurance Officer Saleplan 6,543 45.00 $294,435 106,115 Form 4
2025-06-23 Bixby Timothy eChief Financial Officer Saleplan 11,000 43.36 $476,960 263,393 Form 4
2025-06-23 Eckstein AdinaChief Operating Officer Saleplan 5,000 45.00 $225,000 189,653 Form 4
2025-06-16 Bixby Timothy eChief Financial Officer Saleplan 5,000 41.06 $205,300 269,393 Form 4
2025-06-16 Bixby Timothy eChief Financial Officer Saleplan 6,000 42.50 $255,000 263,393 Form 4
2025-06-11 Bixby Timothy eChief Financial Officer Saleplan 6,000 42.50 $255,000 263,393 Form 4
2025-06-09 Bixby Timothy eChief Financial Officer Saleplan 5,000 40.30 $201,500 263,393 Form 4
2025-06-05 Bixby Timothy eChief Financial Officer Saleplan 5,000 37.50 $187,500 263,393 Form 4
2025-06-03 Prosor MayaChief Business Officer Sale 252 35.25 $8,883 8,107 Form 4
2025-06-03 Bixby Timothy eChief Financial Officer Sale 1,916 35.25 $67,539 263,393 Form 4
2025-06-03 Peters John SheldonChief Insurance Officer Sale 1,494 35.25 $52,664 106,115 Form 4
2025-05-13 SoftBank Group Capital Ltd10% owner Sale 310,190 32.79 $10.17M 7,188,533 Form 4
2025-05-13 SoftBank Group Capital Ltd10% owner Sale 77,092 33.03 $2.55M 7,111,441 Form 4
2025-05-12 SoftBank Group Capital Ltd10% owner Sale 177,762 31.92 $5.67M 7,820,961 Form 4
2025-05-12 SoftBank Group Capital Ltd10% owner Sale 277,835 32.32 $8.98M 7,543,126 Form 4
2025-05-12 SoftBank Group Capital Ltd10% owner Sale 44,403 33.12 $1.47M 7,498,723 Form 4
2025-05-09 SoftBank Group Capital Ltd10% owner Sale 471,960 31.15 $14.70M 7,998,723 Form 4
2025-05-08 SoftBank Group Capital Ltd10% owner Sale 79,024 30.87 $2.44M 8,891,659 Form 4
2025-05-08 SoftBank Group Capital Ltd10% owner Sale 420,976 31.29 $13.17M 8,470,683 Form 4
2025-05-07 SoftBank Group Capital Ltd10% owner Sale 146,383 30.66 $4.49M 9,140,422 Form 4
2025-05-07 SoftBank Group Capital Ltd10% owner Sale 152,910 31.51 $4.82M 8,987,512 Form 4
2025-05-07 SoftBank Group Capital Ltd10% owner Sale 16,829 32.01 $538,696 8,970,683 Form 4
2025-05-06 SoftBank Group Capital Ltd10% owner Sale 61,928 30.80 $1.91M 9,555,841 Form 4
2025-05-06 SoftBank Group Capital Ltd10% owner Sale 253,805 31.44 $7.98M 9,302,036 Form 4
2025-05-06 SoftBank Group Capital Ltd10% owner Sale 15,231 32.29 $491,809 9,286,805 Form 4
2025-05-05 SoftBank Group Capital Ltd10% owner Sale 398,215 30.27 $12.05M 9,617,769 Form 4
2025-05-02 SoftBank Group Capital Ltd10% owner Sale 422,177 30.17 $12.74M 10,015,984 Form 4
2025-04-29 SoftBank Group Capital Ltd10% owner Sale 13,815 30.01 $414,588 10,438,161 Form 4
2025-04-28 SoftBank Group Capital Ltd10% owner Sale 500 30.00 $15,000 10,451,976 Form 4
2025-03-26 SoftBank Group Capital Ltd10% owner Sale 42,160 37.22 $1.57M 10,452,476 Form 4
2025-03-24 SoftBank Group Capital Ltd10% owner Sale 85,132 36.90 $3.14M 10,614,079 Form 4
2025-03-24 SoftBank Group Capital Ltd10% owner Sale 112,714 37.15 $4.19M 10,501,365 Form 4
2025-03-24 SoftBank Group Capital Ltd10% owner Sale 6,729 38.03 $255,904 10,494,636 Form 4
2025-03-24 Bixby Timothy eChief Financial Officer Saleplan 5,000 37.50 $187,500 265,309 Form 4
2025-03-04 Prosor MayaChief Business Officer Sale 325 33.79 $10,982 8,359 Form 4
2025-03-04 Peters John SheldonChief Insurance Officer Sale 1,899 33.79 $64,167 87,609 Form 4
2025-03-04 Bixby Timothy eChief Financial Officer Sale 6,243 33.79 $210,951 265,309 Form 4
2024-12-30 Peters John SheldonChief Insurance Officer Saleplan 10,000 38.67 $386,700 88,493 Form 4
2024-12-30 Peters John SheldonChief Insurance Officer Saleplan 18,985 38.67 $734,150 69,508 Form 4
2024-12-18 SoftBank Group Capital Ltd10% owner Sale 7,067 43.02 $304,022 10,699,211 Form 4
2024-12-17 SoftBank Group Capital Ltd10% owner Sale 525,324 43.31 $22.75M 10,738,245 Form 4
2024-12-17 SoftBank Group Capital Ltd10% owner Sale 31,967 44.21 $1.41M 10,706,278 Form 4
2024-12-16 SoftBank Group Capital Ltd10% owner Sale 388,306 44.37 $17.23M 11,595,078 Form 4
2024-12-16 SoftBank Group Capital Ltd10% owner Sale 59,469 45.14 $2.68M 11,535,609 Form 4
2024-12-16 SoftBank Group Capital Ltd10% owner Sale 17,225 46.39 $799,068 11,518,384 Form 4
2024-12-16 SoftBank Group Capital Ltd10% owner Sale 254,815 43.81 $11.16M 11,263,569 Form 4
2024-12-13 Eisenberg Michael ADirector Sale 12,000 40.15 $481,800 94,670 Form 4
2024-12-03 Prosor MayaChief Business Officer Sale 304 45.50 $13,832 8,684 Form 4
2024-12-03 Peters John SheldonChief Insurance Officer Sale 1,790 45.50 $81,445 88,493 Form 4
2024-11-21 Prosor MayaChief Business Officer Saleplanindirect 30,000 50.00 $1.50M 29,286 Form 4
2024-11-21 Eckstein AdinaChief Operating Officer Saleplan 15,000 50.00 $750,000 198,297 Form 4
2024-11-21 Eckstein AdinaChief Operating Officer Saleplan 1,769 50.00 $88,450 196,528 Form 4
2024-11-21 Eckstein AdinaChief Operating Officer Saleplan 6,875 50.00 $343,750 189,653 Form 4
2024-11-19 Eckstein AdinaChief Operating Officer Saleplan 15,000 40.00 $600,000 198,297 Form 4
2024-11-19 Eckstein AdinaChief Operating Officer Saleplan 1,769 40.00 $70,760 196,528 Form 4
2024-11-19 Eckstein AdinaChief Operating Officer Saleplan 6,875 40.00 $275,000 189,653 Form 4
2024-11-13 Angelidis-Smith MariaDirector Buyindirect 15,042 33.23 $499,846 33,554 Form 4
2024-11-11 Prosor MayaChief Business Officer Saleplanindirect 20,000 30.00 $600,000 59,286 Form 4
2024-11-08 Angelidis-Smith MariaDirector Buyindirect 18,512 27.42 $507,599 18,512 Form 4

Grants, exercises and other transactions

Pay, tax and paperwork rather than a choice to trade at the market price. Two years.

36 × option exercise22 × grant or award6 × gift
Show them
DateInsiderWhatShares PriceHolds afterFiling
2026-09-02 Wininger ShaiDirector, President Gift G −1,876 – 4,416,873 Form 4
2026-07-27 Peters John SheldonChief Insurance Officer Grant or award A +10,000 – 87,942 Form 4
2026-06-10 Eisenberg Michael ADirector Gift G −5,000 – 195,452 Form 4
2026-06-03 Schwartz DebraDirector Grant or award A +2,848 – 24,415 Form 4
2026-06-03 Haj-Yehia SamerDirector Grant or award A +2,848 – 27,187 Form 4
2026-06-03 Angelidis-Smith MariaDirector Grant or award A +2,848 – 17,744 Form 4
2026-06-03 Seeley GeoffDirector Grant or award A +2,848 – 5,967 Form 4
2026-06-03 Ratanchandani PrashantDirector Grant or award A +2,848 – 6,185 Form 4
2026-03-18 Wininger ShaiDirector, President Grant or award A +820,000 – 4,238,749 Form 4
2026-03-18 Wininger ShaiDirector, President Grant or award A +180,000 – 4,418,749 Form 4
2026-03-18 Schreiber Daniel A.Director, Chief Executive Officer Grant or award A +820,000 – 844,327 Form 4
2026-03-18 Schreiber Daniel A.Director, Chief Executive Officer Grant or award A +180,000 – 1,024,327 Form 4
2026-03-10 Angelidis-Smith MariaDirector Grant or award A +3,350 55.30 14,896 Form 4
2026-03-10 Angelidis-Smith MariaDirector Grant or award A +5,390 55.70 38,944 Form 4
2026-03-08 Eckstein AdinaChief Operating Officer Grant or award A +145,112 – 333,503 Form 4
2026-03-08 Prosor MayaChief Business Officer Grant or award A +181,389 – 188,793 Form 4
2026-02-12 Peters John SheldonChief Insurance Officer Option exercise M +11,845 11.61 82,073 Form 4
2026-01-08 Peters John SheldonChief Insurance Officer Option exercise M +18,457 5.26 79,228 Form 4
2025-12-09 Eckstein AdinaChief Operating Officer Option exercise M +29,237 44.57 233,466 Form 4
2025-12-08 Eckstein AdinaChief Operating Officer Option exercise M +16,250 24.47 244,237 Form 4
2025-12-08 Eckstein AdinaChief Operating Officer Option exercise M +1,549 44.57 245,786 Form 4
2025-11-11 Schreiber Daniel A.Director, Chief Executive Officer Gift G −35,000 – 24,327 Form 4
2025-11-10 Eckstein AdinaChief Operating Officer Option exercise M +5,988 27.35 233,975 Form 4
2025-11-07 Bixby Timothy eChief Financial Officer Gift G −6,000 – 254,487 Form 4
2025-11-07 Eckstein AdinaChief Operating Officer Option exercise M +20,000 27.35 247,987 Form 4
2025-11-07 Eckstein AdinaChief Operating Officer Option exercise M +20,000 27.35 247,987 Form 4
2025-10-16 Ratanchandani PrashantDirector Grant or award A +3,337 – 3,337 Form 4
2025-10-07 Seeley GeoffDirector Grant or award A +3,119 – 3,119 Form 4
2025-09-12 Eisenberg Michael ADirector Gift G −4,000 – 200,452 Form 4
2025-08-21 Eckstein AdinaChief Operating Officer Grant or award A +38,334 – 227,987 Form 4
2025-08-13 Eckstein AdinaChief Operating Officer Option exercise M +5,000 24.47 189,653 Form 4
2025-08-13 Peters John SheldonChief Insurance Officer Option exercise M +38,155 11.61 143,270 Form 4
2025-08-12 Peters John SheldonChief Insurance Officer Gift G −1,000 – 105,115 Form 4
2025-08-11 Eckstein AdinaChief Operating Officer Option exercise M +0 24.47 189,653 Form 4
2025-08-05 Eckstein AdinaChief Operating Officer Option exercise M +1,250 23.69 190,903 Form 4
2025-08-05 Eckstein AdinaChief Operating Officer Option exercise M +3,750 23.69 194,653 Form 4
2025-07-21 Bixby Timothy eChief Financial Officer Option exercise M +1,000 23.69 264,393 Form 4
2025-07-18 Bixby Timothy eChief Financial Officer Option exercise M +6,000 23.69 269,393 Form 4
2025-07-14 Bixby Timothy eChief Financial Officer Option exercise M +5,000 23.69 268,393 Form 4
2025-07-07 Bixby Timothy eChief Financial Officer Option exercise M +11,000 23.69 274,393 Form 4
2025-06-30 Bixby Timothy eChief Financial Officer Option exercise M +11,000 23.69 274,393 Form 4
2025-06-23 Peters John SheldonChief Insurance Officer Option exercise M +6,543 5.26 112,658 Form 4
2025-06-23 Bixby Timothy eChief Financial Officer Option exercise M +11,000 23.69 274,393 Form 4
2025-06-23 Eckstein AdinaChief Operating Officer Option exercise M +5,000 23.69 194,653 Form 4
2025-06-16 Bixby Timothy eChief Financial Officer Option exercise M +11,000 23.69 274,393 Form 4
2025-06-11 Bixby Timothy eChief Financial Officer Option exercise M +6,000 23.69 269,393 Form 4
2025-06-10 Angelidis-Smith MariaDirector Grant or award A +4,184 – 11,546 Form 4
2025-06-10 Schwartz DebraDirector Grant or award A +4,184 – 25,767 Form 4
2025-06-10 Haj-Yehia SamerDirector Grant or award A +4,184 – 24,339 Form 4
2025-06-09 Bixby Timothy eChief Financial Officer Option exercise M +5,000 23.69 268,393 Form 4
2025-06-05 Bixby Timothy eChief Financial Officer Option exercise M +5,000 23.69 268,393 Form 4
2025-04-02 Peters John SheldonChief Insurance Officer Option exercise M +20,000 2.65 107,609 Form 4
2025-03-24 Bixby Timothy eChief Financial Officer Option exercise M +5,000 23.69 270,309 Form 4
2025-01-02 Peters John SheldonChief Insurance Officer Option exercise M +10,000 2.65 89,508 Form 4
2024-12-31 Peters John SheldonChief Insurance Officer Option exercise M +10,000 2.65 79,508 Form 4
2024-12-30 Peters John SheldonChief Insurance Officer Option exercise M +10,000 5.26 98,493 Form 4
2024-11-21 Eckstein AdinaChief Operating Officer Option exercise M +15,000 24.47 204,653 Form 4
2024-11-21 Eckstein AdinaChief Operating Officer Option exercise M +1,769 27.35 206,422 Form 4
2024-11-21 Eckstein AdinaChief Operating Officer Option exercise M +6,875 23.69 213,297 Form 4
2024-11-19 Eckstein AdinaChief Operating Officer Option exercise M +15,000 24.47 204,653 Form 4
2024-11-19 Eckstein AdinaChief Operating Officer Option exercise M +1,769 27.35 206,422 Form 4
2024-11-19 Eckstein AdinaChief Operating Officer Option exercise M +6,875 23.69 213,297 Form 4
2024-11-01 Angelidis-Smith MariaDirector Grant or award A +7,362 – 7,362 Form 4/A
2024-10-31 Angelidis-Smith MariaDirector Grant or award A +7,362 23.77 7,362 Form 4

How to read it

Buy, sale
Code P and S on the form: shares bought or sold in the market, at the market price. The other codes are mostly pay (a grant, an option exercised) or tax (shares the company withheld), and say little about what the insider thinks of the price.
Plan
A sale or purchase under a Rule 10b5-1 plan, set up in advance and running on its own schedule. Since April 2023 the form has a box for it. Much executive selling is planned and says more about diversifying than about the company.
Holds after
The shares the insider still held after the trade, in the form the trade was in (directly, or indirectly through a trust or a fund).
Value
Shares times the price the form reports, which is often an average over several fills on the day.

Read from the SEC's own quarterly data sets of Forms 3, 4 and 5, and from each day's filings since the last one. A correcting amendment replaces the lines it restates. Every row links to its filing. None of this is advice: insiders sell for many reasons, and buy for fewer.

Lemonade's scores and multiples ›