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Lemonade, Inc.

LMND Net selling
CIK 0001691421 #1538 in the set updated 17 Sep 2026
Bought (120 mo)
$1.48M
out of their own pocket, the only kind of buying there is
Sold (120 mo)
$577.46M
$26.47M on a plan · $29.28M straight out of an exercise
Sold at will
$521.72M
278 of 347 sales
Net
−$575.98M
−$520.24M against sales at will

By person

25 insiders · 360 transactions
Insider
Role
Bought
Sold
Net
Holding
Of company
Worth
Change
SoftBank Group Capital Ltd entity
10% owner
—
$170.10M (29)
−$170.10M
7,111,441
9.19%
$387.22M
−40.7%
Cutler Joel E
Director
—
$136.27M (8)
−$136.27M
820,182
1.06%
$44.66M
—
Schreiber Daniel A.
Chief Executive Officer
—
$100.03M (39)
−$100.03M
2,538,753
3.28%
$138.24M
+0.1%
Wininger Shai
President
—
$63.14M (57)
−$63.14M
4,416,873
5.71%
$240.50M
+11.9%
Peters John Sheldon
Chief Insurance Officer
—
$28.62M (77)
−$28.62M
73,834
0.0954%
$4.02M
−62.8%
BIXBY TIMOTHY E
Chief Financial Officer
$470.05K (3)
$26.93M (58)
−$26.46M
172,370
0.2227%
$9.39M
−50.8%
HUTTON GEORGE THOMPSON
Director
—
$15.94M (1)
−$15.94M
15,000
0.0194%
$816.75K
−87.0%
Eckstein Adina
Chief Operating Officer
—
$13.12M (19) scheduled
−$13.12M
333,503
0.4309%
$18.16M
+3,235%
Eisenberg Michael A
Director
—
$10.43M (36)
−$10.43M
606,240
0.7833%
$33.01M
—
Espinel Jorge
CBDO
—
$7.55M (8) scheduled
−$7.55M
0
0.0000%
$0.00
—
Seidman Becker Caryn
Director
—
$2.67M (1) scheduled
−$2.67M
0
0.0000%
$0.00
—
Prosor Maya
Chief Business Officer
—
$2.31M (13) scheduled
−$2.31M
245,105
0.3167%
$13.35M
+121.2%
Angelidis-Smith Maria
Director
$1.01M (2)
—
+$1.01M
56,688
0.0732%
$3.09M
—
Schwartz Debra
Director
—
$351.08K (1)
−$351.08K
24,415
0.0315%
$1.33M
+1,610%
SC ISRAEL VENTURE V (TTGP), LTD. entity
10% owner
—
—
—
4,539,063
5.86%
$247.15M
—
General Catalyst Group Management Holdings GP, LLC entity
10% owner
—
—
—
1,729,622
2.23%
$94.18M
—
Aleph, L.P.
10% owner
—
—
—
410,788
0.5308%
$22.37M
—
SADGER HAIM
Director
—
—
—
386,688
0.4996%
$21.06M
—
Haj-Yehia Samer
Director
—
—
—
27,187
0.0351%
$1.48M
—
Nyatta Mwashuma Kamata
Director
—
—
—
23,189
0.0300%
$1.26M
—
Martincevic Silvija
Director
—
—
—
18,462
0.0239%
$1.01M
—
Novoselsky Irina
Director
—
—
—
18,462
0.0239%
$1.01M
—
Ratanchandani Prashant
Director
—
—
—
6,185
0.0080%
$336.77K
—
Seeley Geoff
Director
—
—
—
5,967
0.0077%
$324.90K
—
Clavel Alex
Former 10% Owner
—
—
—
0
0.0000%
$0.00
−100.0%

Individual transactions

45
Insider
Date
Role
Action
Shares
Price
Amount
Eckstein Adina
9 Dec 2025
Chief Operating Officer
Sold after exercise
29,237
$77.17
$2.26M
Eckstein Adina
8 Dec 2025
Chief Operating Officer
Sold after exercise
7,919
$78.94
$625.13K
Eckstein Adina
8 Dec 2025
Chief Operating Officer
Sold after exercise
15,839
$78.92
$1.25M
Eckstein Adina
8 Dec 2025
Chief Operating Officer
Sold after exercise
17,799
$78.97
$1.41M
Eckstein Adina
10 Nov 2025
Chief Operating Officer
Sold after exercise
5,988
$78.00
$467.06K
Eckstein Adina
7 Nov 2025
Chief Operating Officer
Sold after exercise
20,000
$74.00
$1.48M
Eckstein Adina
7 Nov 2025
Chief Operating Officer
Sold after exercise
20,000
$72.04
$1.44M
Eckstein Adina
13 Aug 2025
Chief Operating Officer
Sold after exercise
5,000
$58.00
$290.00K
Peters John Sheldon
13 Aug 2025
Chief Insurance Officer
Sold after exercise
38,155
$60.00
$2.29M
Eckstein Adina
11 Aug 2025
Chief Operating Officer
Sold after exercise
0
$53.00
$0.00
Eckstein Adina
5 Aug 2025
Chief Operating Officer
Sold after exercise
5,000
$49.00
$245.00K
BIXBY TIMOTHY E
21 Jul 2025
Chief Financial Officer
Sold after exercise
1,000
$42.70
$42.70K
BIXBY TIMOTHY E
18 Jul 2025
Chief Financial Officer
Sold after exercise
6,000
$42.50
$255.00K
BIXBY TIMOTHY E
14 Jul 2025
Chief Financial Officer
Sold after exercise
5,000
$38.16
$190.80K
BIXBY TIMOTHY E
7 Jul 2025
Chief Financial Officer
Sold after exercise
6,000
$42.50
$255.00K
BIXBY TIMOTHY E
7 Jul 2025
Chief Financial Officer
Sold after exercise
5,000
$42.28
$211.40K
BIXBY TIMOTHY E
30 Jun 2025
Chief Financial Officer
Sold after exercise
11,000
$42.69
$469.59K
Peters John Sheldon
23 Jun 2025
Chief Insurance Officer
Sold after exercise
6,543
$45.00
$294.44K
BIXBY TIMOTHY E
23 Jun 2025
Chief Financial Officer
Sold after exercise
11,000
$43.36
$476.96K
Eckstein Adina
23 Jun 2025
Chief Operating Officer
Sold after exercise
5,000
$45.00
$225.00K
BIXBY TIMOTHY E
16 Jun 2025
Chief Financial Officer
Sold after exercise
6,000
$42.50
$255.00K
BIXBY TIMOTHY E
16 Jun 2025
Chief Financial Officer
Sold after exercise
5,000
$41.06
$205.30K
BIXBY TIMOTHY E
11 Jun 2025
Chief Financial Officer
Sold after exercise
6,000
$42.50
$255.00K
BIXBY TIMOTHY E
9 Jun 2025
Chief Financial Officer
Sold after exercise
5,000
$40.30
$201.50K
BIXBY TIMOTHY E
5 Jun 2025
Chief Financial Officer
Sold after exercise
5,000
$37.50
$187.50K
BIXBY TIMOTHY E
24 Mar 2025
Chief Financial Officer
Sold after exercise
5,000
$37.50
$187.50K
Peters John Sheldon
30 Dec 2024
Chief Insurance Officer
Sold after exercise
18,985
$38.67
$734.15K
Peters John Sheldon
30 Dec 2024
Chief Insurance Officer
Sold after exercise
10,000
$38.67
$386.70K
Eckstein Adina
21 Nov 2024
Chief Operating Officer
Sold after exercise
6,875
$50.00
$343.75K
Eckstein Adina
21 Nov 2024
Chief Operating Officer
Sold after exercise
1,769
$50.00
$88.45K
Eckstein Adina
21 Nov 2024
Chief Operating Officer
Sold after exercise
15,000
$50.00
$750.00K
Eckstein Adina
19 Nov 2024
Chief Operating Officer
Sold after exercise
6,875
$40.00
$275.00K
Eckstein Adina
19 Nov 2024
Chief Operating Officer
Sold after exercise
1,769
$40.00
$70.76K
Eckstein Adina
19 Nov 2024
Chief Operating Officer
Sold after exercise
15,000
$40.00
$600.00K
Peters John Sheldon
17 Jul 2023
Chief Insurance Officer
Sold after exercise
5,000
$20.00
$100.00K
Peters John Sheldon
1 Nov 2022
Chief Insurance Officer
Sold after exercise
4,265
$25.00
$106.63K
Peters John Sheldon
3 Nov 2021
Chief Insurance Officer
Sold after exercise
500
$72.00
$36.00K
Peters John Sheldon
1 Sep 2021
Chief Insurance Officer
Sold after exercise
250
$80.00
$20.00K
Peters John Sheldon
1 Sep 2021
Chief Insurance Officer
Sold after exercise
250
$76.48
$19.12K
Peters John Sheldon
2 Aug 2021
Chief Insurance Officer
Sold after exercise
250
$90.00
$22.50K
Peters John Sheldon
2 Aug 2021
Chief Insurance Officer
Sold after exercise
500
$88.01
$44.01K
Seidman Becker Caryn
16 Mar 2021
Director
Sold after exercise
25,000
$106.80
$2.67M
Espinel Jorge
1 Mar 2021
CBDO
Sold after exercise
15,000
$127.00
$1.91M
Espinel Jorge
1 Mar 2021
CBDO
Sold after exercise
20,000
$127.00
$2.54M
Espinel Jorge
1 Mar 2021
CBDO
Sold after exercise
15,000
$130.00
$1.95M
Showing 250 of 360 transactions. The figures above use every one of them.

What was left out

Form 4 filings counted 227
Amendments (4/A) skipped 4
Filings about a different issuer 0
Unreadable filings 0
Joint filings 3
Sales on a Rule 10b5-1 plan 19
Sales straight out of an exercise 50
Sales at will 278
Transactions with no price 0
Shares from compensation/vesting 45,627,609
Sales filed before the plan box existed 209
History held since 8 Jul 2020