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United States Insurance

Lemonade Inc (LMND)

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Over the last 90 days, Lemonade Inc. has seen significant insider selling, with a net value of -$275,526.94 and a net count of -3 executives. All reported transactions were sales, totaling $933,085.50. Notably, officers like John Sheldon Peters and Timothy E. Bixby have been involved in multiple proposed and actual sales.
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Ticker: LMND Exchange: NYS
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• Purchase • Sale • Planned purchase • Planned sale Net purchase Net sale Activity signal Earnings
Top insiders
Trades
Peters John Sheldon
Chief Insurance Officer
2 sales — total 200,000 USD
Planned sale 4 Jun 2026
Value US$3,190,108.86 | Price 104.32 | Shares 92,055
Proposed sale 4 Jun 2026
Value US$3,667,785.33 | Price 21.32 | Shares 78,296
Sale 3 Jun 2026
Value US$58,320.27 | Price 155.78 | Shares 37,462
Proposed sale 3 Jun 2026
Value US$4,590,767.42 | Price 37.25 | Shares 81,704
Sale 3 Jun 2026
Value US$100,000.00 | Price 53.17 | Shares 1,000
Proposed sale 3 Jun 2026
Value US$100,000.00 | Price 53.17 | Shares 1,000
Sale 3 Jun 2026
Value US$100,000.00 | Price 53.17 | Shares 1,000
Proposed sale 3 Jun 2026
Value US$100,000.00 | Price 53.17 | Shares 1,000
Planned sale 4 Mar 2026
Value US$187,477.50 | Price 52.50 | Shares 3,571
Proposed sale 4 Mar 2026
Value US$187,477.50 | Price 52.50 | Shares 3,571
Sale 3 Mar 2026
Value US$107,006.20 | Price 50.12 | Shares 2,135
Proposed sale 3 Mar 2026
Value US$107,011.32 | Price 50.12 | Shares 2,135
Sale 3 Mar 2026
Value US$88,862.76 | Price 50.12 | Shares 1,773
Proposed sale 3 Mar 2026
Value US$88,867.02 | Price 50.12 | Shares 1,773
Sale 3 Mar 2026
Value US$11,176.76 | Price 50.12 | Shares 223
Proposed sale 3 Mar 2026
Value US$11,177.30 | Price 50.12 | Shares 223
Planned sale 23 Jan 2026
Value US$902,056.32 | Price 99.04 | Shares 9,108
Planned sale 22 Jan 2026
Value US$11,996,452.50 | Price 94.74 | Shares 126,625
Planned sale 22 Jan 2026
Value US$810,000.00 | Price 90.00 | Shares 9,000
Proposed sale 22 Jan 2026
Value US$810,000.00 | Price 90.00 | Shares 9,000
Proposed sale 22 Jan 2026
Value US$13,906,080.00 | Price 96.57 | Shares 144,000
Planned sale 6 Jan 2026
Value US$800,000.00 | Price 80.00 | Shares 10,000
Proposed sale 6 Jan 2026
Value US$800,000.00 | Price 80.00 | Shares 10,000
Sale 11 Dec 2025
Value US$351,078.00 | Price 83.59 | Shares 4,200
Proposed sale 11 Dec 2025
Value US$351,081.78 | Price 83.59 | Shares 4,200
Planned sale 11 Dec 2025
Value US$666,383.85 | Price 84.15 | Shares 7,919
Proposed sale 11 Dec 2025
Value US$620,612.03 | Price 78.37 | Shares 7,919
Sale 10 Dec 2025
Value US$287,874.00 | Price 81.00 | Shares 3,554
Proposed sale 10 Dec 2025
Value US$287,874.00 | Price 81.00 | Shares 3,554
Planned sale 10 Dec 2025
Value US$642,626.85 | Price 81.15 | Shares 7,919
Proposed sale 10 Dec 2025
Value US$626,947.00 | Price 79.17 | Shares 7,919
Planned sale 9 Dec 2025
Value US$2,256,219.29 | Price 77.17 | Shares 29,237
Planned sale 8 Dec 2025
Value US$625,125.86 | Price 78.94 | Shares 7,919
Planned sale 8 Dec 2025
Value US$1,250,013.88 | Price 78.92 | Shares 15,839
Planned sale 8 Dec 2025
Value US$1,405,587.03 | Price 78.97 | Shares 17,799
Proposed sale 8 Dec 2025
Value US$5,590,602.18 | Price 78.97 | Shares 70,794
Planned sale 3 Dec 2025
Value US$193,010.79 | Price 72.37 | Shares 2,667
Proposed sale 3 Dec 2025
Value US$193,010.79 | Price 72.37 | Shares 2,667
Sale 2 Dec 2025
Value US$194,724.98 | Price 72.74 | Shares 2,677
Proposed sale 2 Dec 2025
Value US$194,711.06 | Price 72.73 | Shares 2,677
Sale 2 Dec 2025
Value US$14,402.52 | Price 72.74 | Shares 198
Proposed sale 2 Dec 2025
Value US$14,401.49 | Price 72.73 | Shares 198
Sale 2 Dec 2025
Value US$208,181.88 | Price 72.74 | Shares 2,862
Proposed sale 2 Dec 2025
Value US$208,167.00 | Price 72.73 | Shares 2,862
Proposed sale 24 Nov 2025
Value US$278,205.02 | Price 73.25 | Shares 3,798
Sale 24 Nov 2025
Value US$278,203.50 | Price 73.25 | Shares 3,798
Planned sale 20 Nov 2025
Value US$1,377,536.10 | Price 72.77 | Shares 18,930
Proposed sale 20 Nov 2025
Value US$1,377,536.10 | Price 72.77 | Shares 18,930
Proposed sale 11 Nov 2025
Value US$2,265,144.00 | Price 75.50 | Shares 30,000
Sale 11 Nov 2025
Value US$2,265,300.00 | Price 75.51 | Shares 30,000
Sale 10 Nov 2025
Value US$467,064.00 | Price 78.00 | Shares 5,988
Proposed sale 10 Nov 2025
Value US$467,064.00 | Price 78.00 | Shares 5,988
Sale 7 Nov 2025
Value US$1,480,000.00 | Price 74.00 | Shares 20,000
Sale 7 Nov 2025
Value US$1,440,800.00 | Price 72.04 | Shares 20,000
Proposed sale 7 Nov 2025
Value US$1,480,000.00 | Price 74.00 | Shares 20,000
Proposed sale 7 Nov 2025
Value US$1,440,867.79 | Price 72.04 | Shares 20,000
Sale 3 Sep 2025
Value US$14,195.88 | Price 50.34 | Shares 282
Proposed sale 3 Sep 2025
Value US$14,196.53 | Price 50.34 | Shares 282
Sale 3 Sep 2025
Value US$146,288.04 | Price 50.34 | Shares 2,906
Proposed sale 3 Sep 2025
Value US$146,294.73 | Price 50.34 | Shares 2,906
Sale 3 Sep 2025
Value US$136,824.12 | Price 50.34 | Shares 2,718
Proposed sale 3 Sep 2025
Value US$136,830.37 | Price 50.34 | Shares 2,718
Planned sale 13 Aug 2025
Value US$290,000.00 | Price 58.00 | Shares 5,000
Proposed sale 13 Aug 2025
Value US$272,950.00 | Price 54.59 | Shares 5,000
Planned sale 13 Aug 2025
Value US$2,289,300.00 | Price 60.00 | Shares 38,155
Proposed sale 13 Aug 2025
Value US$2,289,300.00 | Price 60.00 | Shares 38,155
Proposed sale 11 Aug 2025
Value US$244,900.00 | Price 48.98 | Shares 5,000
Planned sale 5 Aug 2025
Value US$245,000.00 | Price 49.00 | Shares 5,000
Proposed sale 5 Aug 2025
Value US$239,650.00 | Price 47.93 | Shares 5,000
Planned sale 21 Jul 2025
Value US$42,700.00 | Price 42.70 | Shares 1,000
Proposed sale 21 Jul 2025
Value US$42,700.00 | Price 42.70 | Shares 1,000
Planned sale 18 Jul 2025
Value US$255,000.00 | Price 42.50 | Shares 6,000
Proposed sale 18 Jul 2025
Value US$255,000.00 | Price 42.50 | Shares 6,000
Planned sale 14 Jul 2025
Value US$190,800.00 | Price 38.16 | Shares 5,000
Proposed sale 14 Jul 2025
Value US$190,800.00 | Price 38.16 | Shares 5,000
Abbreviations B: Buy, S: Sell, PP: Planned purchase, PlS: Planned sale, PrS: Proposed sale, O: Option / Other
Notification date Transaction date B/S Transaction type Insider and/or position Nb. shares
Price
Value 		Number of shares Price Value Details
2026-06-05 2026-06-04 PlS Planned sale
3.3
Peters John Sheldon

Chief Insurance Officer

Officer
92,055 -14.3%
104.32
US$3,190,109 		92,055 -14.3% 104.32 US$3,190,109
2026-06-04 2026-06-04 PrS Proposed sale
3.3
Peters John Sheldon

Officer

Officer
78,296
21.32
US$3,667,785 		78,296 21.32 US$3,667,785
2026-06-05 2026-06-03 S Sale
3.3
Peters John Sheldon

Chief Insurance Officer

Officer
37,462 +25.5%
155.78
US$58,320 		37,462 +25.5% 155.78 US$58,320
2026-06-05 2026-06-03 S Sale
3.5
BIXBY TIMOTHY E

Chief Financial Officer

Officer
1,000 -0.9%
53.17
US$100,000 		1,000 -0.9% 53.17 US$100,000
2026-06-05 2026-06-03 S Sale
2.5
Prosor Maya

Chief Business Officer

Officer
1,000 -0.6%
53.17
US$100,000 		1,000 -0.6% 53.17 US$100,000
2026-06-03 2026-06-03 PrS Proposed sale
3.3
Peters John Sheldon

Officer

Officer
1,000
53.17
US$100,000 		1,000 53.17 US$100,000
2026-06-03 2026-06-03 PrS Proposed sale
2.5
Prosor Maya

Officer

Officer
1,000
53.17
US$100,000 		1,000 53.17 US$100,000
2026-06-03 2026-06-03 PrS Proposed sale
3.5
BIXBY TIMOTHY E

Officer

Officer
1,000
53.17
US$100,000 		1,000 53.17 US$100,000
2026-03-05 2026-03-04 PlS Planned sale
3.3
Peters John Sheldon

Chief Insurance Officer

Officer
3,571 -4.4%
52.50
US$187,478 		3,571 -4.4% 52.50 US$187,478
2026-03-04 2026-03-04 PrS Proposed sale
3.3
Peters John Sheldon

Officer

Officer
3,571
52.50
US$187,478 		3,571 52.50 US$187,478
2026-03-05 2026-03-03 S Sale
3.5
BIXBY TIMOTHY E

Chief Financial Officer

Officer
2,135 -0.8%
50.12
US$107,006 		2,135 -0.8% 50.12 US$107,006
2026-03-05 2026-03-03 S Sale
3.3
Peters John Sheldon

Chief Insurance Officer

Officer
1,773 -2.2%
50.12
US$88,863 		1,773 -2.2% 50.12 US$88,863
2026-03-05 2026-03-03 S Sale
2.5
Prosor Maya

Chief Business Officer

Officer
223 -2.9%
50.12
US$11,177 		223 -2.9% 50.12 US$11,177
2026-03-03 2026-03-03 PrS Proposed sale
3.5
BIXBY TIMOTHY E

Officer

Officer
2,135
50.12
US$107,011 		2,135 50.12 US$107,011
2026-03-03 2026-03-03 PrS Proposed sale
2.5
Prosor Maya

Officer

Officer
223
50.12
US$11,177 		223 50.12 US$11,177
2026-03-03 2026-03-03 PrS Proposed sale
3.3
Peters John Sheldon

Officer

Officer
1,773
50.12
US$88,867 		1,773 50.12 US$88,867
2026-02-04 2026-01-23 PlS Planned sale
Schreiber Daniel A.

Chief Executive Officer

Executive Director
9,108 -0.6%
99.04
US$902,056 		9,108 -0.6% 99.04 US$902,056
2026-01-23 2026-01-22 PlS Planned sale
Schreiber Daniel A.

Chief Executive Officer

Executive Director
126,625 -7.7%
94.74
US$11,996,452 		126,625 -7.7% 94.74 US$11,996,452
2026-01-23 2026-01-22 PlS Planned sale
3.3
Peters John Sheldon

Chief Insurance Officer

Officer
9,000 -11.4%
90.00
US$810,000 		9,000 -11.4% 90.00 US$810,000
2026-01-22 2026-01-22 PrS Proposed sale
3.3
Peters John Sheldon

Officer

Officer
9,000
90.00
US$810,000 		9,000 90.00 US$810,000
2026-01-22 2026-01-22 PrS Proposed sale
Daniel Schreiber

Director

Non-Executive Director
144,000
96.57
US$13,906,080 		144,000 96.57 US$13,906,080
2026-01-08 2026-01-06 PlS Planned sale
3.3
Peters John Sheldon

Chief Insurance Officer

Officer
10,000 -14.1%
80.00
US$800,000 		10,000 -14.1% 80.00 US$800,000
2026-01-06 2026-01-06 PrS Proposed sale
3.3
Peters John Sheldon

Officer

Officer
10,000
80.00
US$800,000 		10,000 80.00 US$800,000
2025-12-15 2025-12-11 S Sale
2.5
Schwartz Debra
Non-Executive Director
4,200 -16.3%
83.59
US$351,078 		4,200 -16.3% 83.59 US$351,078
2025-12-15 2025-12-11 PlS Planned sale
2.6
Eckstein Adina

Chief Operating Officer

Officer
7,919 -4.0%
84.15
US$666,384 		7,919 -4.0% 84.15 US$666,384
2025-12-11 2025-12-11 PrS Proposed sale
2.6
Eckstein Adina

Officer

Officer
7,919
78.37
US$620,612 		7,919 78.37 US$620,612
2025-12-11 2025-12-11 PrS Proposed sale
2.5
Schwartz Debra

Director

Non-Executive Director
4,200
83.59
US$351,082 		4,200 83.59 US$351,082
2025-12-11 2025-12-10 S Sale
3.3
Peters John Sheldon

Chief Insurance Officer

Officer
3,554 -4.8%
81.00
US$287,874 		3,554 -4.8% 81.00 US$287,874
2025-12-11 2025-12-10 PlS Planned sale
2.6
Eckstein Adina

Chief Operating Officer

Officer
7,919 -3.9%
81.15
US$642,627 		7,919 -3.9% 81.15 US$642,627
2025-12-10 2025-12-10 PrS Proposed sale
2.6
Eckstein Adina

Officer

Officer
7,919
79.17
US$626,947 		7,919 79.17 US$626,947
2025-12-10 2025-12-10 PrS Proposed sale
3.3
Peters John Sheldon

Officer

Officer
3,554
81.00
US$287,874 		3,554 81.00 US$287,874
2025-12-10 2025-12-09 PlS Planned sale
2.6
Eckstein Adina

Chief Operating Officer

Officer
29,237 -12.5%
77.17
US$2,256,219 		29,237 -12.5% 77.17 US$2,256,219
2025-12-10 2025-12-08 PlS Planned sale
2.6
Eckstein Adina

Chief Operating Officer

Officer
7,919 -3.7%
78.94
US$625,126 		7,919 -3.7% 78.94 US$625,126
2025-12-10 2025-12-08 PlS Planned sale
2.6
Eckstein Adina

Chief Operating Officer

Officer
15,839 -6.9%
78.92
US$1,250,014 		15,839 -6.9% 78.92 US$1,250,014
2025-12-10 2025-12-08 PlS Planned sale
2.6
Eckstein Adina

Chief Operating Officer

Officer
17,799 -7.2%
78.97
US$1,405,587 		17,799 -7.2% 78.97 US$1,405,587
2025-12-08 2025-12-08 PrS Proposed sale
2.6
Eckstein Adina

Officer

Officer
70,794
78.97
US$5,590,602 		70,794 78.97 US$5,590,602
2025-12-04 2025-12-03 PlS Planned sale
3.3
Peters John Sheldon

Chief Insurance Officer

Officer
2,667 -3.5%
72.37
US$193,011 		2,667 -3.5% 72.37 US$193,011
2025-12-03 2025-12-03 PrS Proposed sale
3.3
Peters John Sheldon

Officer

Officer
2,667
72.37
US$193,011 		2,667 72.37 US$193,011
2025-12-04 2025-12-02 S Sale
3.3
Peters John Sheldon

Chief Insurance Officer

Officer
2,677 -3.4%
72.74
US$194,725 		2,677 -3.4% 72.74 US$194,725
2025-12-04 2025-12-02 S Sale
2.5
Prosor Maya

Chief Business Officer

Officer
198 -2.5%
72.74
US$14,403 		198 -2.5% 72.74 US$14,403
2025-12-04 2025-12-02 S Sale
3.5
BIXBY TIMOTHY E

Chief Financial Officer

Officer
2,862 -1.1%
72.74
US$208,182 		2,862 -1.1% 72.74 US$208,182
2025-12-02 2025-12-02 PrS Proposed sale
3.5
BIXBY TIMOTHY E

Officer

Officer
2,862
72.73
US$208,167 		2,862 72.73 US$208,167
2025-12-02 2025-12-02 PrS Proposed sale
3.3
Peters John Sheldon

Officer

Officer
2,677
72.73
US$194,711 		2,677 72.73 US$194,711
2025-12-02 2025-12-02 PrS Proposed sale
2.5
Prosor Maya

Officer

Officer
198
72.73
US$14,401 		198 72.73 US$14,401
2025-11-24 2025-11-24 PrS Proposed sale
3.3
Peters John Sheldon

Officer

Officer
3,798
73.25
US$278,205 		3,798 73.25 US$278,205
2025-11-24 2025-11-24 S Sale
3.3
Peters John Sheldon

Chief Insurance Officer

Officer
3,798 -4.6%
73.25
US$278,204 		3,798 -4.6% 73.25 US$278,204
2025-11-24 2025-11-20 PlS Planned sale
3.3
Peters John Sheldon

Chief Insurance Officer

Officer
18,930 -18.5%
72.77
US$1,377,536 		18,930 -18.5% 72.77 US$1,377,536
2025-11-20 2025-11-20 PrS Proposed sale
3.3
Peters John Sheldon

Officer

Officer
18,930
72.77
US$1,377,536 		18,930 72.77 US$1,377,536
2025-11-12 2025-11-11 PrS Proposed sale
3.5
BIXBY TIMOTHY E

Officer

Officer
30,000
75.50
US$2,265,144 		30,000 75.50 US$2,265,144
2025-11-12 2025-11-11 S Sale
3.5
BIXBY TIMOTHY E

Chief Financial Officer

Officer
30,000 -100.0%
75.51
US$2,265,300 		30,000 -100.0% 75.51 US$2,265,300
2025-11-12 2025-11-10 S Sale
2.6
Eckstein Adina

Chief Operating Officer

Officer
5,988 -2.6%
78.00
US$467,064 		5,988 -2.6% 78.00 US$467,064
2025-11-10 2025-11-10 PrS Proposed sale
2.6
Eckstein Adina

Officer

Officer
5,988
78.00
US$467,064 		5,988 78.00 US$467,064
2025-11-12 2025-11-07 S Sale
2.6
Eckstein Adina

Chief Operating Officer

Officer
20,000 -8.1%
74.00
US$1,480,000 		20,000 -8.1% 74.00 US$1,480,000
2025-11-12 2025-11-07 S Sale
2.6
Eckstein Adina

Chief Operating Officer

Officer
20,000 -8.1%
72.04
US$1,440,800 		20,000 -8.1% 72.04 US$1,440,800
2025-11-07 2025-11-07 PrS Proposed sale
2.6
Eckstein Adina

Officer

Officer
20,000
74.00
US$1,480,000 		20,000 74.00 US$1,480,000
2025-11-07 2025-11-07 PrS Proposed sale
2.6
Eckstein Adina

Officer

Officer
20,000
72.04
US$1,440,868 		20,000 72.04 US$1,440,868
2025-09-05 2025-09-03 S Sale
2.5
Prosor Maya

Chief Business Officer

Officer
282 -3.5%
50.34
US$14,196 		282 -3.5% 50.34 US$14,196
2025-09-05 2025-09-03 S Sale
3.5
BIXBY TIMOTHY E

Chief Financial Officer

Officer
2,906 -1.1%
50.34
US$146,288 		2,906 -1.1% 50.34 US$146,288
2025-09-05 2025-09-03 S Sale
3.3
Peters John Sheldon

Chief Insurance Officer

Officer
2,718 -2.6%
50.34
US$136,824 		2,718 -2.6% 50.34 US$136,824
2025-09-03 2025-09-03 PrS Proposed sale
3.5
BIXBY TIMOTHY E

Officer

Officer
2,906
50.34
US$146,295 		2,906 50.34 US$146,295
2025-09-03 2025-09-03 PrS Proposed sale
2.5
Prosor Maya

Officer

Officer
282
50.34
US$14,197 		282 50.34 US$14,197
2025-09-03 2025-09-03 PrS Proposed sale
3.3
Peters John Sheldon

Officer

Officer
2,718
50.34
US$136,830 		2,718 50.34 US$136,830
2025-08-15 2025-08-13 PlS Planned sale
2.6
Eckstein Adina

Chief Operating Officer

Officer
5,000 -2.6%
58.00
US$290,000 		5,000 -2.6% 58.00 US$290,000
2025-08-15 2025-08-13 PlS Planned sale
3.3
Peters John Sheldon

Chief Insurance Officer

Officer
38,155 -26.6%
60.00
US$2,289,300 		38,155 -26.6% 60.00 US$2,289,300
2025-08-14 2025-08-13 PrS Proposed sale
2.6
Eckstein Adina

Officer

Officer
5,000
54.59
US$272,950 		5,000 54.59 US$272,950
2025-08-13 2025-08-13 PrS Proposed sale
3.3
Peters John Sheldon

Officer

Officer
38,155
60.00
US$2,289,300 		38,155 60.00 US$2,289,300
2025-08-12 2025-08-11 PrS Proposed sale
2.6
Eckstein Adina

Officer

Officer
5,000
48.98
US$244,900 		5,000 48.98 US$244,900
2025-08-07 2025-08-05 PlS Planned sale
2.6
Eckstein Adina

Chief Operating Officer

Officer
5,000 -2.6%
49.00
US$245,000 		5,000 -2.6% 49.00 US$245,000
2025-08-06 2025-08-05 PrS Proposed sale
2.6
Eckstein Adina

Officer

Officer
5,000
47.93
US$239,650 		5,000 47.93 US$239,650
2025-07-22 2025-07-21 PlS Planned sale
3.5
BIXBY TIMOTHY E

Chief Financial Officer

Officer
1,000 -0.4%
42.70
US$42,700 		1,000 -0.4% 42.70 US$42,700
2025-07-21 2025-07-21 PrS Proposed sale
3.5
BIXBY TIMOTHY E

Officer

Officer
1,000
42.70
US$42,700 		1,000 42.70 US$42,700
2025-07-22 2025-07-18 PlS Planned sale
3.5
BIXBY TIMOTHY E

Chief Financial Officer

Officer
6,000 -2.2%
42.50
US$255,000 		6,000 -2.2% 42.50 US$255,000
2025-07-18 2025-07-18 PrS Proposed sale
3.5
BIXBY TIMOTHY E

Officer

Officer
6,000
42.50
US$255,000 		6,000 42.50 US$255,000
2025-07-16 2025-07-14 PlS Planned sale
3.5
BIXBY TIMOTHY E

Chief Financial Officer

Officer
5,000 -1.9%
38.16
US$190,800 		5,000 -1.9% 38.16 US$190,800
2025-07-14 2025-07-14 PrS Proposed sale
3.5
BIXBY TIMOTHY E

Officer

Officer
5,000
38.16
US$190,800 		5,000 38.16 US$190,800
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