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NYSE · USD

LMND

Lemonade, Inc.

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Tapewire entity
4057
SEC CIK
0001691421
Parsed reports
256

Last 12 months

Inside the activity.

2 purchase rows · 37 sale rows

Disclosed non-derivative P/S rows, by transaction month. Includes amendments and private transactions.
Monthly counts
MonthPurchasesSales
Nov 202506
Dec 2025012
Jan 202604
Feb 202600
Mar 202624
Apr 202600
May 202600
Jun 202604
Jul 202602
Aug 202601
Sep 202604
Oct 202600

Latest available

Insider transactions

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Purchases/sales include open-market and private transactions. Plan disclosure applies to the filing; individual rows may differ. “Not disclosed” is not “unplanned.”

The cutoff filters transaction history only. Company summaries and owner relationships show the latest available disclosures. Parser corrections can improve historical records.

Transaction dateOwner / reported roleActivity / securityShares / unitsReported priceReported valueDetails
March 10, 2021 Filed Mar 12, 2021 22:52 UTC
SADGER HAIMDirector
OtherCommon Stock 1,013,927 Not disclosed Not disclosed
Disclosure

SEC source: 0001062993-21-002682 · form4.xml · nonDerivative · entry 1

SADGER HAIM · CIK 0001207461 · Director

10b5-1 filing: Not disclosed

Ownership: Indirect · See footnote

Disclosed balance after: 0

F1 · kind: Represents a distribution of Common Stock of the Issuer to partners or members and includes subsequent distributions by general partners or managing members to their respective partners or members.

F1 · price: Represents a distribution of Common Stock of the Issuer to partners or members and includes subsequent distributions by general partners or managing members to their respective partners or members.

F2 · ownership.nature: Shares directly held by Sequoia Capital Israel Venture V Holdings, L.P. ("Sequoia Capital Israel Venture V Holdings"). SC Israel Venture V (TTGP), Ltd. ("SC Israel Venture V (TTGP)") is the general partner of SC Israel Venture V Management, L.P., which is the general partner of Sequoia Capital Israel Venture Fund V, L.P. and Sequoia Capital Israel Venture V Principals Fund, L.P., which together own 100% of the outstanding shares of Sequoia Capital Israel Venture V Holdings. The Reporting Person serves as a member of the investment committee of SC Israel Venture V (TTGP). As such, the Reporting Person may be deemed to beneficially own the shares held by Sequoia Capital Israel Venture V Holdings.

F3 · ownership.nature: (Continued from footnote 2) The Reporting Person disclaims beneficial ownership of these securities except to the extent of his pecuniary interest therein, and the inclusion of these securities in this report shall not be deemed an admission of beneficial ownership of the reported securities for purposes of Section 16 or for any other purposes.

Read SEC document
March 09, 2021 Filed Mar 9, 2021 22:48 UTC
SADGER HAIMDirector
OtherCommon Stock 77,862 Not disclosed Not disclosed
Disclosure

SEC source: 0001062993-21-002527 · form4.xml · nonDerivative · entry 6

SADGER HAIM · CIK 0001207461 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 270,788

F4 · kind: Represents the receipt of shares of Common Stock of the Issuer by virtue of the pro rata in-kind distributions described in footnote (1) above.

F4 · price: Represents the receipt of shares of Common Stock of the Issuer by virtue of the pro rata in-kind distributions described in footnote (1) above.

Read SEC document
March 09, 2021 Filed Mar 9, 2021 22:48 UTC
SADGER HAIMDirector
OtherCommon Stock 8,489 Not disclosed Not disclosed
Disclosure

SEC source: 0001062993-21-002527 · form4.xml · nonDerivative · entry 5

SADGER HAIM · CIK 0001207461 · Director

10b5-1 filing: Not disclosed

Ownership: Indirect · By estate planning vehicle

Disclosed balance after: 29,522

F4 · kind: Represents the receipt of shares of Common Stock of the Issuer by virtue of the pro rata in-kind distributions described in footnote (1) above.

F4 · price: Represents the receipt of shares of Common Stock of the Issuer by virtue of the pro rata in-kind distributions described in footnote (1) above.

Read SEC document
March 09, 2021 Filed Mar 9, 2021 22:48 UTC
SADGER HAIMDirector
OtherCommon Stock 1,013,623 Not disclosed Not disclosed
Disclosure

SEC source: 0001062993-21-002527 · form4.xml · nonDerivative · entry 4

SADGER HAIM · CIK 0001207461 · Director

10b5-1 filing: Not disclosed

Ownership: Indirect · See footnote

Disclosed balance after: 1,013,927

F1 · kind: Represents a distribution of Common Stock of the Issuer to partners or members and includes subsequent distributions by general partners or managing members to their respective partners or members.

F1 · price: Represents a distribution of Common Stock of the Issuer to partners or members and includes subsequent distributions by general partners or managing members to their respective partners or members.

F2 · ownership.nature: Shares directly held by Sequoia Capital Israel Venture V Holdings, L.P. ("Sequoia Capital Israel Venture V Holdings"). SC Israel Venture V (TTGP), Ltd. ("SC Israel Venture V (TTGP)") is the general partner of SC Israel Venture V Management, L.P., which is the general partner of Sequoia Capital Israel Venture Fund V, L.P. and Sequoia Capital Israel Venture V Principals Fund, L.P., which together own 100% of the outstanding shares of Sequoia Capital Israel Venture V Holdings. The Reporting Person serves as a member of the investment committee of SC Israel Venture V (TTGP). As such, the Reporting Person may be deemed to beneficially own the shares held by Sequoia Capital Israel Venture V Holdings.

F3 · ownership.nature: (Continued from footnote 2) The Reporting Person disclaims beneficial ownership of these securities except to the extent of his pecuniary interest therein, and the inclusion of these securities in this report shall not be deemed an admission of beneficial ownership of the reported securities for purposes of Section 16 or for any other purposes.

Read SEC document
March 05, 2021 Filed Mar 9, 2021 22:48 UTC
SADGER HAIMDirector
OtherCommon Stock 77,862 Not disclosed Not disclosed
Disclosure

SEC source: 0001062993-21-002527 · form4.xml · nonDerivative · entry 3

SADGER HAIM · CIK 0001207461 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 192,926

F4 · kind: Represents the receipt of shares of Common Stock of the Issuer by virtue of the pro rata in-kind distributions described in footnote (1) above.

F4 · price: Represents the receipt of shares of Common Stock of the Issuer by virtue of the pro rata in-kind distributions described in footnote (1) above.

Read SEC document
March 05, 2021 Filed Mar 9, 2021 22:48 UTC
SADGER HAIMDirector
OtherCommon Stock 8,489 Not disclosed Not disclosed
Disclosure

SEC source: 0001062993-21-002527 · form4.xml · nonDerivative · entry 2

SADGER HAIM · CIK 0001207461 · Director

10b5-1 filing: Not disclosed

Ownership: Indirect · By estate planning vehicle

Disclosed balance after: 21,033

F4 · kind: Represents the receipt of shares of Common Stock of the Issuer by virtue of the pro rata in-kind distributions described in footnote (1) above.

F4 · price: Represents the receipt of shares of Common Stock of the Issuer by virtue of the pro rata in-kind distributions described in footnote (1) above.

Read SEC document
March 05, 2021 Filed Mar 9, 2021 22:48 UTC
SADGER HAIMDirector
OtherCommon Stock 1,013,623 Not disclosed Not disclosed
Disclosure

SEC source: 0001062993-21-002527 · form4.xml · nonDerivative · entry 1

SADGER HAIM · CIK 0001207461 · Director

10b5-1 filing: Not disclosed

Ownership: Indirect · See footnote

Disclosed balance after: 2,027,550

F1 · kind: Represents a distribution of Common Stock of the Issuer to partners or members and includes subsequent distributions by general partners or managing members to their respective partners or members.

F1 · price: Represents a distribution of Common Stock of the Issuer to partners or members and includes subsequent distributions by general partners or managing members to their respective partners or members.

F2 · ownership.nature: Shares directly held by Sequoia Capital Israel Venture V Holdings, L.P. ("Sequoia Capital Israel Venture V Holdings"). SC Israel Venture V (TTGP), Ltd. ("SC Israel Venture V (TTGP)") is the general partner of SC Israel Venture V Management, L.P., which is the general partner of Sequoia Capital Israel Venture Fund V, L.P. and Sequoia Capital Israel Venture V Principals Fund, L.P., which together own 100% of the outstanding shares of Sequoia Capital Israel Venture V Holdings. The Reporting Person serves as a member of the investment committee of SC Israel Venture V (TTGP). As such, the Reporting Person may be deemed to beneficially own the shares held by Sequoia Capital Israel Venture V Holdings.

F3 · ownership.nature: (Continued from footnote 2) The Reporting Person disclaims beneficial ownership of these securities except to the extent of his pecuniary interest therein, and the inclusion of these securities in this report shall not be deemed an admission of beneficial ownership of the reported securities for purposes of Section 16 or for any other purposes.

Read SEC document
March 01, 2021 Filed Mar 3, 2021 18:54 UTC Exercise / conversionSTOCK OPTION · Derivative 15,000 $0.00 Strike: $23.69 $0.00
Disclosure

SEC source: 0001691421-21-000021 · wf-form4_161481561959002.xml · derivative · entry 7

Espinel Jorge · CIK 0001816039 · CBDO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 35,000

Underlying: COMMON STOCK · 15,000 shares

Expires 2029-09-25

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_date: The option is vested and exercisable as to 15,625 shares (including the 15,000 shares disposed of in this exercise) and the remaining shares will vest and become exercisable in eleven quarterly installments beginning on March 26, 2021.

Read SEC document
March 01, 2021 Filed Mar 3, 2021 18:54 UTC Exercise / conversionSTOCK OPTION · Derivative 35,000 $0.00 Strike: $5.26 $0.00
Disclosure

SEC source: 0001691421-21-000021 · wf-form4_161481561959002.xml · derivative · entry 6

Espinel Jorge · CIK 0001816039 · CBDO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 295,000

Underlying: COMMON STOCK · 35,000 shares

Expires 2028-10-06

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_date: The option is vested and exercisable as to 176,875 shares (after taking into account prior exercises, but including the 35,000 shares disposed of in this exercise) and the remaining shares will vest and become exercisable in seven quarterly installments beginning on April 1, 2021.

Read SEC document
March 01, 2021 Filed Mar 3, 2021 18:54 UTC SaleCOMMON STOCK 15,000 $127.00 $1,905,000.00
Disclosure

SEC source: 0001691421-21-000021 · wf-form4_161481561959002.xml · nonDerivative · entry 5

Espinel Jorge · CIK 0001816039 · CBDO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

Read SEC document
March 01, 2021 Filed Mar 3, 2021 18:54 UTC Exercise / conversionCOMMON STOCK 15,000 $23.69 $355,350.00
Disclosure

SEC source: 0001691421-21-000021 · wf-form4_161481561959002.xml · nonDerivative · entry 4

Espinel Jorge · CIK 0001816039 · CBDO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 15,000

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
March 01, 2021 Filed Mar 3, 2021 18:54 UTC SaleCOMMON STOCK 20,000 $127.00 $2,540,000.00
Disclosure

SEC source: 0001691421-21-000021 · wf-form4_161481561959002.xml · nonDerivative · entry 3

Espinel Jorge · CIK 0001816039 · CBDO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

Read SEC document
March 01, 2021 Filed Mar 3, 2021 18:54 UTC SaleCOMMON STOCK 15,000 $130.00 $1,950,000.00
Disclosure

SEC source: 0001691421-21-000021 · wf-form4_161481561959002.xml · nonDerivative · entry 2

Espinel Jorge · CIK 0001816039 · CBDO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 20,000

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

Read SEC document
March 01, 2021 Filed Mar 3, 2021 18:54 UTC Exercise / conversionCOMMON STOCK 35,000 $5.26 $184,100.00
Disclosure

SEC source: 0001691421-21-000021 · wf-form4_161481561959002.xml · nonDerivative · entry 1

Espinel Jorge · CIK 0001816039 · CBDO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 35,000

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
February 16, 2021 Filed Feb 19, 2021 00:31 UTC
Peters John SheldonChief Insurance Officer
SaleCOMMON STOCK 5,500 $165.73 $911,515.00
Disclosure

SEC source: 0001691421-21-000014 · wf-form4_161369466898091.xml · nonDerivative · entry 1

Peters John Sheldon · CIK 0001816299 · Chief Insurance Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 22,537

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

Read SEC document
January 20, 2021 Filed Jan 21, 2021 00:39 UTC
Peters John SheldonChief Insurance Officer
SaleCOMMON STOCK 2,970 $150.00 $445,500.00
Disclosure

SEC source: 0001691421-21-000002 · wf-form4_161118954429432.xml · nonDerivative · entry 15

Peters John Sheldon · CIK 0001816299 · Chief Insurance Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 28,037

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

Read SEC document
January 19, 2021 Filed Jan 21, 2021 18:54 UTC
Schreiber Daniel A.Director · Co-Founder & CEO · 10% owner
SaleCOMMON STOCK 300,000 $159.43 $47,829,390.00
Disclosure

SEC source: 0001691421-21-000006 · wf-form4_161127325225692.xml · nonDerivative · entry 1

Schreiber Daniel A. · CIK 0001815651 · Director · Co-Founder & CEO · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 50,000

F1 · price: The price per share received by the Reporting Person was $159.43125.

Read SEC document
January 19, 2021 Filed Jan 22, 2021 00:00 UTC SaleCOMMON STOCK 276,741 $159.43 $44,121,177.39
Disclosure

SEC source: 0001691421-21-000012 · wf-form4_161127359972617.xml · nonDerivative · entry 2

Cutler Joel E · CIK 0001337122 · Director

10b5-1 filing: Not disclosed

Ownership: Indirect · Directly held by General Catalyst Group VIII Supplemental, L.P.

Disclosed balance after: 1,106,957

F1 · price: The price per share was $159.43125.

F2 · ownership.nature: General Catalyst GP VIII, LLC ("GC VIII LLC") is the general partner of General Catalyst Partners VIII, L.P., which is the general partner of General Catalyst Group VIII, L.P. ("GC Group VIII") and General Catalyst Group VIII Supplemental, L.P. ("GC Group VIII Supplemental"). General Catalyst Group Management, LLC ("GCGM") is the manager of GC VIII LLC. General Catalyst Group Management Holdings, L.P. ("GCGMH") is the manager of GCGM. General Catalyst Group Management Holdings GP, LLC ("GCGMH LLC") is the general partner of GCGMH. Each of Kenneth Chenault, Joel Cutler, David Fialkow, and Hemant Taneja is a managing director of GCGMH LLC and shares voting and investment power over the shares held by GC Group VIII and GC Group VIII Supplemental. However, the reporting person disclaims beneficial ownership over such shares except to the extent of his pecuniary interest therein, if any.

Read SEC document
January 19, 2021 Filed Jan 22, 2021 00:00 UTC SaleCOMMON STOCK 238,831 $159.43 $38,077,136.81
Disclosure

SEC source: 0001691421-21-000012 · wf-form4_161127359972617.xml · nonDerivative · entry 1

Cutler Joel E · CIK 0001337122 · Director

10b5-1 filing: Not disclosed

Ownership: Indirect · Directly held by General Catalyst Group VIII, L.P.

Disclosed balance after: 955,322

F1 · price: The price per share was $159.43125.

F2 · ownership.nature: General Catalyst GP VIII, LLC ("GC VIII LLC") is the general partner of General Catalyst Partners VIII, L.P., which is the general partner of General Catalyst Group VIII, L.P. ("GC Group VIII") and General Catalyst Group VIII Supplemental, L.P. ("GC Group VIII Supplemental"). General Catalyst Group Management, LLC ("GCGM") is the manager of GC VIII LLC. General Catalyst Group Management Holdings, L.P. ("GCGMH") is the manager of GCGM. General Catalyst Group Management Holdings GP, LLC ("GCGMH LLC") is the general partner of GCGMH. Each of Kenneth Chenault, Joel Cutler, David Fialkow, and Hemant Taneja is a managing director of GCGMH LLC and shares voting and investment power over the shares held by GC Group VIII and GC Group VIII Supplemental. However, the reporting person disclaims beneficial ownership over such shares except to the extent of his pecuniary interest therein, if any.

Read SEC document
January 19, 2021 Filed Jan 21, 2021 23:59 UTC SaleCOMMON STOCK 100,000 $159.43 $15,943,130.00
Disclosure

SEC source: 0001691421-21-000011 · wf-form4_161127354195594.xml · nonDerivative · entry 1

HUTTON GEORGE THOMPSON · CIK 0001196460 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 15,000

F1 · shares: Prior to the transaction reported herein, the Reporting Person received 115,000 shares of Common Stock of the Issuer in a pro-rata distribution in-kind that was exempt from reporting pursuant to Rule 16a-9.

F2 · price: The price per share received by the Reporting Person was $159.43125.

Read SEC document
January 19, 2021 Filed Jan 21, 2021 23:58 UTC
BIXBY TIMOTHY EChief Financial Officer
SaleCOMMON STOCK 50,000 $159.43 $7,971,565.00
Disclosure

SEC source: 0001691421-21-000010 · wf-form4_161127346973103.xml · nonDerivative · entry 1

BIXBY TIMOTHY E · CIK 0001232142 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 230,000

F1 · price: The price per share received by the Reporting Person was $159.43125.

Read SEC document
January 19, 2021 Filed Jan 21, 2021 23:55 UTC
Wininger ShaiDirector · See Remarks · 10% owner
GrantSTOCK OPTION · Derivative 5,000 $0.00 Strike: $142.64 $0.00
Disclosure

SEC source: 0001691421-21-000008 · wf-form4_161127333569737.xml · derivative · entry 1

Wininger Shai · CIK 0001803365 · Director · See Remarks · 10% owner

10b5-1 filing: Not disclosed

Ownership: Indirect · By spouse

Disclosed balance after: 5,000

Underlying: COMMON STOCK · 5,000 shares

Expires 2031-01-19

F1 · derivative.exercise_date: The option will vest and become exercisable in 16 equal quarterly installments beginning on April 19, 2021.

Read SEC document
January 15, 2021 Filed Jan 21, 2021 00:39 UTC
Peters John SheldonChief Insurance Officer
SaleCOMMON STOCK 1,137 $156.36 $177,782.46
Disclosure

SEC source: 0001691421-21-000002 · wf-form4_161118954429432.xml · nonDerivative · entry 14

Peters John Sheldon · CIK 0001816299 · Chief Insurance Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 31,007

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

F14 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $156.08 to $156.74. The reporting person undertakes to provide the Company, any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

Read SEC document
January 15, 2021 Filed Jan 21, 2021 00:39 UTC
Peters John SheldonChief Insurance Officer
SaleCOMMON STOCK 881 $155.64 $137,117.96
Disclosure

SEC source: 0001691421-21-000002 · wf-form4_161118954429432.xml · nonDerivative · entry 13

Peters John Sheldon · CIK 0001816299 · Chief Insurance Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 32,144

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

F13 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $155.41 to $155.97. The reporting person undertakes to provide the Company, any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

Read SEC document
January 15, 2021 Filed Jan 21, 2021 00:39 UTC
Peters John SheldonChief Insurance Officer
SaleCOMMON STOCK 2,650 $154.33 $408,979.80
Disclosure

SEC source: 0001691421-21-000002 · wf-form4_161118954429432.xml · nonDerivative · entry 12

Peters John Sheldon · CIK 0001816299 · Chief Insurance Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 33,025

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

F12 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $154.00 to $154.85. The reporting person undertakes to provide the Company, any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

Read SEC document
January 15, 2021 Filed Jan 21, 2021 00:39 UTC
Peters John SheldonChief Insurance Officer
SaleCOMMON STOCK 3,201 $153.40 $491,020.60
Disclosure

SEC source: 0001691421-21-000002 · wf-form4_161118954429432.xml · nonDerivative · entry 11

Peters John Sheldon · CIK 0001816299 · Chief Insurance Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 35,675

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

F11 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $153.00 to $153.88. The reporting person undertakes to provide the Company, any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

Read SEC document
January 15, 2021 Filed Jan 21, 2021 00:39 UTC
Peters John SheldonChief Insurance Officer
SaleCOMMON STOCK 7,677 $152.49 $1,170,658.05
Disclosure

SEC source: 0001691421-21-000002 · wf-form4_161118954429432.xml · nonDerivative · entry 10

Peters John Sheldon · CIK 0001816299 · Chief Insurance Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 38,876

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

F10 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $152.00 to $152.99. The reporting person undertakes to provide the Company, any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

Read SEC document
January 15, 2021 Filed Jan 21, 2021 00:39 UTC
Peters John SheldonChief Insurance Officer
SaleCOMMON STOCK 17,733 $151.57 $2,687,737.61
Disclosure

SEC source: 0001691421-21-000002 · wf-form4_161118954429432.xml · nonDerivative · entry 9

Peters John Sheldon · CIK 0001816299 · Chief Insurance Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 46,553

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

F9 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $151.00 to $151.99. The reporting person undertakes to provide the Company, any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

Read SEC document
January 15, 2021 Filed Jan 21, 2021 00:39 UTC
Peters John SheldonChief Insurance Officer
SaleCOMMON STOCK 14,574 $150.48 $2,193,139.24
Disclosure

SEC source: 0001691421-21-000002 · wf-form4_161118954429432.xml · nonDerivative · entry 8

Peters John Sheldon · CIK 0001816299 · Chief Insurance Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 64,286

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

F8 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $150.00 to $150.98. The reporting person undertakes to provide the Company, any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

Read SEC document
January 15, 2021 Filed Jan 21, 2021 00:39 UTC
Peters John SheldonChief Insurance Officer
SaleCOMMON STOCK 3,201 $149.55 $478,715.95
Disclosure

SEC source: 0001691421-21-000002 · wf-form4_161118954429432.xml · nonDerivative · entry 7

Peters John Sheldon · CIK 0001816299 · Chief Insurance Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 78,860

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

F7 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $149.01 to $149.99. The reporting person undertakes to provide the Company, any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

Read SEC document
January 15, 2021 Filed Jan 21, 2021 00:39 UTC
Peters John SheldonChief Insurance Officer
SaleCOMMON STOCK 2,744 $148.53 $407,569.06
Disclosure

SEC source: 0001691421-21-000002 · wf-form4_161118954429432.xml · nonDerivative · entry 6

Peters John Sheldon · CIK 0001816299 · Chief Insurance Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 82,061

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

F6 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $148.00 to $148.97. The reporting person undertakes to provide the Company, any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

Read SEC document
January 15, 2021 Filed Jan 21, 2021 00:39 UTC
Peters John SheldonChief Insurance Officer
SaleCOMMON STOCK 3,547 $147.55 $523,356.30
Disclosure

SEC source: 0001691421-21-000002 · wf-form4_161118954429432.xml · nonDerivative · entry 5

Peters John Sheldon · CIK 0001816299 · Chief Insurance Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 84,805

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

F5 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $147.00 to $147.99. The reporting person undertakes to provide the Company, any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

Read SEC document
January 15, 2021 Filed Jan 21, 2021 00:39 UTC
Peters John SheldonChief Insurance Officer
SaleCOMMON STOCK 2,065 $146.66 $302,861.16
Disclosure

SEC source: 0001691421-21-000002 · wf-form4_161118954429432.xml · nonDerivative · entry 4

Peters John Sheldon · CIK 0001816299 · Chief Insurance Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 88,352

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

F4 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $146.00 to $146.99. The reporting person undertakes to provide the Company, any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

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January 15, 2021 Filed Jan 21, 2021 00:39 UTC
Peters John SheldonChief Insurance Officer
SaleCOMMON STOCK 2,723 $145.69 $396,722.04
Disclosure

SEC source: 0001691421-21-000002 · wf-form4_161118954429432.xml · nonDerivative · entry 3

Peters John Sheldon · CIK 0001816299 · Chief Insurance Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 90,417

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $145.06 to $145.99. The reporting person undertakes to provide the Company, any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

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January 15, 2021 Filed Jan 21, 2021 00:39 UTC
Peters John SheldonChief Insurance Officer
SaleCOMMON STOCK 197 $144.45 $28,456.06
Disclosure

SEC source: 0001691421-21-000002 · wf-form4_161118954429432.xml · nonDerivative · entry 2

Peters John Sheldon · CIK 0001816299 · Chief Insurance Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 93,140

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $144.42 to $144.48. The reporting person undertakes to provide the Company, any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

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January 15, 2021 Filed Jan 21, 2021 00:39 UTC
Peters John SheldonChief Insurance Officer
SaleCOMMON STOCK 200 $143.43 $28,686.00
Disclosure

SEC source: 0001691421-21-000002 · wf-form4_161118954429432.xml · nonDerivative · entry 1

Peters John Sheldon · CIK 0001816299 · Chief Insurance Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 93,337

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

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December 28, 2020 Filed Dec 29, 2020 22:20 UTC
Peters John SheldonChief Insurance Officer
SaleCOMMON STOCK 5,000 $118.49 $592,450.00
Disclosure

SEC source: 0001691421-20-000044 · wf-form4_160928040717602.xml · nonDerivative · entry 1

Peters John Sheldon · CIK 0001816299 · Chief Insurance Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 93,537

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

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December 24, 2020 Filed Dec 29, 2020 00:38 UTC
Wininger ShaiDirector · See Remarks · 10% owner
SaleCOMMON STOCK 100 $131.01 $13,100.50
Disclosure

SEC source: 0001691421-20-000042 · wf-form4_160920226642203.xml · nonDerivative · entry 10

Wininger Shai · CIK 0001803365 · Director · See Remarks · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,383,659

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

F10 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $131.00 to $131.01. The reporting person undertakes to provide Lemonade, Inc. (the "Company"), any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

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December 24, 2020 Filed Dec 29, 2020 00:38 UTC
Wininger ShaiDirector · See Remarks · 10% owner
SaleCOMMON STOCK 300 $130.18 $39,053.10
Disclosure

SEC source: 0001691421-20-000042 · wf-form4_160920226642203.xml · nonDerivative · entry 9

Wininger Shai · CIK 0001803365 · Director · See Remarks · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,383,759

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

F9 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $130.03 to $130.40. The reporting person undertakes to provide Lemonade, Inc. (the "Company"), any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

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December 24, 2020 Filed Dec 29, 2020 00:38 UTC
Wininger ShaiDirector · See Remarks · 10% owner
SaleCOMMON STOCK 2,189 $129.35 $283,140.58
Disclosure

SEC source: 0001691421-20-000042 · wf-form4_160920226642203.xml · nonDerivative · entry 8

Wininger Shai · CIK 0001803365 · Director · See Remarks · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,384,059

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

F8 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $129.01 to $129.92. The reporting person undertakes to provide Lemonade, Inc. (the "Company"), any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

Read SEC document
December 24, 2020 Filed Dec 29, 2020 00:38 UTC
Wininger ShaiDirector · See Remarks · 10% owner
SaleCOMMON STOCK 1,806 $128.34 $231,774.82
Disclosure

SEC source: 0001691421-20-000042 · wf-form4_160920226642203.xml · nonDerivative · entry 7

Wininger Shai · CIK 0001803365 · Director · See Remarks · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,386,248

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

F7 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $128.00 to $128.99. The reporting person undertakes to provide Lemonade, Inc. (the "Company"), any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

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December 24, 2020 Filed Dec 29, 2020 00:38 UTC
Wininger ShaiDirector · See Remarks · 10% owner
SaleCOMMON STOCK 1,452 $127.54 $185,188.08
Disclosure

SEC source: 0001691421-20-000042 · wf-form4_160920226642203.xml · nonDerivative · entry 6

Wininger Shai · CIK 0001803365 · Director · See Remarks · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,388,054

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

F6 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $127.04 to $127.94. The reporting person undertakes to provide Lemonade, Inc. (the "Company"), any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

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December 24, 2020 Filed Dec 29, 2020 00:38 UTC
Wininger ShaiDirector · See Remarks · 10% owner
SaleCOMMON STOCK 2,698 $126.44 $341,127.03
Disclosure

SEC source: 0001691421-20-000042 · wf-form4_160920226642203.xml · nonDerivative · entry 5

Wininger Shai · CIK 0001803365 · Director · See Remarks · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,389,506

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

F5 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $126.00 to $126.97. The reporting person undertakes to provide Lemonade, Inc. (the "Company"), any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

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December 24, 2020 Filed Dec 29, 2020 00:38 UTC
Wininger ShaiDirector · See Remarks · 10% owner
SaleCOMMON STOCK 9,683 $125.33 $1,213,531.66
Disclosure

SEC source: 0001691421-20-000042 · wf-form4_160920226642203.xml · nonDerivative · entry 4

Wininger Shai · CIK 0001803365 · Director · See Remarks · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,392,204

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

F4 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $125.00 to $125.96. The reporting person undertakes to provide Lemonade, Inc. (the "Company"), any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

Read SEC document
December 24, 2020 Filed Dec 29, 2020 00:38 UTC
Wininger ShaiDirector · See Remarks · 10% owner
SaleCOMMON STOCK 6,006 $124.69 $748,882.13
Disclosure

SEC source: 0001691421-20-000042 · wf-form4_160920226642203.xml · nonDerivative · entry 3

Wininger Shai · CIK 0001803365 · Director · See Remarks · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,401,887

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $124.01 to $124.97. The reporting person undertakes to provide Lemonade, Inc. (the "Company"), any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

Read SEC document
December 24, 2020 Filed Dec 29, 2020 00:38 UTC
Wininger ShaiDirector · See Remarks · 10% owner
SaleCOMMON STOCK 1,329 $123.44 $164,057.08
Disclosure

SEC source: 0001691421-20-000042 · wf-form4_160920226642203.xml · nonDerivative · entry 2

Wininger Shai · CIK 0001803365 · Director · See Remarks · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,407,893

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $123.00 to $123.90. The reporting person undertakes to provide Lemonade, Inc. (the "Company"), any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

Read SEC document
December 24, 2020 Filed Dec 29, 2020 00:38 UTC
Wininger ShaiDirector · See Remarks · 10% owner
SaleCOMMON STOCK 200 $122.88 $24,576.00
Disclosure

SEC source: 0001691421-20-000042 · wf-form4_160920226642203.xml · nonDerivative · entry 1

Wininger Shai · CIK 0001803365 · Director · See Remarks · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,409,222

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

Read SEC document
December 23, 2020 Filed Dec 24, 2020 02:09 UTC
Wininger ShaiDirector · See Remarks · 10% owner
SaleCOMMON STOCK 2,777 $136.38 $378,716.15
Disclosure

SEC source: 0001691421-20-000039 · wf-form4_160877576545268.xml · nonDerivative · entry 26

Wininger Shai · CIK 0001803365 · Director · See Remarks · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,409,422

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

F27 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $136.01 to $136.95. The reporting person undertakes to provide Lemonade, Inc. (the "Company"), any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

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December 23, 2020 Filed Dec 24, 2020 02:09 UTC
Wininger ShaiDirector · See Remarks · 10% owner
SaleCOMMON STOCK 13,145 $135.39 $1,779,727.84
Disclosure

SEC source: 0001691421-20-000039 · wf-form4_160877576545268.xml · nonDerivative · entry 25

Wininger Shai · CIK 0001803365 · Director · See Remarks · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,412,199

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

F26 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $135.00 to $135.98. The reporting person undertakes to provide Lemonade, Inc. (the "Company"), any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

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December 23, 2020 Filed Dec 24, 2020 02:09 UTC
Wininger ShaiDirector · See Remarks · 10% owner
SaleCOMMON STOCK 12,397 $134.65 $1,669,243.65
Disclosure

SEC source: 0001691421-20-000039 · wf-form4_160877576545268.xml · nonDerivative · entry 24

Wininger Shai · CIK 0001803365 · Director · See Remarks · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,425,344

F1 · kind: Represents sale pursuant to a Rule 10b5-1 trading plan.

F25 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $134.00 to $134.98. The reporting person undertakes to provide Lemonade, Inc. (the "Company"), any security holder of the Company, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

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Value uses the disclosed total when available, otherwise shares × reported transaction price. It is not an estimate of exercise cash cost or investment performance.