

Year	Summary Compensation Table Total for Mr. Schreiber ($) (1)		Summary Compensation Table Total for Mr. Wininger ($) (1)		Compensation Actually Paid to Mr. Schreiber ($) (1) (2)		Compensation Actually Paid to Mr. Wininger ($) (1) (3)		Average Summary Compensation Table Total for Non-PEO NEO's ($) (4)		Average Compensation Actually Paid to Non-PEO NEOs ($) (4) (5)		Value of Initial Fixed $100 Investment Based on:				Net Income ($ in millions) (7)		In Force Premium (IFP) ($ in millions) (8)		Adjusted EBITDA ($ in millions) (9)
Year	Summary Compensation Table Total for Mr. Schreiber ($) (1)		Summary Compensation Table Total for Mr. Wininger ($) (1)		Compensation Actually Paid to Mr. Schreiber ($) (1) (2)		Compensation Actually Paid to Mr. Wininger ($) (1) (3)						Total Shareholder Return ($)		Peer Group Total Shareholder Return ($) (6)		Net Income ($ in millions) (7)		In Force Premium (IFP) ($ in millions) (8)		Adjusted EBITDA ($ in millions) (9)
(a)	(b)		(b)		(c)		(c)		(d)		(d)		(f)		(g)		(h)		(i)		(l)
2022	$	8,035,801	$	8,075,513	$	795,789	$	835,501	$	1,589,734	$	(1,160,121)	$	17	$	141	$	(297.8)	$	625	$	(225)
2021	$	21,511,997	$	21,511,997	$	2,941,997	$	2,941,997	$	2,019,580	$	(8,638,137)	$	52	$	139	$	(241.3)	$	380	$	(184)
2020	$	373,744	$	—	$	373,744	$	—	$	763,716	$	15,919,657	$	151	$	123	$	(122.3)	$	213	$	(98)

Named Executive Officers, Footnote [Text Block]

(1) Daniel Schreiber and Shai Wininger served as Co-CEOs in 2021 and 2022. For 2020, Daniel Schreiber served as the sole CEO.Non-PEO NEO's are Tim Bixby, Adina Eckstein, John Peters and Jorge Espinel for 2021 and 2022. For 2020, Non-PEOs were Shai Wininger, Tim Bixby, John Peters and Jorge Espinel.

Adjustment To PEO Compensation, Footnote [Text Block]

To determine the amounts in column (c) in the PvP table, the following amounts were deducted from and added (as applicable) to Mr. Schreiber’s total compensation as reported in the Summary Compensation Table, in accordance with Item 402(v) of Regulation S-K.


Year	Summary Compensation Table Total for Mr. Schreiber ($)		Summary Compensation Table Reported Equity Award Value for Mr. Schreiber ($)		Equity Award Adjustments for Mr. Schreiber ($) (1)		Compensation Actually Paid to Mr. Schreiber ($)
2022	$	8,035,801	$	(7,541,200)	$	301,188	$	795,789
2021	$	21,511,997	$	(21,031,500)	$	2,461,500	$	2,941,997
2020	$	373,744	$	—	$	—	$	373,744

(1) Represents the year-over-year change in the fair value of equity awards to Mr. Schreiber as summarized below.


Year	Year End Fair Value of Unvested Equity Awards Granted in the Year ($)		Year over Year Change in Fair Value of Outstanding Unvested Equity Awards Granted in Prior Year ($)		Fair Value as of Vesting Date of Equity Awards Granted and Vested in the Year ($)		Year over Year Change in Fair Value of Equity Awards Granted in Prior Years that Vested in the Year ($)		Fair Value at the End of the Prior Year of Equity Awards that Failed to Meet Vesting Conditions in the Year ($)		Value of Dividends or other Earnings Paid on Equity Awards not Otherwise Reflected in Fair Value or Total Compensation ($)		Total Equity Award Adjustments ($)
2022	$	2,453,438	$	(2,428,500)	$	276,250	$	—	$	—	$	—	$	301,188
2021	$	2,461,500	$	—	$	—	$	—	$	—	$	—	$	2,461,500
2020	$	—	$	—	$	—	$	—	$	—	$	—	$	—

In the table above, the equity values are computed in accordance with the methodologies used for financial reporting purposes, reflecting updated economic assumptions as of the valuation dates and adjustments to the expected term for options significantly out-of-the-money. The expected-term for options more than 70% out-of-the-money are assumed to be extended from the grant date expected exercise date to the full contractual term. The expected-term for options more than 30%, and less than 70%, out-of-the-money are assumed to be extended from the grant date expected exercise date to the mid-point of the expected exercise date at grant and the full contractual term.

To determine the amounts in column (c) in the PvP table, the following amounts were deducted from and added (as applicable) to Mr. Wininger’s total compensation as reported in the Summary Compensation Table, in accordance with Item 402(v) of Regulation S-K. Note that Mr. Wininger was promoted to Co-CEO in July 2021, and his compensation for 2020 are reflected in the Average Non-CEO Compensation section.


Year	Summary Compensation Table Total for Mr. Wininger ($)		Summary Compensation Table Reported Equity Award Value for Mr. Wininger ($)		Equity Award Adjustments for Mr. Wininger ($) (1)		Compensation Actually Paid to Mr. Wininger ($)
2022	$	8,075,513	$	(7,541,200)	$	301,188	$	835,501
2021	$	21,511,997	$	(21,031,500)	$	2,461,500	$	2,941,997
2020	$	—	$	—	$	—	$	—

(1) Represents the year-over-year change in the fair value of equity awards to Mr. Wininger as summarized below.


Year	Year End Fair Value of Unvested Equity Awards Granted in the Year ($)		Year over Year Change in Fair Value of Outstanding Unvested Equity Awards Granted in Prior Year ($)		Fair Value as of Vesting Date of Equity Awards Granted and Vested in the Year ($)		Year over Year Change in Fair Value of Equity Awards Granted in Prior Years that Vested in the Year ($)		Fair Value at the End of the Prior Year of Equity Awards that Failed to Meet Vesting Conditions in the Year ($)		Value of Dividends or other Earnings Paid on Equity Awards not Otherwise Reflected in Fair Value or Total Compensation ($)		Total Equity Award Adjustments ($)
2022	$	2,453,438	$	(2,428,500)	$	276,250	$	—	$	—	$	—	$	301,188
2021	$	2,461,500	$	—	$	—	$	—	$	—	$	—	$	2,461,500
2020	$	—	$	—	$	—	$	—	$	—	$	—	$	—

In the table above, the equity values are computed in accordance with the methodologies used for financial reporting purposes, reflecting updated economic assumptions as of the valuation dates and adjustments to the expected term for options significantly out-of-the-money. The expected-term for options more than 70% out-of-the-money are assumed to be extended from the grant date expected exercise date to the full contractual term. The expected-term for options more than 30%, and less than 70%, out-of-the-money are assumed to be extended from the grant date expected exercise date to the mid-point of the expected exercise date at grant and the full contractual term.

Non-PEO NEO Average Compensation Actually Paid Amount

$ (1,160,121)

(8,638,137)

15,919,657

Compensation Actually Paid vs. Total Shareholder Return [Text Block]

CAP vs. Lemonade TSR vs. Peer TSR

Total Shareholder Return Vs Peer Group [Text Block]

CAP vs. Lemonade TSR vs. Peer TSR

Total Shareholder Return Amount

$ 17

52

151

Net Income (Loss)

$ (297,800,000)

$ (241,300,000)

$ (122,300,000)

Additional 402(v) Disclosure [Text Block]

(7) Net Income (Loss) represents GAAP Net Income (Loss) In the audited consolidated financial statements as reported on the Company's Annual Report on Form 10-K.

CAP vs. Adjusted EBITDA