Item 2.01 Completion of Acquisition or
Disposition of Assets
Pursuant to the Merger Agreement, the Mergers
were consummated and became effective as of July 28, 2022. As a result of the Mergers, among other things, Metromile became a subsidiary
of Lemonade under the name “Metromile, LLC” (the “Surviving Company”). The Mergers and the Merger Agreement
were previously described in the Registration Statement and the Joint Proxy Statement/Prospectus.
Merger Consideration
| · | At
the effective time of the First Merger (the “First Effective Time”), all shares of Metromile common stock, par value
$0.0001 per share (the “Metromile Common Stock”), that were held in treasury by Metromile or were held directly by
Lemonade or Acquisition Sub I immediately prior to the First Effective Time were cancelled and ceased to exist and no consideration was
paid or payable in respect thereof; |
| · | Except
as described in the preceding bullet point, each share of Metromile Common Stock that was
issued and outstanding immediately prior to the First Effective Time (including the “Earnout
Shares,” as such term is defined in that certain Sponsor Share Cancellation and
Vesting Agreement, dated as of November 24, 2020, by and among INSU Acquisition Corp. II
(“INSU”), Insurance Acquisition Sponsor II, LLC, and Dioptra Advisors
II, LLC) was converted into the right to receive, without interest, 0.05263 validly issued,
fully paid and non-assessable shares of Lemonade common stock (the “Exchange Ratio”); |
| · | Each
share of common stock, par value $0.01 per share, of Acquisition Sub I that was issued and outstanding immediately prior to the First
Effective Time was converted into one (1) validly issued, fully paid and non-assessable share of common stock, par value $0.01 per share,
of Metromile as the Surviving Company; and |
| · | At
the effective time of the Second Merger (the “Second Effective Time”), each share of common stock, par value $0.01
per share, of Metromile that was issued and outstanding immediately prior to the Second Effective Time was cancelled and ceased to exist.
Each limited liability company interest of Acquisition Sub II issued and outstanding immediately prior to the Second Effective Time remained
outstanding as a limited liability company interest of the Surviving Company. |
Treatment of Fractional Shares
No fractional shares of Lemonade common stock
were issued in connection with the Mergers. Each Metromile stockholder who would otherwise have been entitled to receive in the Mergers
a fractional share of Lemonade common stock pursuant to the Merger Agreement, in lieu of such fractional share and upon surrender of such
holder’s certificates representing shares of Metromile Common Stock or book-entry positions representing non-certificated shares
of Metromile Common Stock, in each case outstanding as of immediately prior to the First Effective Time, will be paid in cash the dollar
amount (rounded to the nearest whole cent), without interest and subject to any required tax withholding, determined by multiplying such
fraction by the average of the volume-weighted average trading prices per share of Lemonade common stock on the New York Stock Exchange
(as reported by Bloomberg L.P.) on each of the twenty (20) consecutive trading days ending on (and including) the trading day that was
three (3) trading days prior to the date of the First Effective Time (as adjusted to reflect any stock splits, stock dividends, combinations,
reorganizations, reclassifications or similar events). No such holder was entitled to dividends, voting rights or any other rights in
respect of any fractional share of Lemonade common stock that would otherwise have been issuable as part of the merger consideration.
The payment of cash in lieu of fractional share interests merely represents a mechanical rounding-off of the fractions in the exchange.
Treatment of Metromile Equity Awards
Effective as of the First Effective Time, Lemonade
assumed Metromile’s 2011 Equity Incentive Plan, as amended, and 2021 Equity Incentive Plan, and the outstanding awards thereunder
were converted to awards covering Lemonade common stock or into rights to receive cash payments, as set forth below.
Except as set forth in the immediately following
sentence, each Metromile stock option, whether vested or unvested, that was outstanding and unexercised as of immediately prior to the
First Effective Time was automatically converted into a stock option to acquire a number of shares of Lemonade common stock (rounded down
to the nearest whole share) equal to the product of (i) the number of shares subject to the Metromile stock option and (ii) the Exchange
Ratio, with an exercise price per share of Lemonade common stock (rounded up to the nearest whole cent) equal to (A) the per share exercise
price of the Metromile stock option divided by (B) the exchange ratio. Each outstanding and unexercised Metromile stock option held by
any individual who was not employed by or providing services to Metromile as of November 8, 2021 was converted into the right to receive
an amount in cash, without interest, equal to the Option Consideration (as defined in the Merger Agreement). Any such Metromile stock
option that had an exercise price per share that is greater than or equal to the per Metromile share cash consideration was cancelled
for no consideration.
Except as set forth in the immediately following
sentence, each Metromile restricted stock unit award (“Metromile RSU award”) that was outstanding immediately prior
to the First Effective Time was automatically converted into a Lemonade restricted stock unit award (“Lemonade RSU award”)
covering a number of shares of Lemonade common stock equal to (i) the number of shares of Metromile Common Stock underlying such Metromile
RSU award multiplied by (ii) the exchange ratio. Each outstanding Metromile RSU award held by Metromile’s non-employee directors
and each Metromile RSU award that was outstanding and eligible to vest based on the achievement of one or more performance criteria was
cancelled and converted automatically into the right to receive an amount in cash, without interest, equal to the RSU Consideration (as defined in the Merger Agreement). For
purposes of the foregoing, the determination of actual performance with respect to any performance-based Metromile RSU award and the number
of shares underlying the Metromile RSU award that vested as of the First Effective Time as a result of such performance was made by Metromile
prior to the First Effective Time in accordance with the terms and conditions of the applicable award agreement.
Aside from the foregoing adjustments, each Metromile
stock option and Metromile RSU award that was converted into a Lemonade stock option or Lemonade RSU award remains subject to the same
vesting and other terms and conditions that applied to such award immediately prior to the First Effective Time.
Treatment of Metromile Warrants
At the First Effective Time, each Metromile warrant
exercisable for Metromile Common Stock (each, a “Metromile Warrant”) ceased to represent a Metromile Warrant and was
assumed by Lemonade and converted automatically into a warrant denominated in shares of Lemonade common stock from Lemonade on the same
terms and conditions (including vesting terms) as applied to such Metromile Warrant immediately prior to the First Effective Time (with
the number of warrants and exercise price being adjusted based on the exchange ratio).
Treatment of Additional Shares
The transactions contemplated by the Merger Agreement,
including the Mergers, did not constitute an “Acceleration Event” (as such term is defined in that certain Agreement and Plan
of Merger and Reorganization, dated as of November 24, 2020 and as amended on January 12, 2021 and further amended on February 8, 2021,
by and among INSU, INSU II Merger Sub Corp. and Metromile Operating Company (formerly known as MetroMile, Inc.) (the “INSU Merger Agreement”)). Accordingly, the “Additional
Shares” (as such term is defined in the INSU Merger Agreement) were not issued as of immediately prior to the First Effective Time.
In accordance with the terms of the INSU Merger
Agreement, if, (a) at any point following the First Effective Time and prior to February 9, 2023, the closing share price of Lemonade
common stock over any twenty (20) trading days within any thirty (30) trading day period is greater than the quotient of (i) $15.00 divided
by (ii) the exchange ratio, then, (b) as soon as practicable (but in any event within ten (10) business days) after such satisfaction,
Lemonade will issue, on a ratable basis to the persons eligible to receive such Additional Shares, a number of shares of Lemonade common
stock in an amount equal to the product of (i) 10,000,000 multiplied by (ii) the exchange ratio.
The information set forth in the “Explanatory
Note” of this Current Report on Form 8-K (the “Current Report”) is incorporated by reference into this Item 2.01.
The foregoing description of the Merger Agreement
does not purport to be complete and is subject to and qualified in its entirety by reference to the full text of the Merger Agreement,
a copy of which was filed as Exhibit 2.1 to the Current Report filed by the Company on November 9, 2021 and is incorporated herein by
reference. The Merger Agreement is not intended to be a source of factual, business or operational information about the Company or its
subsidiaries.