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WARRANT TO PURCHASE 38,961 SHARES OF COMMON STOCK

Shareholder Agreement

WARRANT TO PURCHASE 38,961 SHARES OF COMMON STOCK | Document Parties: ALLIED WORLD ASSURANCE CO HOLDINGS LTD | Bridge Street Special Opportunities Fund 2000, L.P. You are currently viewing:
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ALLIED WORLD ASSURANCE CO HOLDINGS LTD | Bridge Street Special Opportunities Fund 2000, L.P.

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Title: WARRANT TO PURCHASE 38,961 SHARES OF COMMON STOCK
Governing Law: New York     Date: 3/17/2006

WARRANT TO PURCHASE 38,961 SHARES OF COMMON STOCK, Parties: allied world assurance co holdings ltd , bridge street special opportunities fund 2000  l.p.
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<PAGE>
                                                               Exhibit 4.9


                                                               Certificate No. 8

ANY SALE, ASSIGNMENT, TRANSFER OR OTHER DISPOSITION, OR ANY PLEDGE OR OTHER
ENCUMBRANCE, OF THIS WARRANT OR THE SHARES OF COMMON STOCK UNDERLYING THIS
WARRANT (TOGETHER, THE "SECURITIES") IS RESTRICTED BY, AND THE RIGHTS OF THE
HOLDER OF THE SECURITIES ARE SUBJECT TO, THE TERMS AND CONDITIONS CONTAINED IN
THE SHAREHOLDERS AGREEMENT (AS DEFINED BELOW), AS IT MAY BE AMENDED FROM TIME TO
TIME, AND THE BYE-LAWS OF THE COMPANY, WHICH ARE AVAILABLE FOR EXAMINATION AT
THE REGISTERED OFFICE OF THE COMPANY. IN ADDITION TO THE FOREGOING RESTRICTIONS,
THE SECURITIES HAVE NOT BEEN REGISTERED UNDER THE U.S. SECURITIES ACT OF 1933
(THE "SECURITIES ACT") OR THE SECURITIES LAWS OF ANY U.S. STATE OR OTHER
JURISDICTION AND MAY NOT BE SOLD, ASSIGNED, TRANSFERRED OR OTHERWISE DISPOSED
OF, OR PLEDGED OR OTHERWISE ENCUMBERED, EXCEPT IN ACCORDANCE WITH AN AVAILABLE
EXEMPTION FROM REGISTRATION UNDER THE SECURITIES ACT AND IN ACCORDANCE WITH THE
APPLICABLE SECURITIES LAWS OF ANY U.S. STATE OR OTHER JURISDICTION.

                      ALLIED WORLD ASSURANCE HOLDINGS, LTD

                WARRANT TO PURCHASE 38,961 SHARES OF COMMON STOCK

                   (Subject to adjustment as provided herein)
          (See signature page for notation regarding partial exercise)

      FOR GOOD AND VALUABLE CONSIDERATION, receipt of which is hereby
acknowledged, Allied World Assurance Holdings, Ltd, a limited liability company
organized under the laws of Bermuda (including any successor thereto, the
"Company"), hereby grants to Bridge Street Special Opportunities Fund 2000, L.P.
or its registered assigns (the "Holder") a warrant (this "Warrant") to purchase
Common Stock, par value U.S. $0.01 per share, of the Company ("Common Stock"),
which will include shares of Voting Common Stock, par value U.S. $0.01 per
share, of the Company ("Voting Common Stock"), Non-Voting Common Stock, par
value U.S. $0.01 per share, of the Company ("Non-Voting Common Stock") or both,
upon the terms and conditions contained herein. All shares of Common Stock,
including Voting Common Stock and Non-Voting Common Stock, that the Holder is
entitled to purchase upon exercise of this Warrant are herein called "Warrant
Shares". All terms that are used but not otherwise defined herein and that are
defined in the Shareholders Agreement, dated as of November 21, 2001 and as it
may be amended from time to time, among the Company and the shareholders party
thereto (the "Shareholders Agreement") shall have the meanings given to them in
the Shareholders Agreement.

      1. Right to Purchase Common Stock. This Warrant may be exercised in whole
or in part and from time to time on any one or more Exercise Dates, in each case
upon payment of the Exercise Price (in any manner provided in Section 6 hereof)
and for a number of Warrant Shares that does not exceed the Exercise Amount.
Notwithstanding any provision hereof, the Exercise Price, the Exercise Amount
(including the Specified Number) and the nature and amount of Warrant Shares
that the Holder is entitled to acquire upon exercise of this Warrant

<PAGE>

(in each case as such term is defined herein) shall be subject to adjustment
from time to time as provided in Section 4 hereof, and all references herein to
the Exercise Price, the Exercise Amount (including the Specified Number) and
Warrant Shares shall be deemed to mean such terms after giving effect to each
such adjustment, whether or not specific mention of such adjustment is made in
connection with any such reference.

            (a) Notwithstanding any provision hereof, except as set forth in the
proviso to the third sentence of this paragraph, this Warrant may not be
exercised unless a Trigger Event has occurred before the first Exercise Date or
will occur on or promptly after the first Exercise Date. Once a Trigger Event
has occurred as provided in the prior sentence, the requirement set forth in the
prior sentence shall be fully satisfied and no further Trigger Events shall be
required as a condition to any exercise of this Warrant. Either of the following
shall be a "Trigger Event": (i) the Holder or any of its Affiliates Transfers
Common Stock (or rights to acquire Common Stock, including any partial Transfer
of this Warrant) to any Person other than an Affiliate of the Holder or (ii) the
Company issues Common Stock (or rights to acquire Common Stock) to any Person
other than the Holder and its Affiliates after the Closing Date, other than an
issuance pursuant to the exercise of any rights to acquire Common Stock that
were originally issued on the Closing Date; provided, however, that no Trigger
Event shall be required for any exercise of this Warrant by a Holder that either
(i) is not a Founder or an Affiliate of a Founder or (ii) is a Founder, or an
Affiliate of a Founder, for which the Termination Time has occurred pursuant to
Section 2.12(a)(i) of the Shareholders Agreement.

            (b) An "Exercise Date" shall be any Business Day on or before the
Final Exercise Date. The "Final Exercise Date" shall be November 21, 2011 unless
November 21, 2011 is not a Business Day, in which case the "Final Exercise Date"
shall be the first Business Day after November 21, 2011. This Warrant may be
exercised as provided herein until 12:01 A.M., New York City time, on the first
day after the Final Exercise Date.

            (c) With respect to each exercise of this Warrant, the "Exercise
Price" shall equal U.S. $11.40 for each Warrant Share purchased upon such
exercise and shall be payable to the Company in full upon such exercise, by wire
transfer of immediately available funds or as otherwise provided in Section 6(b)
hereof.

            (d) (i) With respect to each exercise of this Warrant, the "Exercise
Amount" shall be such number of Warrant Shares as the Holder elects to purchase
upon such exercise, provided that, after giving effect to such exercise (as well
as any Trigger Event occurring prior to, in connection with or promptly after
such exercise as set forth in the next sentence), (A) the Holder's Primary
Ownership Percentage shall not exceed the Relevant Percentage, (B) the total
number of Warrant Shares purchased upon such and each prior exercise of this
Warrant, taken together, shall not exceed 38,961 (the "Specified Number") and
(C) such exercise shall not cause any Person to be in violation of the Ownership
Limits set forth in Section 5.1 of the Shareholders Agreement. In determining
whether the requirement in clause (A) above has been satisfied, effect shall be
given to any Transfer of Warrant Shares, other Common Stock or rights to acquire
Common Stock by the Holder or any of its Affiliates, any issuance by the Company
of Common Stock or rights to acquire Common Stock (together with any related
exercise of preemptive rights by any and all Shareholders) or any other
transaction that has the effect of reducing the Holder's Primary Ownership
Percentage, provided that, in each such case, such transaction occurs prior to,
simultaneously with or promptly after such exercise (any such transaction
specified in this sentence to which such effect is given, an "Offsetting
Transaction"). If the Holder proposes to exercise this Warrant in connection
with any Transfer by the Holder or

                                      -2-
<PAGE>

any of its Affiliates in a Registered Public Offering or otherwise, or in
connection with any other Offsetting Transaction, the Company, upon request of
the Holder, shall use its reasonable best efforts to facilitate such exercise at
a time that enables the Holder to maximize the Exercise Amount and to include
any Warrant Shares acquired on exercise in any such Transfer (subject to the
provisions of the Shareholders Agreement and the Bye-laws).

             (ii) The "Primary Ownership Percentage" of any Holder at any time
shall equal (A) the total number of common shares of the Company that are owned
by such Holder and its Affiliates, in the aggregate, and are outstanding at such
time, expressed as a percentage of (B) the total number of common shares of the
Company that are outstanding at such time, in each case (A) and (B) without
giving effect to any shares that may be issuable but that have not been issued
at or prior to such time pursuant to any part of this Warrant which has not been
exercised or any other rights to acquire common shares of the Company. The
"Relevant Percentage" of any Holder with respect to any exercise of this Warrant
shall be the greater of such Holder's Primary Ownership Percentage immediately
prior to such exercise and (W) 23.4% if the Holder is an AIG Person or any
Successor Founder of AIG, (X) 16.3% if the Holder is GSCP 2000, any Affiliate
thereof or any Successor Founder of GSCP 2000, (Y) 18.7% if the Holder is a
Chubb Person or any Successor Founder of Chubb or (Z) 9.09% if the Holder is not
a Person described in clause (W), (X) or (Y) above. A "Successor Founder" of any
Founder means any other Person that succeeds to such Founder's status as a
Founder pursuant to the Shareholders Agreement, together with any Affiliate of
such other Person.

            (e) The Common Stock issued upon each exercise of this Warrant shall
be Voting Common Stock to the maximum extent possible without such exercise
causing any Person to exceed the Ownership Limits set forth in Section 5.1 of
the Shareholders Agreement, and all other Common Stock (if any) issued on such
exercise shall be Non-Voting Common Stock unless the Holder requests Non-Voting
Common Stock in the Notice of Exercise, in which case the Common Stock issued
upon such exercise shall be Non-Voting Common Stock at least to the extent so
requested. In determining the maximum amount of Voting Common Stock to be issued
upon any exercise of this Warrant, effect shall be given to any Offsetting
Transaction.

            (f) The Holder, in connection with an exercise of registration
rights in a Registered Public Offering, may elect, by so specifying in the
Notice of Exercise, to condition such Holder's exercise of this Warrant upon the
issued Warrant Shares being included in the offering (the "Offering") giving
rise to such registration rights (a "Conditional Registration Exercise"). In
such event, (i) the Holder will be permitted to sell Warrants, in lieu of
Warrant Shares, to the underwriters of the Offering, which sale may be
contingent upon the inclusion in the Offering of the underlying Warrant Shares,
(ii) the Company will cause the Warrant exercise closing associated with such
Conditional Registration Exercise and the delivery of the Warrant Shares to be
concurrent with either the closing of the Offering or immediately prior to such
closing and immediately following the Holder's delivery of this Warrant (or
portion hereof) to the underwriter for such Offering, (iii) if the number of
shares of Common Stock included in any Offering for sale by the Holder is
reduced, then the exercise of this Warrant shall be deemed rescinded as to a
number of Warrant Shares equal to the number of shares of Common Stock excluded
from the Offering as a result of such reduction (or if such excluded number
exceeds the total number of Warrant Shares, all such Warrant Shares) (the
"Excluded Shares") and (iv) the Company shall not be required or entitled to
issue any of the Excluded Shares. In the event of any such rescission of the
exercise of this Warrant, this Warrant shall remain in full force and effect as
if no Notice of Exercise had been delivered with respect to the Excluded Shares.

                                      -3-
<PAGE>

            (g) The Holder, in connection with a bona fide tender or exchange
offer for Common Stock (a "Tender Offer") made by the Company or another Person
(the "Bidder"), may elect, by so specifying in the Notice of Exercise, to
condition its exercise of this Warrant upon the issued Warrant Shares being
accepted for purchase and purchased by the Bidder in such Tender Offer (a
"Conditional Tender Offer Exercise"). In such event, and provided the Transfer
of the Warrant Shares to the Bidder is made in compliance with all
then-applicable restrictions on Transfer set forth in the Shareholders
Agreement, (i) the Holder shall be permitted to condition exercise of this
Warrant upon the acceptance for purchase and purchase of the Warrant Shares
issuable on such exercise by the Bidder pursuant to the Tender Offer, (ii) the
Company shall cause the Warrant exercise closing associated with the Conditional
Tender Offer Exercise and delivery of the Warrant Shares to be concurrent with
the closing of such Tender Offer (including by taking such steps as are
reasonably necessary to enable the Warrant Shares to be tendered into and
purchased in such Tender Offer) and (iii) if any Warrant Shares tendered in any
Tender Offer are not accepted for purchase or purchased in such Tender Offer,
then the exercise of this Warrant shall be deemed rescinded as to the Warrant
Shares not accepted for purchase or not purchased and the Company shall not be
required or entitled to issue any such Warrant Shares. In the event of any such
rescission of the exercise of this Warrant, this Warrant shall remain in full
force and effect as if no Warrant Notice had been delivered.

      2. Warrant Shares. Each Warrant Share purchased upon exercise of this
Warrant, after issuance thereof and payment of the Exercise Price therefor,
shall be duly authorized, validly issued, fully paid and non-assessable and
shall have the same rights and preferences as all other Common Stock issued and
outstanding (with all Voting Common Stock, if any, and all Non-Voting Common
Stock, if any, purchased upon exercise of this Warrant having the same rights
and preferences as all other Voting Common Stock and Non-Voting Common Stock,
respectively, issued and outstanding) on the Exercise Date.

      3. No Shareholder Rights. Except as otherwise provided in the Shareholders
Agreement or the Bye-laws, the Holder shall not be entitled to any voting or
other rights of a shareholder of the Company, either at law or in equity, with
respect to any Warrant Shares as to which this Warrant has not been exercised.
It is a condition to the purchase of Warrant Shares pursuant to this Warrant
that the purchasing Holder (or, if the exercise and purchase are made in
connection with a Transfer of this Warrant or Warrant Shares, that the
Transferee) shall become (if it is not already) a party to the Shareholders
Agreement as contemplated thereby; provided that no Transferee of Warrant Shares
will be required to become a party to the Shareholders Agreement if such Warrant
Shares are acquired in an Open Market Sale or are otherwise Freely Transferable
Shares upon consummation of such Transfer. Nothing contained in this Warrant
shall be construed as imposing any obligations or liabilities on the Holder to
purchase any securities or as a shareholder of the Company, whether such
obligations or liabilities are asserted by the Company or by the creditors of
the Company or otherwise. Each certificate representing a Warrant Share shall
bear any legend restricting transfer that is provided for by the Shareholders
Agreement and the Bye-laws. The restrictions on Transfer, voting requirements
and other provisions of the Shareholders Agreement and the Bye-laws, to the
extent applicable by the terms thereof, shall apply to each Warrant Share.

      4. Adjustment of Warrant. (a) (i) After every occurrence of an Adjustment
Event, the Warrant Shares that the Holder may purchase upon each exercise of
this Warrant effected after such occurrence shall be adjusted proportionately so
that the Holder shall be entitled to receive upon each such exercise the kind
and number of shares of capital stock, other securities, cash or other property
(or any combination of the foregoing) that the Holder

                                      -4-
<PAGE>

would have been entitled to receive in such Adjustment Event in respect of all
the Warrant Shares that the Holder would have been entitled to purchase upon
exercise of this Warrant in full (to the extent it remains unexercised and
without regard to the limitations in Section 1(d)(i)(A) and (C) hereof) at such
time, as if the Holder owned all such Warrant Shares immediately prior to such
Adjustment Event or on any record date therefor (together with all such Warrant
Shares to the extent they would remain outstanding and held by the Holder
immediately after such event). In addition, whenever the Warrant Shares that the
Holder may purchase on exercise of this Warrant are adjusted pursuant to this
Section 4(a), the Exercise Price shall also be adjusted, by multiplying the
Exercise Price in effect immediately prior to such adjustment by a fraction, the
numerator of which shall be the maximum number of Warrant Shares that may be
purchased upon exercise of this Warrant immediately prior to such adjustment and
the denominator of which shall be the maximum number of Warrant Shares that may
be purchased upon exercise of this Warrant immediately after such adjustment (in
each case, without regard to the limitations in Section 1(d)(i)(A) and (C)
hereof, and provided that appropriate adjustment of the fraction shall be made
as necessary to reflect any difference in kind between the Warrant Shares
reflected in the numerator and those reflected in the denominator). Each
adjustment of the Exercise Amount and Exercise Price made pursuant to this
Section 4(a) in respect of an Adjustment Event shall become effective
immediately after the effective time of such event, retroactive to any record
date therefor.

            (ii) Each of the following events that occur on or after the Closing
Date shall be an "Adjustment Event": (A) the Company pays a dividend or makes
any other distribution with respect to any of its capital stock in shares of
Common Stock such that the number of shares of Common Stock outstanding is
increased; (B) the Company subdivides or splits its outstanding shares of Common
Stock such that the number of shares of Common Stock outstanding is increased;
(C) the Company combines its outstanding shares of Common Stock into a smaller
number of shares of Common Stock; and (D) the reclassification or
recapitalization of the Common Stock (including any reclassification or
recapitalization in connection with a merger, amalgamation, consolidation,
scheme of arrangement, sale of all or substantially all of the assets of the
Company or other similar transaction) other than any reclassification or
recapitalization that consists solely of a change in par value or that involves
or occurs in connection with an issuance of shares or rights, a Transaction or a
Spin-Off, if and to the extent that an adjustment is otherwise effected in
respect thereof pursuant to Section 4(b), (c) or (d) hereof. Solely for the
purpose of this Section 4, the term "Common Stock" shall mean (X) the classes of
Common Stock consisting of the Voting Common Stock and the Non-Voting Common
Stock on the Closing Date and (Y) any other class of capital stock of the
Company resulting from successive changes or reclassifications of such Common
Stock consisting solely of changes in par value.

            (b) (i) If the Company issues to any Person or Persons any shares of
Common Stock or any options, warrants or other rights (including debt or other
securities convertible into or exchangeable for Common Stock) entitling the
holders thereof to subscribe for, purchase or otherwise acquire shares of Common
Stock, in either case at a price per share which, on the record date for such
issuance (or if no record date is set for such issuance, on the date of such
issuance), is lower than the Share Value on such date (to be determined as
provided in Section 6(f) hereof, as if such date was an Exercise Notice delivery
date for this purpose), the number of Warrant Shares thereafter purchasable upon
the exercise of this Warrant shall be determined by multiplying the number of
Warrant Shares purchasable upon exercise of this Warrant immediately prior to
such adjustment by a fraction, (A) the numerator of which shall be the sum of
the number of shares of Common Stock outstanding immediately prior to such

                                      -5-
<PAGE>

issuance plus the number of additional shares of Common Stock issued or offered
for subscription, purchase or other acquisition pursuant to such issuance of
rights and (B) the denominator of which shall be the sum of the number of shares
of Common Stock outstanding immediately prior to such issuance plus the number
of shares which the aggregate offering price (if any) o


 
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