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SENIOR EXECUTIVE EMPLOYMENT AGREEMENT

Employment Agreement

SENIOR EXECUTIVE EMPLOYMENT AGREEMENT | Document Parties: DEALERTRACK HOLDINGS, INC. | DealerTrack Aftermarket Services, Inc. You are currently viewing:
This Employment Agreement involves

DEALERTRACK HOLDINGS, INC. | DealerTrack Aftermarket Services, Inc.

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Title: SENIOR EXECUTIVE EMPLOYMENT AGREEMENT
Date: 5/12/2006
Industry: Software and Programming     Law Firm: Latham Watkins     Sector: Technology

SENIOR EXECUTIVE EMPLOYMENT AGREEMENT, Parties: dealertrack holdings  inc. , dealertrack aftermarket services  inc.
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                                                                    EXHIBIT 10.5

                      SENIOR EXECUTIVE EMPLOYMENT AGREEMENT

            This Senior Executive Employment Agreement (the "Agreement") is
entered into as of this 26th day of May, 2005 (the "Effective Date") by and
between David Trinder ("Executive") and DealerTrack Aftermarket Services, Inc. a
Delaware corporation ("Employer") with principal offices at 1111 Marcus Avenue,
Suite M04, Lake Success, NY 11042.

            Section 1. Term

            Employer shall continue to employ Executive and Executive agrees to
continue such employment, upon the terms and conditions hereinafter set forth,
from the Effective Date through and including June 30, 2007 (the "Initial
Term"). This Agreement shall renew automatically for successive one year periods
(each, a "Renewal Term") unless one party gives notice to the other party, in
writing, at least sixty (60) days prior to the expiration of this Agreement (or
any renewal) of its desire to terminate the Agreement. The term of this
Agreement, including the Initial Term and any Renewal Term, shall be referred to
herein as the "Term".

            Section 2. Executive's Duties

            (a) Executive shall be President and shall report directly to
Employer's Chief Executive Officer or his designee. Executive shall faithfully
and diligently perform his duties at the direction of Employer's Chief Executive
Officer, or his designee, to the best of Executive's ability. Executive shall
(i) devote his best efforts, skill, and ability and full business time and
attention to the performance of the services customarily incident to such
office, subject to vacations and sick leave as provided herein and in accordance
with Employer policy, (ii) carry out his duties in a competent and professional
manner; and (iii) generally promote the interests of Employer. Subject to
applicable law, Executive shall not knowingly participate in any activity that
is detrimental to the interests of Employer, DealerTrack Holdings, Inc. (the
"Parent") or any of their affiliates, including, without limitation, any public
criticism or disparagement of any type by Executive, through the media or
otherwise, of Employer or any of its affiliates or employees, except in
connection with the exercise of Executive's rights against Employer or any of
its affiliates.

            (b) Executive agrees to abide by all policies applicable to senior
executive officers of Employer promulgated from time to time by Employer, which
policies are enforced uniformly and applicable to all similar executives of
Employer.

            (c) Except for such business travel as may be incident to his duties
hereunder, Executive shall perform his duties at Employer's offices at the
address set forth in the preamble to this Agreement or at such other location as
may be approved by Employer.

            Section 3. Compensation for Executive's Services

            In consideration of the duties and services to be performed by
Executive pursuant to Sections 1 and 2 hereof, Executive shall receive:

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            (a) Salary. Executive shall earn salary (the "Salary") at the annual
rate of Two Hundred Fifty Thousand Dollars ($250,000.00) (the "Minimum Salary"),
less all applicable federal, state, and local tax withholdings. Such Salary
shall be earned and shall be payable in periodic installments in accordance with
Employer's payroll practices. During the Term, the Board of Directors of Parent
(the "Parent Board") or the Compensation Committee of the Parent Board (the
"Compensation Committee") will review the Salary annually and may in its
discretion increase the Salary, but may not reduce it during the Term unless
Parent institutes salary reductions across the board; provided, however, that in
no event shall the Salary be reduced below the Minimum Salary without
Executive's written consent.

            (b) Bonus. For each fiscal year of Parent (each, a "Fiscal Year"),
Executive shall be entitled to receive a cash performance bonus (a "Bonus")
which shall be based on the achievement of certain performance benchmarks by
Parent and/or Employer during such Fiscal Year which shall be determined by the
Parent Board. The Parent Board shall review the target Bonus on an annual basis
and, in its sole discretion, may increase such target Bonus for any Fiscal Year.
The target Bonus shall not be decreased except in connection with company-wide
bonus reductions. The target Bonus for any Fiscal Year shall be at least Forty
(40%) percent of the Salary for such Fiscal Year. The Bonus for each Fiscal Year
shall be paid, if at all, to Executive on a schedule consistent with Employer's
bonus payments to its other similarly situated senior executive officers by no
later than two and one half (2 1/2) months following the end of such Fiscal
Year. Executive understands and agrees that the Bonus is established in part as
an inducement for Executive to remain employed by Employer and except as
provided in Section 5(c) of this Agreement, or in the Employer's sole
discretion, in the event that Executive's employment is terminated prior to the
end of any Fiscal Year during the Term, then Executive shall not receive payment
of any Bonus for such year.

            (c) Equity. In connection with Executive's employment, Executive has
been and may continue to be granted stock options ("Stock Options") to purchase
equity securities of Parent pursuant to the terms of DealerTrack Holdings, Inc.
2001 Stock Option Plan, effective as of August 10, 2001, as amended ("Stock
Option Plan") or may be granted Stock Options or other equity based awards
pursuant to the terms of the DealerTrack Holdings, Inc. 2005 Incentive Award
Plan, effective as of May 26, 2005, as amended (the "2005 Incentive Award
Plan"), or any other successor equity incentive plans (collectively, the "Stock
Incentive Plans"). Except as otherwise provided herein, the terms of the Stock
Options shall be governed by the Stock Incentive Plans. Executive shall be
credited with twenty-four (24) months accelerated vesting of his Stock Options
upon termination of Executive's employment by: (1) Employer without Cause (as
defined below); or (2) Executive for Good Reason (as defined below). Executive
shall be credited with thirty-six (36) months accelerated vesting of his Stock
Options upon a Change of Control (defined below). Executive shall be credited
with full acceleration and vesting of his Stock Options upon the earlier of: (1)
the elimination of Executive's position or a termination of Executive's
employment, in either event, within twelve (12) months after a Change of
Control; (2) a material negative change in Executive's compensation or
responsibilities within twelve (12) months after a Change of Control; or (3) the
requirement that Executive be based at a location which is more than fifty (50)
miles from Employer's offices at the address set forth in the preamble to this
Agreement within twelve (12) months after a Change of Control. Anything in the
Stock Incentive Plans to the contrary notwithstanding, if Executive's employment
is terminated by Executive with Good Reason or by Employer without Cause, or
under

                                       2

<PAGE>

circumstances described above which would result in certain accelerated vesting
of any unvested Stock Options held by Executive, the unexercised portion of any
Stock Options held by Executive will not terminate until the twelve (12) month
anniversary of the date of termination of Executive's employment. In the event
Employer elects to grant equity based awards other than Options, such grants
shall, where appropriate, be subject to equivalent acceleration provisions as
set forth in this Section 3(c). For purposes hereof, a "Change of Control" shall
mean and includes each of the following:

            (i) A transaction or series of transactions (other than an offering
      of shares of Parent to the general public through a registration statement
      filed with the Securities and Exchange Commission) whereby any "person" or
      related "group" of "persons" (as such terms are used in Sections 13(d) and
      14(d)(2) of the Securities Exchange Act of 1934, as amended) (other than
      the Parent, any of its subsidiaries, an employee benefit plan maintained
      by the Parent or any of its subsidiaries or a "person" that, prior to such
      transaction, directly or indirectly controls, is controlled by, or is
      under common control with, the Parent) directly or indirectly acquires
      beneficial ownership (within the meaning of Rule 13d-3 under the
      Securities Exchange Act of 1934, as amended) of securities of the Employer
      or Parent possessing more than 50% of the total combined voting power of
      the Employer's or Parent's securities outstanding immediately after such
      acquisition; or

            (ii) During any period of two consecutive years, individuals who, at
      the beginning of such period, constitute the Parent Board together with
      any new director(s) (other than a director designated by a person who
      shall have entered into an agreement with the Company to effect a
      transaction described in Section 3(c)(i) or Section 3(c)(iii)) whose
      election by the Parent Board or nomination for election by the Parent's
      stockholders was approved by a vote of at least two-thirds of the
       directors then still in office who either were directors at the beginning
      of the two-year period or whose election or nomination for election was
      previously so approved, cease for any reason to constitute a majority
      thereof; or

             (iii) The consummation by the Employer or Parent (whether directly
      involving the Employer or Parent or indirectly involving the Employer or
      Parent through one or more intermediaries) of (x) a merger, consolidation,
      reorganization, or business combination or (y) a sale or other disposition
      of all or substantially all of the Employer's or Parent's assets in any
      single transaction or series of related transactions or (z) the
      acquisition of assets or stock of another entity, in each case other than
      a transaction:

                  (A) Which results in the Employer's or Parent's voting
            securities outstanding immediately before the transaction continuing
            to represent (either by remaining outstanding or by being converted
            into voting securities of the Employer or Parent or the person that,
            as a result of the transaction, controls, directly or indirectly,
            the Employer or Parent or owns, directly or indirectly, all or
            substantially all of the Employer's or Parent's assets or otherwise
            succeeds to the business of the Employer or Parent (the Employer or
            Parent or such person, the "Successor Entity")) directly or
            indirectly, at least a majority of the combined voting power of the
            Successor Entity's outstanding voting securities immediately after
            the transaction, and

                                       3

<PAGE>

                  (B) After which no person or group beneficially owns voting
            securities representing 50% or more of the combined voting power of
            the Successor Entity; provided, however, that no person or group
            shall be treated for purposes of this Section 3(c)(iii) as
            beneficially owning 50% or more of combined voting power of the
            Successor Entity solely as a result of the voting power held in the
            Employer or Parent prior to the consummation of the transaction; or

            (iv) The Employer's or Parent's stockholders approve a liquidation
      or dissolution of the Employer or Parent.

The Parent Board or its designee shall have full and final authority, which
shall be exercised in its discretion, to determine conclusively whether a Change
of Control of the Employer or Parent has occurred, and the date of the
occurrence of such Change of Control and any incidental matters relating
thereto.

            (d) Benefits. Employer shall provide Executive with the right to
participate in and receive benefits from all life, accident, disability, medical
and pension plans, and all similar benefits as are from time to time in effect
and are generally made available to similar situated senior executive officers
of Employer. The amount and extent of benefits to which Executive is entitled
shall be governed by the specific benefit plan, as it may be amended from time
to time.

            (e) Expenses. Employer shall promptly reimburse Executive for
reasonable expenses for cellular telephone usage, entertainment, travel, meals,
lodging and similar items incurred in the conduct of Employer's business. Such
expenses shall be reimbursed in accordance with Employer's expense reimbursement
policies and guidelines.

            (f) Vacation; Sick Leave. During the Term, Executive shall be
entitled to four weeks (4) weeks vacation per year, paid holidays, sick leave,
and similar benefits, to be earned and used in accordance with Employer's policy
and procedure for other similarly situated senior executive officers.

            (g) Modification. Employer reserves the right to modify, suspend or
discontinue any and all of the above plans, practices, policies and programs
referenced in Sections 3(d) and (e) at any time in its discretion without
recourse by Executive so long as such action is taken generally with respect to
other similarly situated senior executive officers. Any such modification,
suspension or discontinuance of the plans, practices and policies referenced in
Section 3(e) will not apply to otherwise reimbursable expenses incurred by
Executive prior to any such modification, suspension or discontinuance.

            Section 4. Termination of Employment

            (a) Resignation. Executive may voluntarily terminate his employment
with Employer, at any time, with or without Good Reason, upon written notice to
Employer.

            (b) Termination. Employer may terminate Executive's employment at
any time, with or without Cause, upon written notice to Executive.

                                        4

<PAGE>

            (c) Death or Disability. Executive's employment shall terminate
immediately upon Executive's death. In the event Employer, in good faith,
determines that Executive is unable to perform the functions of his position due
to a Disability (as defined below), it may notify Executive in writing of its
intention to terminate Executive's employment and Executive's employment with
Employer shall terminate effective on the thirtieth (30th) day after receipt of
such notice by Executive. For the purposes of this Agreement, "Disability" shall
mean a physical or mental impairment that substantially limits a major life
activity of Executive and renders Executive unable to perform the essential
functions of his position even with reasonable accommodation (that does not
impose an undue hardship on Employer), and which has lasted at least (i) sixty
(60) consecutive days, (ii) the balance of Executive's entitlement to leave, if
any, under the Family and Medical Leave Act, or other similar statute or (iii)
the balance of any election period under the Employer's long term disability
program (without regard to whether Executive is awarded benefits under such
program), whichever is longer.

            (d) Cause. Employer may immediately terminate Executive's employment
for "Cause" by giving written notice to Executive. For purposes of this
Agreement, "Cause" shall mean:

                  (1)    Executive's commission of an act of fraud or
                        embezzlement upon Employer or any of its affiliates; or

                  (2)    Executive's commission of any willful act intended to
                        injure the reputation, business, or any business
                        relationship of Employer or any of its affiliates; or

                  (3)    Executive is found by a court of competent jurisdiction
                        to have committed a felony; or

                  (4)    the refusal or failure of Executive to perform
                        Executive's duties with Employer in a competent and
                        professional manner that is not cured by Executive
                        within ten (10) business days after a written demand
                        therefor is delivered to Executive by the Board of
                        Directors of Employer ("Board") which specifically
                        identifies the manner in which the Board believes that
                        Executive has not substantially performed Executive's
                         duties; provided, further, however, that if the Board,
                        in good faith, determines that the refusal or failure by
                        Executive is egregious in nature or is not susceptible
                        of cure, then no cure period shall be required
                        hereunder; or

                  (5)    the refusal or failure of Executive to comply with any
                        of his material obligations under this Agreement
                        (including any exhibit hereto) that is not cured by
                        Executive within ten (10) business days after a written
                        demand therefor is delivered to Executive by the Board
                        which specifically identifies the manner in which the
                        Board believes Executive has materially breached this
                        Agreement; provided, further, however, that if the
                        Board, in good faith,

                                        5

<PAGE>

                        determines that the refusal or failure by Executive is
                        egregious in nature or is not susceptible of cure, then
                        no cure period shall be required hereunder.

             (e) Good Reason. Executive may terminate his employment for "Good
Reason," by delivering written notice of such termination ("Employer Default
Notice") to Employer within sixty (60) days of the occurrence of any of the
following events, each of which shall constitute Good Reason: (i) Employer's
material breach of any provision of this Agreement, the Stock Incentive Plans or
any agreements thereunder, which has not been cured within the allotted time;
(ii) a material reduction of Executive's then current title, status, authority,
responsibility or duties or the assignment to Executive of any duties materially
inconsistent with Executive's then current position; (iii) any material
reduction in Executive's salary or benefits; (iv) the failure of any successor
entity to assume the terms of this Agreement upon any Change of Control; (v) the
relocation of Executive to a facility or location more than fifty (50) miles
from Employer's principal offices at the address set forth in the preamble to
this Agreement; or (vi) the failure of Employer to renew this Agreement upon the
expiration of the Initial Term or any Renewal Term. The Employer Default Notice
shall specify the reason for Executive's belief that an event constituting Good
Reason has occurred. Notwithstanding the foregoing, any material breach of this
Agreement by Employer, or other event constituting Good Reason, shall not
constitute Good Reason if any such breach or other event is cured or corrected
by Employer within thirty (30) days following delivery to Employer of the
Employer Default Notice.

            (f) Continuing Obligations. Executive acknowledges and agrees that
any termination under this Section 4 is not intended, and shall not be deemed or
construed, to affect in any way any of Executive's covenants and obligations
contained in Sections 6, 7, and 8 hereof, which shall continue in full force and
effect beyond such termination for any reason.

            Section 5. Termination Obligations

            (a) Resignation. If Executive's employment is terminated voluntarily
by Executive without Good Reason, Executive's employment shall terminate without
further obligations to Executive other than for payment of the sum of any unpaid
Salary determined by the Parent Board and reimbursable expenses


 
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