Document:

EX-10.8

 Exhibit 10.8 

EMPLOYMENT AGREEMENT 

This Employment Agreement (“Agreement”) is made between Dynatrace LLC, a Delaware corporation (the
“Company”), and Steven Pace (the “Executive”) and is effective as of the effectiveness of the Company’s Form S-1 Registration Statement with the U.S. Securities and
Exchange Commission (the “Effective Date”). Except with respect to the Restrictive Covenants Agreement, the Continuing Obligations, and the Equity Documents (each as defined below), this Agreement supersedes in all respects all
prior agreements between the Executive and the Company regarding the subject matter herein, including without limitation any offer letter, employment agreement or severance agreement (the “Prior Agreements”). 

WHEREAS, the Company desires to continue to employ the Executive and the Executive desires to continue to be employed by the Company on the
new terms and conditions contained herein. 
 NOW, THEREFORE, in consideration of the mutual covenants and agreements herein contained and
other good and valuable consideration, the receipt and sufficiency of which is hereby acknowledged, the parties agree as follows: 
 1.
Employment. 
 (a) Term. The Company shall employ the Executive and the Executive shall be employed by the Company pursuant to
this Agreement commencing as of the Effective Date and continuing until such employment is terminated in accordance with the provisions hereof (the “Term”). The Executive’s employment with the Company will continue to be
“at will,” meaning that the Executive’s employment may be terminated by the Company or the Executive at any time and for any reason subject to the terms of this Agreement. 

(b) Position and Duties. The Executive shall serve as the SVP, Global Sales of the Company and shall have such powers and duties as may
from time to time be prescribed by the Chief Executive Officer (the “CEO”). The Executive shall devote the Executive’s full working time and efforts to the business and affairs of the Company. Notwithstanding the foregoing, the
Executive may serve on other boards of directors, with the approval of the Board of Directors of the Company (the “Board”), or engage in religious, charitable or other community activities as long as such services and activities are
disclosed to the Board and do not interfere with the Executive’s performance of the Executive’s duties to the Company. To the extent applicable, the Executive shall be deemed to have resigned from all officer and board member positions
that the Executive holds with the Company or any of its respective subsidiaries and affiliates upon the termination of the Executive’s employment for any reason. The Executive shall execute any documents in reasonable form as may be requested
to confirm or effectuate any such resignations. 
 2. Compensation and Related Matters. 

(a) Base Salary. The Executive’s initial base salary shall be paid at the rate of $400,000 per year. The Executive’s base
salary shall be subject to periodic review by the Board or the Compensation Committee of the Board (the “Compensation Committee”). The base salary in effect at any given time is referred to herein as “Base Salary.”
The Base Salary shall be payable in a manner that is consistent with the Company’s usual payroll practices for executive officers. 

 (b) Incentive Compensation. The Executive shall be eligible to receive cash incentive
compensation as determined by the Board or the Compensation Committee from time to time. The Executive’s initial target annual incentive compensation shall be one hundred (100%) percent of the Executive’s Base Salary, comprised of
components based on corporate objectives and sales achievement as the Board or the Compensation Committee shall determine (the “Target Bonus”). The actual amount of the Executive’s annual incentive compensation, if any, shall
be determined in the sole discretion of the Board or the Compensation Committee, subject to the terms of any applicable incentive compensation plan that may be in effect from time to time. Except as otherwise provided herein, to earn incentive
compensation, the Executive must be employed by the Company on the day such incentive compensation is paid. 
 (c) Expenses. The
Executive shall be entitled to receive prompt reimbursement for all reasonable expenses incurred by the Executive during the Term in performing services hereunder, in accordance with the policies and procedures then in effect and established by the
Company for its executive officers. 
 (d) Other Benefits. The Executive shall be eligible to participate in or receive benefits
under the Company’s employee benefit plans in effect from time to time, subject to the terms of such plans. 
 (e) Paid Time
Off. The Executive shall be entitled to take paid time off in accordance with the Company’s applicable paid time off policy for executives, as may be in effect from time to time. 

(f) Equity. The equity awards held by the Executive shall continue to be governed by the terms and conditions of the Company’s
applicable equity incentive plan(s) and the applicable award agreement(s) containing the terms of such equity awards held by the Executive (collectively, the “Equity Documents”); provided, however, and notwithstanding anything to
the contrary in the Equity Documents, Section 6(a)(ii) of this Agreement shall apply in the event of a termination by the Company without Cause or by the Executive for Good Reason in either event within the Change in
Control Period (as such terms are defined below). 
 3. Termination. The Executive’s employment hereunder may be terminated
without any breach of this Agreement under the following circumstances: 
 (a) Death. The Executive’s employment hereunder shall
terminate upon death. 
 (b) Disability. The Company may terminate the Executive’s employment if the Executive is disabled and
unable to perform the essential functions of the Executive’s then existing position or positions under this Agreement with or without reasonable accommodation for a period of six (6) consecutive months in any
12-month period. If any question shall arise as to whether during any period the Executive is disabled so as to be unable to perform the essential functions of the Executive’s then existing position or
positions with or without reasonable 

  
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accommodation, the Executive may, and at the request of the Company shall, submit to the Company a certification in reasonable detail by a physician selected by the Company to whom the Executive
or the Executive’s guardian has no reasonable objection as to whether the Executive is so disabled or how long such disability is expected to continue, and such certification shall for the purposes of this Agreement be conclusive of the issue.
The Executive shall cooperate with any reasonable request of the physician in connection with such certification. If such question shall arise and the Executive shall fail to submit such certification, the Company’s determination of such issue
shall be binding on the Executive. Nothing in this Section 3(b) shall be construed to waive the Executive’s rights, if any, under existing law including, without limitation, the Family and Medical Leave Act of 1993, 29 U.S.C. §2601
et seq. and the Americans with Disabilities Act, 42 U.S.C. §12101 et seq. 
 (c) Termination by Company for Cause.
The Company may terminate the Executive’s employment hereunder for Cause. For purposes of this Agreement, “Cause” shall mean any of the following: 

(i) conduct by the Executive constituting a material act of misconduct in connection with the performance of the Executive’s duties,
including (A) willful failure or refusal to perform material responsibilities that have been requested by the CEO; (B) dishonesty to the CEO with respect to any material matter; or (C) misappropriation of funds or property of the
Company or any of its subsidiaries or affiliates other than the occasional, customary and de minimis use of Company property for personal purposes; 

(ii) the commission by the Executive of acts satisfying the elements of (A) any felony or (B) a misdemeanor involving moral turpitude,
deceit, dishonesty or fraud; 
 (iii) any misconduct by the Executive, regardless of whether or not in the course of the Executive’s
employment, that would reasonably be expected to result in material injury or reputational harm to the Company or any of its subsidiaries or affiliates if the Executive were to continue to be employed in the same position; 

(iv) continued non-performance by the Executive of substantially all of the Executive’s duties
hereunder (other than by reason of the Executive’s physical or mental illness, incapacity or disability) which has continued for more than 30 days following written notice of such non-performance from the
CEO; 
 (v) a willful breach by the Executive of any of the provisions contained in Section 8 of this Agreement
or the Restrictive Covenants Agreement (as defined below); 
 (vi) a material violation by the Executive of any of the Company’s
written employment policies; or 
 (vii) the Executive’s failure to reasonably cooperate with a bona fide internal investigation or an
investigation by regulatory or law enforcement authorities, after being instructed by the Company to cooperate, or the willful destruction or failure to preserve documents or other materials known to be relevant to such investigation or the
inducement of others to fail to cooperate or to produce documents or other materials in connection with such investigation. 

  
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 (d) Termination by the Company without Cause. The Company may terminate the
Executive’s employment hereunder at any time without Cause. Any termination by the Company of the Executive’s employment under this Agreement which does not constitute a termination for Cause under Section 3(c) and does not result
from the death or disability of the Executive under Section 3(a) or (b) shall be deemed a termination without Cause. 
 (e)
Termination by the Executive. The Executive may terminate employment hereunder at any time for any reason, including but not limited to, Good Reason. For purposes of this Agreement, “Good Reason” shall mean that the Executive
has completed all steps of the Good Reason Process (hereinafter defined) following the occurrence of any of the following events without the Executive’s consent (each, a “Good Reason Condition”): 

(i) a material diminution in the Executive’s responsibilities, authority or duties (including without limitation, and for
the avoidance of doubt, if during a Change in Control Period the Executive (i) no longer has at least the same or greater scope of responsibilities, authority, or duties as compared to the Executive’s responsibilities, authority, or duties
to the Company’s operations prior to the Change in Control Period, (ii) no longer reports to the same or equivalent job title as the Executive reported to prior to the Change in Control Period, which materially reduces the Executive’s
responsibilities, authority, or duties to the Company’s operations, or (iii) is assigned any duties materially inconsistent with the Executive’s status or role as SVP Global Sales to the Company’s operations prior to the Change
in Control Period); 
 (ii) a material diminution in the Executive’s Base Salary except for across-the-board salary reductions based on the Company’s financial performance similarly affecting all or substantially all senior management employees of the Company,
or a failure by the Company to make any payment of compensation when due to the Executive; 
 (iii) a material change in the
geographic location at which the Executive provides services to the Company, such that there is an increase of at least twenty-five (25) miles of driving distance to such location from the Executive’s principal residence as of such change;
or 
 (iv) a material breach of this Agreement by the Company. 

The “Good Reason Process” consists of the following steps: 

(i) the Executive reasonably determines in good faith that a Good Reason Condition has occurred; 

(ii) the Executive notifies the Company in writing of the first occurrence of the Good Reason Condition within 60 days of the
first occurrence of such condition; 

  
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 (iii) the Executive cooperates in good faith with the Company’s
efforts, for a period of not less than 30 days following such notice (the “Cure Period”), to remedy the Good Reason Condition; 

(iv) notwithstanding such efforts, the Good Reason Condition continues to exist; and 

(v) the Executive terminates employment within 60 days after the end of the Cure Period. 

If the Company cures the Good Reason Condition during the Cure Period, Good Reason shall be deemed not to have occurred. 

If the Executive’s employment with the Company is terminated for any reason, the Company shall pay or provide to the Executive (or to the
Executive’s authorized representative or estate) (i) any Base Salary earned through the Date of Termination; (ii) unpaid expense reimbursements (subject to, and in accordance with, Section 2(c) of this Agreement); and (iii) any
vested benefits the Executive may have under any employee benefit plan of the Company through the Date of Termination, which vested benefits shall be paid and/or provided in accordance with the terms of such employee benefit plans (collectively, the
“Accrued Obligations”). 
 4. Notice and Date of Termination. 

(a) Notice of Termination. Except for termination as specified in Section 3(a), any termination of the Executive’s employment
by the Company or any such termination by the Executive shall be communicated by written Notice of Termination to the other party hereto. For purposes of this Agreement, a “Notice of Termination” shall mean a notice which shall
indicate the specific termination provision in this Agreement relied upon. 
 (b) Date of Termination. “Date of
Termination” shall mean: (i) if the Executive’s employment is terminated by death, the date of death; (ii) if the Executive’s employment is terminated on account of disability under Section 3(b) or by the Company
for Cause under Section 3(c), the date on which Notice of Termination is given; (iii) if the Executive’s employment is terminated by the Company without Cause under Section 3(d), the date on which a Notice of Termination is given
or the date otherwise specified by the Company in the Notice of Termination; (iv) if the Executive’s employment is terminated by the Executive under Section 3(e) other than for Good Reason, 30 days after the date on which a Notice of
Termination is given, and (v) if the Executive’s employment is terminated by the Executive under Section 3(e) for Good Reason, the date on which a Notice of Termination is given after the end of the Cure Period. Notwithstanding the
foregoing, in the event that the Executive gives a Notice of Termination to the Company, the Company may unilaterally accelerate the Date of Termination and such acceleration shall not result in a termination by the Company for purposes of this
Agreement. 
 5. Severance Pay and Benefits Upon Termination by the Company without Cause or by the Executive for Good Reason Outside the
Change in Control Period. If the Executive’s employment is terminated by the Company without Cause as provided in Section 3(d), or the Executive terminates employment for Good Reason as provided in Section 3(e), each outside of

  
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the Change in Control Period (as defined below), then, in addition to the Accrued Obligations, and subject to (i) the Executive signing a separation agreement and release in a form and
manner satisfactory to the Company, which shall include, without limitation, a general release of claims against the Company and all related persons and entities, a reaffirmation of all of the Executive’s Continuing Obligations (as defined
below), and shall provide that if the Executive breaches any of the Continuing Obligations, all payments of the Severance Amount shall immediately cease (the “Separation Agreement and Release”), and (ii) the Separation
Agreement and Release becoming irrevocable, all within 60 days after the Date of Termination (or such shorter period as set forth in the Separation Agreement and Release), which, if and as applicable, shall include a seven (7) business or
calendar day revocation period: 
 (a) the Company shall pay the Executive an amount equal to the sum of (i) 12 months of the
Executive’s Base Salary and (ii) the amount of any bonus earned in the fiscal year ending prior to the Date of Termination to the extent not previously paid and that would have been paid if the Executive’s employment had not been
terminated ((i) and (ii) collectively, the “Severance Amount”); and 
 (b) subject to the Executive’s copayment
of premium amounts at the applicable active employees’ rate and the Executive’s proper election to receive benefits under the Consolidated Omnibus Budget Reconciliation Act of 1985, as amended (“COBRA”), the Company shall
pay to the group health plan provider, the COBRA provider or the Executive a monthly payment equal to the monthly employer contribution that the Company would have made to provide health insurance to the Executive if the Executive had remained
employed by the Company until the earliest of (A) the 12 month anniversary of the Date of Termination; (B) the Executive’s eligibility for group medical plan benefits under any other employer’s group medical plan; or (C) the
cessation of the Executive’s continuation rights under COBRA; provided, however, if the Company determines that it cannot pay such amounts to the group health plan provider or the COBRA provider (if applicable) without potentially violating
applicable law (including, without limitation, Section 2716 of the Public Health Service Act), then the Company shall convert such payments to payroll payments directly to the Executive for the time period specified above. Such payments shall
be subject to tax-related deductions and withholdings and paid on the Company’s regular payroll dates. 
 The
amounts payable under Section 5, to the extent taxable, shall be paid out in substantially equal installments in accordance with the Company’s payroll practice over 12 months commencing within 60 days after the Date of Termination;
provided, however, that if the 60-day period begins in one calendar year and ends in a second calendar year, the Severance Amount, to the extent it qualifies as
“non-qualified deferred compensation” within the meaning of Section 409A of the Internal Revenue Code of 1986, as amended (the “Code”), shall begin to be paid in the second
calendar year by the last day of such 60-day period; provided, further, that the initial payment shall include a catch-up payment to cover amounts retroactive to the day
immediately following the Date of Termination. Each payment pursuant to this Agreement is intended to constitute a separate payment for purposes of Treasury Regulation Section 1.409A-2(b)(2). 

6. Severance Pay and Benefits Upon Termination by the Company without Cause or by the Executive for Good Reason within the Change in
Control Period. The provisions of this Section 6 shall apply in lieu of, and expressly supersede, the provisions of Section 5 if (i) the 

  
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Executive’s employment is terminated either (a) by the Company without Cause as provided in Section 3(d), or (b) by the Executive for Good Reason as provided in
Section 3(e), and (ii) the Date of Termination is within either 3 months before or 12 months after the occurrence of the first event constituting a Change in Control (such period, the “Change in Control Period”). These
provisions shall terminate and be of no further force or effect after a Change in Control Period. 
 (a) if the Executive’s employment
is terminated by the Company without Cause as provided in Section 3(d) or the Executive terminates employment for Good Reason as provided in Section 3(e) and the Date of Termination occurs during the Change in Control Period, then, in
addition to the Accrued Obligations, and subject to the signing of the Separation Agreement and Release by the Executive and the Separation Agreement and Release becoming fully effective, all within the time frame set forth in the Separation
Agreement and Release but in no event more than 60 days after the Date of Termination: 
 (i) the Company shall pay the
Executive a lump sum in cash in an amount equal to the sum of (i) 18 months of the Executive’s then current Base Salary (or the Executive’s Base Salary in effect immediately prior to the Change in Control, if higher) and (ii) the
amount of any bonus earned in the fiscal year ending prior to the Date of Termination to the extent not previously paid and that would have been paid if the Executive’s employment had not been terminated ((i) and (ii) collectively, the
“Change in Control Payment”); and 
 (ii) notwithstanding anything to the contrary in any applicable
option agreement or other stock-based award agreement, all time-based restricted stock awards, stock options and other stock-based awards subject to vesting that are granted immediately on or at any time following the Effective Date held by the
Executive (the “Unvested Equity Awards”) shall immediately accelerate and become fully exercisable or nonforfeitable as of the later of (i) the Date of Termination or (ii) the Effective Date of the Separation Agreement and
Release (the “Accelerated Vesting Date”); provided that any termination or forfeiture of the unvested portion of such Unvested Equity Awards that would otherwise occur on the Date of Termination in the absence of this
Agreement will be delayed until the Effective Date of the Separation Agreement and Release and will only occur if the vesting pursuant to this subsection does not occur due to the absence of the Separation Agreement and Release becoming fully
effective within the time period set forth therein. Notwithstanding the foregoing, no additional vesting of the Unvested Equity Awards shall occur during the period between the Executive’s Date of Termination and the Accelerated Vesting Date.
With respect to any of the Executive’s equity awards granted under the Company’s 2019 Equity Incentive Plan prior to the effectiveness of the Company’s Form S-1 Registration Statement with the
U.S. Securities and Exchange Commission (the “Existing Awards”), upon the Executive’s continued services to the Company through the consummation of a Change in Control, 50% of the then-unvested shares subject to such awards
shall become fully vested immediately prior to such Change in Control. For purposes of clarification, the 100% acceleration provided in the first sentence of this Section 6(a)(ii) shall apply to that portion of the Executive’s Existing
Awards that remains unvested following a Change in Control and the partial acceleration provided for in the preceding sentence; and 

  
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 (iii) subject to the Executive’s copayment of premium amounts at the
applicable active employees’ rate and the Executive’s proper election to receive benefits under the Consolidated Omnibus Budget Reconciliation Act of 1985, as amended (“COBRA”), the Company shall pay to the group health
plan provider, the COBRA provider or the Executive a monthly payment equal to the monthly employer contribution that the Company would have made to provide health insurance to the Executive if the Executive had remained employed by the Company until
the earliest of (A) the 18 month anniversary of the Date of Termination; (B) the Executive’s eligibility for group medical plan benefits under any other employer’s group medical plan; or (C) the cessation of the
Executive’s continuation rights under COBRA; provided, however, if the Company determines that it cannot pay such amounts to the group health plan provider or the COBRA provider (if applicable) without potentially violating applicable
law (including, without limitation, Section 2716 of the Public Health Service Act), then the Company shall convert such payments to payroll payments directly to the Executive for the time period specified above. Such payments shall be subject
to tax-related deductions and withholdings and paid on the Company’s regular payroll dates. For the avoidance of doubt, the taxable payments described above may be used for any purpose, including, but not
limited to, continuation coverage under COBRA. 
 The amounts payable under this Section 6(a), to the extent taxable, shall be paid or commence to be
paid within 60 days after the Date of Termination; provided, however, that if the 60-day period begins in one calendar year and ends in a second calendar year, such payments to the extent they qualify
as “non-qualified deferred compensation” within the meaning of Section 409A of the Code, shall be paid or commence to be paid in the second calendar year by the last day of such 60-day period. 
 (b) Additional Limitation. 

(i) Anything in this Agreement to the contrary notwithstanding, in the event that the amount of any compensation, payment or
distribution by the Company to or for the benefit of the Executive, whether paid or payable or distributed or distributable pursuant to the terms of this Agreement or otherwise, calculated in a manner consistent with Section 280G of the Code,
and the applicable regulations thereunder (the “Aggregate Payments”), would be subject to the excise tax imposed by Section 4999 of the Code, then the Aggregate Payments shall be reduced (but not below zero) so that the sum of
all of the Aggregate Payments shall be $1.00 less than the amount at which the Executive becomes subject to the excise tax imposed by Section 4999 of the Code; provided that such reduction shall only occur if it would result in the Executive
receiving a higher After Tax Amount (as defined below) than the Executive would receive if the Aggregate Payments were not subject to such reduction. In such event, the Aggregate Payments shall be reduced in the following order, in each case, in
reverse chronological order beginning with the Aggregate Payments that are to be paid the furthest in time from consummation of the transaction that is subject to Section 280G of the Code: (1) cash payments not subject to Section 409A
of the Code; (2) cash payments subject to Section 409A of the Code; (3) equity-based payments and acceleration; and (4) non-cash forms of benefits; provided that in the case of all the
foregoing Aggregate Payments all amounts or payments that are not subject to calculation under Treas. Reg. §1.280G-1, Q&A-24(b) or (c) shall be reduced before
any amounts that are subject to calculation under Treas. Reg. §1.280G-1, Q&A-24(b) or (c). 

  
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 (ii) For purposes of this Section 6(b), the “After Tax
Amount” means the amount of the Aggregate Payments less all federal, state, and local income, excise and employment taxes imposed on the Executive as a result of the Executive’s receipt of the Aggregate Payments. For purposes of
determining the After Tax Amount, the Executive shall be deemed to pay federal income taxes at the highest marginal rate of federal income taxation applicable to individuals for the calendar year in which the determination is to be made, and state
and local income taxes at the highest marginal rates of individual taxation in each applicable state and locality, net of the maximum reduction in federal income taxes which could be obtained from deduction of such state and local taxes. 

(iii) The determination as to whether a reduction in the Aggregate Payments shall be made pursuant to Section 6(b)(i)
shall be made by a nationally recognized accounting firm selected by the Company (the “Accounting Firm”), which shall provide detailed supporting calculations both to the Company and the Executive within 15 business days of the Date
of Termination, if applicable, or at such earlier time as is reasonably requested by the Company or the Executive. Any determination by the Accounting Firm shall be binding upon the Company and the Executive. 

(c) Definitions. For purposes of this Section 6, the following terms shall have the following meanings: 

“Change in Control” shall mean any of the following: (i) the sale of all or substantially all of the assets of the
Company on a consolidated basis to an unrelated person or entity (or group of persons or entities acting in concert), other than Thoma Bravo, LLC and its investment funds and affiliates (collectively, “TB”), (ii) a merger, reorganization
or consolidation pursuant to which an unrelated person or entity (or group of persons or entities acting in concert), other than TB, acquires shares of capital stock of the Company (y) possessing the voting power to elect a majority of the
Company’s board of directors or (z) representing more than fifty percent (50%) of the issued and outstanding shares of capital stock of the Company, (iii) the sale of more than fifty percent (50%) of the issued and outstanding shares
of capital stock of the Company to an unrelated person or entity (or group of persons or entities acting in concert), other than TB, or (iv) any other transaction other than a Public Sale (as hereinafter defined) in which the owners of the
Company’s outstanding voting power immediately prior to such transaction do not, directly or indirectly, own at least a majority of the outstanding voting power of the Company or any successor entity (or its ultimate parent, if applicable)
immediately following completion of the transaction other than as a result of the acquisition of securities directly from the Company, excluding, in the case of each of clauses (ii), (iii) and (iv), the issuance of securities by the Company in a
financing transaction approved by the Board. “Public Sale” means any sale pursuant to a registered public offering under the Securities Act or any sale to the public pursuant to Rule 144 promulgated under the Securities Act effected
through a broker, dealer or market maker. 

  
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 7. Section 409A. 

(a) Anything in this Agreement to the contrary notwithstanding, if at the time of the Executive’s separation from service within the
meaning of Section 409A of the Code, the Company determines that the Executive is a “specified employee” within the meaning of Section 409A(a)(2)(B)(i) of the Code, then to the extent any payment or benefit that the Executive
becomes entitled to under this Agreement or otherwise on account of the Executive’s separation from service would be considered deferred compensation otherwise subject to the 20 percent additional tax imposed pursuant to
Section 409A(a) of the Code as a result of the application of Section 409A(a)(2)(B)(i) of the Code, such payment shall not be payable and such benefit shall not be provided until the date that is the earlier of (A) six months and one
day after the Executive’s separation from service, or (B) the Executive’s death. If any such delayed cash payment is otherwise payable on an installment basis, the first payment shall include a
catch-up payment covering amounts that would otherwise have been paid during the six-month period but for the application of this provision, and the balance of the
installments shall be payable in accordance with their original schedule. 
 (b) All in-kind
benefits provided and expenses eligible for reimbursement under this Agreement shall be provided by the Company or incurred by the Executive during the time periods set forth in this Agreement. All reimbursements shall be paid as soon as
administratively practicable, but in no event shall any reimbursement be paid after the last day of the taxable year following the taxable year in which the expense was incurred. The amount of in-kind benefits
provided or reimbursable expenses incurred in one taxable year shall not affect the in-kind benefits to be provided or the expenses eligible for reimbursement in any other taxable year (except for any lifetime
or other aggregate limitation applicable to medical expenses). Such right to reimbursement or in-kind benefits is not subject to liquidation or exchange for another benefit. 

(c) To the extent that any payment or benefit described in this Agreement constitutes
“non-qualified deferred compensation” under Section 409A of the Code, and to the extent that such payment or benefit is payable upon the Executive’s termination of employment, then such
payments or benefits shall be payable only upon the Executive’s “separation from service.” The determination of whether and when a separation from service has occurred shall be made in accordance with the presumptions set forth in
Treasury Regulation Section 1.409A-1(h). 
 (d) The parties intend that this Agreement will be
administered in accordance with Section 409A of the Code. To the extent that any provision of this Agreement is ambiguous as to its compliance with Section 409A of the Code, the provision shall be read in such a manner so that all payments
hereunder comply with Section 409A of the Code. Each payment pursuant to this Agreement or the Restrictive Covenants Agreement is intended to constitute a separate payment for purposes of Treasury Regulation
Section 1.409A-2(b)(2). The parties agree that this Agreement may be amended, as reasonably requested by either party, and as may be necessary to fully comply with Section 409A of the Code and all
related rules and regulations in order to preserve the payments and benefits provided hereunder without additional cost to either party. 

  
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 (e) The Company makes no representation or warranty and shall have no liability to the
Executive or any other person if any provisions of this Agreement are determined to constitute deferred compensation subject to Section 409A of the Code but do not satisfy an exemption from, or the conditions of, such Section. 

8. Continuing Obligations. 

(a) Restrictive Covenants Agreement. The terms of the Employment Agreement dated February 16, 2016 (the “Restrictive
Covenants Agreement”), attached hereto as Exhibit A, continue to be in full force and effect. For purposes of this Agreement, the obligations in this Section 8 and those that arise in the Restrictive Covenants Agreement and any
other agreement relating to confidentiality, assignment of inventions, or other restrictive covenants shall collectively be referred to as the “Continuing Obligations.” 

(b) Third-Party Agreements and Rights. The Executive hereby confirms that the Executive is not bound by the terms of any agreement with
any previous employer or other party which restricts in any way the Executive’s use or disclosure of information, other than confidentiality restrictions (if any), or the Executive’s engagement in any business. The Executive represents to
the Company that the Executive’s execution of this Agreement, the Executive’s employment with the Company and the performance of the Executive’s proposed duties for the Company will not violate any obligations the Executive may have
to any such previous employer or other party. In the Executive’s work for the Company, the Executive will not disclose or make use of any information in violation of any agreements with or rights of any such previous employer or other party,
and the Executive will not bring to the premises of the Company any copies or other tangible embodiments of non-public information belonging to or obtained from any such previous employment or other party.

 (c) Litigation and Regulatory Cooperation. During and after the Executive’s employment, the Executive shall cooperate fully
with the Company in (i) the defense or prosecution of any claims or actions now in existence or which may be brought in the future against or on behalf of the Company which relate to events or occurrences that transpired while the Executive was
employed by the Company, and (ii) the investigation, whether internal or external, of any matters about which the Company believes the Executive may have knowledge or information. The Executive’s full cooperation in connection with such
claims, actions or investigations shall include, but not be limited to, being available to meet with counsel to answer questions or to prepare for discovery or trial and to act as a witness on behalf of the Company at mutually convenient times.
During and after the Executive’s employment, the Executive also shall cooperate fully with the Company in connection with any investigation or review of any federal, state or local regulatory authority as any such investigation or review
relates to events or occurrences that transpired while the Executive was employed by the Company. The Company shall reimburse the Executive for any reasonable
out-of-pocket expenses incurred in connection with the Executive’s performance of obligations pursuant to this Section 8(c). 

  
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 (d) Relief. The Executive agrees that it would be difficult to measure any damages
caused to the Company which might result from any breach by the Executive of the Continuing Obligations, and that in any event money damages would be an inadequate remedy for any such breach. Accordingly, the Executive agrees that if the Executive
breaches, or proposes to breach, any portion of the Continuing Obligations, the Company shall be entitled, in addition to all other remedies that it may have, to an injunction or other appropriate equitable relief to restrain any such breach without
showing or proving any actual damage to the Company. 
 (e) Protected Disclosures and Other Protected Action. Nothing in this
Agreement shall be interpreted or applied to prohibit the Executive from making any good faith report to any governmental agency or other governmental entity (a “Government Agency”) concerning any act or omission that the Executive
reasonably believes constitutes a possible violation of federal or state law or making other disclosures that are protected under the anti- retaliation or whistleblower provisions of applicable federal or state law or regulation. In addition,
nothing contained in this Agreement limits the Executive’s ability to communicate with any Government Agency or otherwise participate in any investigation or proceeding that may be conducted by any Government Agency, including the
Executive’s ability to provide documents or other information, without notice to the Company. In addition, for the avoidance of doubt, pursuant to the federal Defend Trade Secrets Act of 2016, the Executive shall not be held criminally or
civilly liable under any federal or state trade secret law or under this Agreement or the Restrictive Covenants Agreement for the disclosure of a trade secret that (a) is made (i) in confidence to a federal, state, or local government
official, either directly or indirectly, or to an attorney; and (ii) solely for the purpose of reporting or investigating a suspected violation of law; or (b) is made in a complaint or other document filed in a lawsuit or other proceeding,
if such filing is made under seal. 
 9. Consent to Jurisdiction. The parties hereby consent to the jurisdiction of the state and
federal courts of the Commonwealth of Massachusetts. Accordingly, with respect to any such court action, the Executive (a) submits to the personal jurisdiction of such courts; (b) consents to service of process; and (c) waives any
other requirement (whether imposed by statute, rule of court, or otherwise) with respect to personal jurisdiction or service of process. 

10. Integration. This Agreement constitutes the entire agreement between the parties with respect to the subject matter hereof and
supersedes all prior agreements between the parties concerning such subject matter, including without limitation the Prior Agreements, provided that the Restrictive Covenants Agreement, the Continuing Obligations, and the Equity Documents remain in
full force and effect. 
 11. Withholding; Tax Effect. All payments made by the Company to the Executive under this Agreement shall
be net of any tax or other amounts required to be withheld by the Company under applicable law. Nothing in this Agreement shall be construed to require the Company to make any payments to compensate the Executive for any adverse tax effect
associated with any payments or benefits or for any deduction or withholding from any payment or benefit. 

  
 12 

 12. Assignment. Neither the Executive nor the Company may make any assignment of this
Agreement or any interest in it, by operation of law or otherwise, without the prior written consent of the other; provided, however, that the Company may assign its rights and obligations under this Agreement (including the Restrictive Covenants
Agreement) without the Executive’s consent to any affiliate or to any person or entity with whom the Company shall hereafter effect a reorganization, consolidate with, or merge into or to whom it transfers all or substantially all of its
properties or assets; provided further that if the Executive remains employed or becomes employed by the Company, the purchaser or any of their affiliates in connection with any such transaction then the Executive shall not be entitled to any
payments, benefits or vesting pursuant to Section 5 or pursuant to Section 6 of this Agreement. This Agreement shall inure to the benefit of and be binding upon the Executive and the Company, and each of the Executive’s and the
Company’s respective successors, executors, administrators, heirs and permitted assigns. 
 13. Enforceability. If any portion
or provision of this Agreement (including, without limitation, any portion or provision of any section of this Agreement) shall to any extent be declared illegal or unenforceable by a court of competent jurisdiction, then the remainder of this
Agreement, or the application of such portion or provision in circumstances other than those as to which it is so declared illegal or unenforceable, shall not be affected thereby, and each portion and provision of this Agreement shall be valid and
enforceable to the fullest extent permitted by law. 
 14. Survival. The provisions of this Agreement shall survive the termination
of this Agreement and/or the termination of the Executive’s employment to the extent necessary to effectuate the terms contained herein. 

15. Waiver. No waiver of any provision hereof shall be effective unless made in writing and signed by the waiving party. The failure of
any party to require the performance of any term or obligation of this Agreement, or the waiver by any party of any breach of this Agreement, shall not prevent any subsequent enforcement of such term or obligation or be deemed a waiver of any
subsequent breach. 
 16. Notices. Any notices, requests, demands and other communications provided for by this Agreement shall be
sufficient if in writing and delivered in person or sent by a nationally recognized overnight courier service or by registered or certified mail, postage prepaid, return receipt requested, to the Executive at the last address the Executive has filed
in writing with the Company or, in the case of the Company, at its main offices, attention of the Board. 
 17. Amendment. This
Agreement may be amended or modified only by a written instrument signed by the Executive and by a duly authorized representative of the Company. 

18. Effect on Other Plans and Agreements. An election by the Executive to resign for Good Reason under the provisions of this Agreement
shall not be deemed a voluntary termination of employment by the Executive for the purpose of interpreting the provisions of any of the Company’s benefit plans, programs or policies. Nothing in this Agreement shall be construed to limit the
rights of the Executive under the Company’s benefit plans, programs or policies except as otherwise provided in Section 8 hereof, and except that the Executive shall have no rights to any severance benefits under any Company severance pay
plan, offer letter or 

  
 13 

 
otherwise. In the event that the Executive is party to an agreement with the Company providing for payments or benefits under such plan or agreement and under this Agreement, the terms of this
Agreement shall govern and the Executive may receive payment under this Agreement only and not both. Further, Section 5 and Section 6 of this Agreement are mutually exclusive and in no event shall the Executive be entitled to payments or
benefits pursuant to both Section 5 and Section 6 of this Agreement. 
 19. Governing Law. This is a Massachusetts contract
and shall be construed under and be governed in all respects by the laws of the Commonwealth of Massachusetts without giving effect to the conflict of laws principles thereof. With respect to any disputes concerning federal law, such disputes shall
be determined in accordance with the law as it would be interpreted and applied by the United States Court of Appeals for the First Circuit. 

20. Counterparts. This Agreement may be executed in any number of counterparts, each of which when so executed and delivered shall be
taken to be an original; but such counterparts shall together constitute one and the same document. 
 IN WITNESS WHEREOF, the parties have
executed this Agreement effective on the “Effective Date.” 
  

			
	DYNATRACE LLC
		
	By:	 	 /s/ John Van Siclen

	 John Van Siclen, CEO

  

			
	STEPHEN J. PACE
	
	       /s/ Stephen J. Pace
	  
 Stephen J.
PaceExhibit 10.1

 

VOTING, SUPPORT AND CONSENT AGREEMENT

 

This VOTING, SUPPORT
AND CONSENT AGREEMENT (this “Agreement”) is made and entered into as of July 20, 2019 by and among Vail Holdings,
Inc., a Colorado corporation (“Parent”), Cap 1 LLC, a Delaware limited liability company (the “Company
Shareholder”), a shareholder of Peak Resorts, Inc., a Missouri corporation (the “Company”), Snow Time
Acquisition, Inc., a Missouri corporation and a direct, wholly owned subsidiary of Company (the “Borrower”),
and certain subsidiaries of the Borrower listed on the signature pages hereto as “Subsidiary Guarantors” (the “Subsidiary
Guarantors”, and the Subsidiary Guarantors together with the Borrower, the “Loan Parties”).

 

WITNESSETH:

 

WHEREAS, concurrently
with the execution and delivery hereof, Parent, VRAD Holdings, Inc., a Missouri corporation and a direct, wholly owned subsidiary
of Parent (“Merger Sub”), Vail Resorts, Inc., a Delaware corporation, and the Company are entering into an Agreement
and Plan of Merger of even date herewith (the “Merger Agreement”), which provides for the merger (the “Merger”)
of Merger Sub with and into the Company, with the Company surviving the Merger, in accordance with its terms and subject to its
conditions;

 

WHEREAS, the Company
Shareholder is the beneficial owner (as defined in Rule 13d-3 under the Exchange Act) of such number of shares of each class of
capital stock of the Company as is indicated on the signature page of this Agreement;

 

WHEREAS, the Company
Shareholder and the Loan Parties are a party that certain Credit Agreement, dated as of November 21, 2018 (as amended, amended
and restated, supplemented or otherwise modified from time to time, the “Credit Agreement”), pursuant to which
Company Shareholder has provided loans and other financial accommodations to the Loan Parties pursuant to the terms thereof; and

 

WHEREAS, as a material
inducement to the willingness of Parent and Merger Sub to enter into the Merger Agreement, Parent has requested that the Company
Shareholder and the Loan Parties, and the Company Shareholder and the Loan Parties have agreed to, enter into this Agreement.

 

NOW, THEREFORE, in
consideration of the premises, and of the representations, warranties, covenants and agreements contained herein, and intending
to be legally bound hereby, Parent, the Company Shareholder and the Loan Parties hereby agree as follows:

 

1.            Certain
Definitions. Capitalized terms used but not otherwise defined herein shall have the respective meanings ascribed thereto in
the Merger Agreement. For purposes of this Agreement, the following terms shall have the respective meanings set forth below:

 

(a)          “Constructive
Sale” means, with respect to any security, a short sale with respect to such security, entering into a futures or forward
contract to deliver such security or entering into any other transaction that has the effect of either directly or indirectly pledging,
encumbering or assigning such security (other than any of the foregoing that would not materially impair the Company Shareholder’s
ability to perform its obligations under this Agreement).

 

(b)          “Shares”
means (i) all shares of capital stock of the Company owned, beneficially or of record, by the Company Shareholder as of the date
hereof, and (ii) all additional shares of capital stock of the Company acquired by the Company Shareholder, beneficially or of
record, including by way of converting any convertible securities, during the period commencing with the execution and delivery
of this Agreement and expiring on the Expiration Date (as such term is defined in Section 7).

 

    	 	- 1 -	 

     

    

 

(c)          “Transfer”
means, with respect to any security, the direct or indirect assignment, sale, transfer, tender, exchange, pledge, hypothecation,
or the grant, creation or suffrage of a Lien (other than a Lien that would not materially impair the Company Shareholder’s
ability to perform its obligations under this Agreement) upon or the gift, grant or placement in trust, or the Constructive Sale
or other disposition of (i) such security (including transfers by testamentary or intestate succession, by domestic relations order
or other court order, or otherwise by operation of law), (ii) any right, title or interest in such security (including any right
or power to vote to which the holder thereof may be entitled, whether such right or power is granted by proxy or otherwise) or
(iii) the record or beneficial ownership of such security.

 

2.            Transfer
and Voting Restrictions.

 

(a)          At
all times during the period commencing with the execution and delivery of this Agreement and expiring on the earlier to occur of
(i) the Expiration Date, and (ii) the adoption of the Merger Agreement by the Company’s shareholders, the Company Shareholder
shall not, except in connection with the Merger, Transfer or permit a Transfer of any of the Shares. Notwithstanding anything to
the contrary in this Agreement, neither this Section 2(a) nor any other provision of this Agreement shall prohibit
a Transfer of Shares by the Company Shareholder to any of its Affiliates; provided, that prior to or simultaneous with such
Transfer, the transferee agrees in writing to be bound by all of the obligations of the Company Shareholder under this Agreement
with respect to such Shares. In the event of a Transfer of the Shares to an Affiliate, the Company Shareholder will promptly notify
Parent in writing of such Transfer.

 

(b)          Except
as otherwise permitted by this Agreement or by order of a court of competent jurisdiction, prior to the Expiration Date, the Company
Shareholder shall not knowingly or intentionally commit any act that would reasonably be expected to restrict or affect the Company
Shareholder’s legal power, authority and right to vote any of the Shares. Without limiting the generality of the foregoing,
except for this Agreement and as otherwise permitted by this Agreement, the Company Shareholder shall not, prior to the Expiration
Date, enter into any voting agreement with any Person with respect to any of the Shares, grant any Person any proxy (revocable
or irrevocable) or power of attorney with respect to any of the Shares, deposit any of the Shares in a voting trust or otherwise
enter into any agreement or arrangement with any Person limiting or affecting the Company Shareholder’s legal power, authority
or right to vote any of the Shares in favor of the approval of the Proposed Transaction (as such term is defined in Section 3(a))
or perform the Company Shareholder’s obligations hereunder.

 

(c)          In
furtherance of this Agreement, and concurrently herewith, the Company Shareholder shall, and hereby does, authorize the Company
or the Company’s counsel to notify the Company’s transfer agent that there is a stop transfer order with respect to
all of the Shares for as long as this Agreement remains in effect.

 

3.            Agreement
to Vote Shares.

 

(a)          Prior
to the Expiration Date, if there is a Company Shareholders Meeting (or any other meeting of the stockholders of the Company called
at which a vote contemplated below is taken), then at such meeting and at every adjournment or postponement thereof, the Company
Shareholder shall cause the Shares to be present thereat for purposes of establishing a quorum and vote the Shares, or cause the
Shares to be voted, (i) in favor of the adoption of the Merger Agreement and the approval of the other Transactions (collectively,
the “Proposed Transaction”), (ii) against the approval or adoption of any Alternative Proposal or any other
proposal made in opposition to, or in competition with, the Proposed Transaction, and (iii) against any Alternative Proposal or
any other action that would reasonably be expected to impede, interfere with, delay, postpone, discourage or adversely affect the
consummation of the Proposed Transaction, (iv) against any action, proposal, transaction or agreement that would reasonably be
expected to result in a breach in any respect of any covenant, representation or warranty or any other obligation or agreement
of the Company contained in the Merger Agreement, or of the Company Shareholder contained in this Agreement (the matters set forth
in clauses (ii) and (iv) of this Section 3(a), an “Alternative Transaction”), and (v) in favor of any
other matter reasonably necessary in order to consummate the Transactions, including the Merger.

 

    	 	- 2 -	 

     

    

 

(b)          Prior
to the Expiration Date, the Company Shareholder shall not approve any Alternative Transaction by written consent. Notwithstanding
the foregoing, nothing in this Agreement shall require the Company Shareholder to vote in favor of, or otherwise act by written
consent with respect to, any amendment to the Merger Agreement or the taking of any action that would result in the amendment,
modification or waiver of a provision therein, in any such case, in a manner that decreases the amount or changes the form of the
Merger Consideration payable to the Company Shareholder, and, for the avoidance of doubt, the Company Shareholder may act in its
sole discretion with respect to any such foregoing proposed item. Except as expressly set forth in this Section 3(b), the
Company Shareholder shall not be restricted from voting in favor of, acting by written consent with respect to, voting against
or abstaining with respect to any matter (other than the Proposed Transaction or an Alternative Transaction) presented to the shareholders
of the Company.

 

(c)          If
the Company Shareholder is the beneficial owner, but not the record holder, of any of the Shares, the Company Shareholder agrees
to use its best efforts to take all actions necessary to cause the record holder and any nominees to vote, or act by written consent
with respect to, all of such Shares in accordance with Section 3(a).

 

(d)          In
the event of a stock split, stock dividend or distribution, or any change in the capital stock of the Company by reason of any
split-up, reverse stock split, recapitalization, combination, reclassification, reincorporation, exchange of shares or the like,
the term “Shares” shall be deemed to refer to, and include, such shares as well as all such stock dividends and distributions
and any securities into which, or for which, any or all of such shares may be changed or exchanged or which are received in such
transaction.

 

(e)          The
Company Shareholder hereby waives and agrees not to exercise any rights (including under Sections 351.447 and/or 351.455 of the
MGBCL) to demand appraisal of any Shares which may arise with respect to the Merger or dissent from the Merger.

 

4.            Credit
Agreement Consent. Notwithstanding anything to the contrary set forth in the Credit Agreement or any other Loan Documents (as
defined in the Credit Agreement), Company Shareholder in its capacity as Lender (as defined in the Credit Agreement) hereby: (a)
consents to the Merger pursuant to the terms and conditions of the Merger Agreement, (b) agrees that the consummation of the Merger
pursuant to the Merger Agreement shall be deemed not to be, constitute or give rise to a Change of Control (as defined in the Credit
Agreement), and (c) waives any Default or Event of Default (as each such term is defined in the Credit Agreement) that shall arise
or be deemed to have arisen under the Credit Agreement or any of the other Loan Documents as a result of the Merger, the entry
into the Merger Agreement or the consummation of the transactions contemplated thereby.

 

5.            Representations
and Warranties of the Company Shareholder. The Company Shareholder hereby represents and warrants to Parent as follows:

 

(a)          The
Company Shareholder is the beneficial or record owner of the Shares indicated on the signature page hereto, free and clear of any
and all Liens (other than (i) transfer restrictions of general applicability as may be provided under the Securities Act, “blue
sky” laws or applicable other securities Laws or (ii) a Lien that would not materially impair the Company Shareholder’s
ability to perform its obligations under this Agreement). The Company Shareholder has, and will have at all times through the Effective
Time, the voting power to control the vote and consent as contemplated herein, the power of disposition, the power to issue instructions
with respect to the matters set forth in Section 3, and the power to agree to all of the matters set forth in this Agreement,
in each case, with respect to the Shares, except with respect to any Shares Transferred in accordance with Section 2(a).
Except for the Shares set forth on the signature page hereto, as of the date hereof, the Company Shareholder does not beneficially
own any other (i) shares of capital stock or voting securities of the Company, (ii) securities of the Company convertible into
or exchangeable for shares of capital stock or voting securities of the Company or (iii) options or other rights to acquire from
the Company any capital stock, voting securities or securities convertible into or exchangeable for capital stock or voting securities
of the Company.

  

    	 	- 3 -	 

     

    

 

(b)          The
execution, delivery and performance by the Company Shareholder of this Agreement have been duly and validly authorized by all necessary
limited liability company action of the Company Shareholder. As of the date hereof and for so long as this Agreement remains in
effect, except as otherwise provided in this Agreement, the Company Shareholder has full limited liability company power and authority
to: (i) make, enter into and carry out the terms of this Agreement; and (ii) vote all of the Shares in the manner set forth in
this Agreement without the consent or approval of, or any other action on the part of, any other Person (including any Governmental
Authority), except for any such consent, approval or action that, individually or in the aggregate, would not materially impair
the Company Shareholder’s ability to perform its obligations under this Agreement. Without limiting the generality of the
foregoing, except for (1) this Agreement, (2) the Amended and Restated Voting Agreement, dated as of November 21, 2018, among the
Company, the Company Shareholder, Timothy D. Boyd, Stephen J. Mueller and Richard K. Deutsch, and (3) the Amended and Restated
Stockholders’ Agreement, dated as of November 21, 2018, among the Company, Timothy D. Boyd, Stephen J. Mueller, Richard K.
Deutch and the Company Shareholder, the Company Shareholder has not entered into any voting agreement with any Person with respect
to any of the Shares, granted any Person any proxy (revocable or irrevocable) or power of attorney with respect to any of the Shares,
deposited any of the Shares in a voting trust or entered into any arrangement or agreement with any Person with respect to the
Shares, in each case that would materially impair the Company Shareholder’s ability to perform its obligations under this
Agreement.

 

(c)          This
Agreement has been duly executed and delivered by the Company Shareholder and, assuming the due authorization, execution and delivery
by Parent and the Loan Parties, constitutes a valid and binding obligation of the Company Shareholder, enforceable against the
Company Shareholder in accordance with its terms (except, in each case, as enforcement may be limited by bankruptcy, insolvency,
reorganization or similar Laws affecting creditors’ rights generally and by general principles of equity).

 

(d)          The
execution, delivery and performance of this Agreement by the Company Shareholder does not and will not (whether with or without
notice or lapse of time, or both) (i) violate any provision of the limited liability company agreement or other organizational
documents of the Company Shareholder, (ii) violate, conflict with or result in the breach of any of the terms or conditions of,
result in any (or the right to make any) modification of or the cancellation or loss of a benefit under, require any notice, consent
or action under, or otherwise give any Person the right to terminate, accelerate obligations under or receive payment or additional
rights under, or constitute a default under, any contract to which the Company Shareholder is a party or by which it is bound or
(iii) violate any order, injunction or other legal restraint binding on the Company Shareholder as of the date of this Agreement,
except for any of the foregoing referred to in clauses “(ii)” and “(iii)” as would not, either individually
or in the aggregate, impair in any material respect the ability of the Company Shareholder to perform its obligations hereunder
or to consummate the transactions contemplated hereby on a timely basis.

 

    	 	- 4 -	 

     

    

 

(e)          The
execution, delivery and performance of this Agreement by the Company Shareholder do not and will not require any consent, approval,
authorization or permit of, action by, filing with or notification to, any Governmental Authority, except for any such consent,
approval, authorization, permit, action, filing or notification the failure of which to make or obtain, individually or in the
aggregate, has not and would not materially impair the Company Shareholder’s ability to perform its obligations under this
Agreement.

 

(f)          As
of the date hereof, there is no suit, action or other proceeding pending or, to the knowledge of the Company Shareholder, threatened
against or affecting the Company Shareholder before or by any Governmental Authority that would reasonably be expected to impair
in any material respect the ability of the Company Shareholder to perform its obligations hereunder or to consummate the transactions
contemplated hereby on a timely basis.

 

6.            Representations
and Warranties of Parent. Parent hereby represents and warrants to the Company Shareholder as follows:

 

(a)          The
execution, delivery and performance by Parent of this Agreement have been duly and validly authorized by all necessary corporate
action of Parent. Parent has full corporate power and authority to make, enter into and carry out the terms of this Agreement.

 

(b)          This
Agreement has been duly executed and delivered by Parent and, assuming the due authorization, execution and delivery by the Company
Shareholder, constitutes a valid and binding obligation of Parent, enforceable against Parent in accordance with its terms (except,
in each case, as enforcement may be limited by bankruptcy, insolvency, reorganization or similar Laws affecting creditors’
rights generally and by general principles of equity).

 

(c)          The
execution, delivery and performance of this Agreement by Parent do not and will not require any consent, approval, authorization
or permit of, action by, filing with or notification to, any Governmental Authority.

 

(d)          The
representations and warranties made by Parent in Article V of the Merger Agreement are true and correct in all respects.

 

7.            Termination.
This Agreement shall terminate and be of no further force or effect whatsoever as of the earliest to occur of (the “Expiration
Date”): (a) such date and time as the Merger Agreement shall have been validly terminated pursuant to the terms of Article
VIII thereof; (b) the Effective Time; (c) the date of any amendment, modification or supplement to the Merger Agreement, in each
such case if such amendment, modification or supplement decreases the amount, or changes the form, of Merger Consideration payable
to the Company Shareholder; (d) the date upon which Parent and the Company Shareholder agree to terminate this Agreement in
writing; and (e) the date upon which the Company Board or any committee thereof makes a Company Adverse Recommendation Change;
provided, however, that Section 8 shall survive the termination of this Agreement.

 

8.            Miscellaneous
Provisions.

 

(a)          Amendments.
This Agreement may not be amended, modified or supplemented in any manner, whether by course of conduct or otherwise, except by
an instrument in writing specifically designated as an amendment hereto, signed on behalf of each of the parties.

 

(b)          Extension
of Time; Waivers. The parties may, to the extent permitted by applicable Law, (i) extend the time for the performance of any
of the obligations or acts of the other party, (ii) waive any inaccuracies in the representations and warranties of the other party
set forth in this Agreement or any document delivered pursuant hereto or (iii) waive compliance with any of the agreements of the
other party contained herein. Any agreement on the part of a party to any such waiver shall be valid only if set forth in a written
instrument executed and delivered by such party. No failure or delay of any party in exercising any right or remedy hereunder shall
operate as a waiver thereof, nor shall any single or partial exercise of any such right or power, or any abandonment or discontinuance
of steps to enforce such right or power, or any course of conduct, preclude any other or further exercise thereof or the exercise
of any other right or power.

 

    	 	- 5 -	 

     

    

 

(c)          Notices.
All notices and other communications hereunder shall be in writing and shall be deemed given if delivered personally or sent by
overnight courier (providing proof of delivery) or by electronic mail to the parties as set forth in this Section 8(c).
All notices and other communications hereunder shall be delivered (x) if to Parent, to the address provided in the Merger Agreement,
including to the Persons designated therein to receive copies; (y) if to the Company Shareholder, to the Company Shareholder’s
physical mailing address or electronic email address shown on the Company Shareholder’s signature page hereto; and (z) if
to any Loan Party, to the address shown in Section 9.01 of the Credit Agreement. Any party may change the address to which notices
and other communications hereunder are to be delivered by giving the other parties notice in the manner herein set forth.

 

(d)          Interpretation.
When a reference is made in this Agreement to a Section, such reference shall be to a Section of this Agreement unless otherwise
indicated. The headings contained in this Agreement are for convenience of reference purposes only and shall not affect in any
way the meaning or interpretation of this Agreement. All words used in this Agreement will be construed to be of such gender or
number as the circumstances require. The word “including” and words of similar import when used in this Agreement will
mean “including, without limitation,” unless otherwise specified. The words “hereof,” “herein”
and “hereunder” and words of similar import when used in this Agreement shall refer to the Agreement as a whole and
not to any particular provision in this Agreement. The word “will” shall be construed to have the same meaning and
effect as the word “shall.” References to days mean calendar days unless otherwise specified. No summary of this Agreement
prepared by any party shall affect the meaning or interpretation of this Agreement. All references herein to a “party”
or “parties” are to a party or parties to this Agreement unless otherwise specified. The word “or” will
not be exclusive. All preamble, recital, section and paragraph references are to the preamble, recitals, sections and paragraphs
of this Agreement unless otherwise specified.

 

(e)          Entire
Agreement. This Agreement constitutes the entire agreement among the parties with respect to the subject matter hereof, and
supersedes all prior written agreements, arrangements, communications and understandings and all prior and contemporaneous oral
agreements, arrangements, communications and understandings among the parties with respect to the subject matter hereof.

 

(f)          Parties
in Interest. This Agreement is not intended to, and shall not, confer upon any other Person other than the parties and their
respective successors and permitted assigns any rights or remedies hereunder, except that the Company shall be an express third
party beneficiary of Section 8(p) .

 

(g)          Governing
Law. This Agreement and any controversy related to or arising, directly or indirectly, out of, caused by or resulting from
this Agreement will be governed by and construed in accordance with the domestic Laws of the State of Missouri, without giving
effect to any choice or conflict of Law provision or rule (whether of the State of Missouri or any other jurisdiction) that would
cause the application of the Laws of any jurisdiction other than the State of Missouri; provided, however, that Section
4 of this Agreement and any controversy related to or arising, directly or indirectly, out of, caused by or resulting from
Section 4 this Agreement will be governed by and construed in accordance with the domestic Laws of the State of New York,
without giving effect to any choice or conflict of Law provision or rule (whether of the State of New York or any other jurisdiction)
that would cause the application of the Laws of any jurisdiction other than the State of New York.

 

    	 	- 6 -	 

     

    

 

(h)          Submission
to Jurisdiction. Each of the parties hereby consents to submit, for itself and its property, to the exclusive jurisdiction
of the state courts of the State of Missouri located in St. Louis County, Missouri, or the Federal court of the United States of
America located in the Eastern District of Missouri, and any appellate court from any thereof, in any action or proceeding arising
out of or relating to this Agreement or for recognition or enforcement of any judgment relating thereto, and each of the parties
hereby (a) agrees not to commence any such action or proceeding except in such courts, (b) agrees that any claim in respect
of any such action or proceeding may be heard and determined in such Missouri state court or, to the extent permitted by applicable
Law, in such Federal court, (c) waives, to the fullest extent it may legally and effectively do so, any objection that it
may now or hereafter have to the laying of venue of any such action or proceeding in any such Missouri state or Federal court,
and (d) waives, to the fullest extent permitted by applicable Law, the defense of an inconvenient forum to the maintenance
of such action or proceeding in any such Missouri state or Federal court. Each of the parties agrees that a final judgment in any
such action or proceeding shall be conclusive and may be enforced in other jurisdictions by suit on the judgment or in any other
manner provided by applicable Law. Each party consents to service of process in the manner provided for notices in Section 8(c).
Nothing in this Agreement will affect the right of any party to this Agreement to serve process in any other manner permitted by
applicable Law.

 

(i)          Assignment;
Successors. Neither this Agreement nor any of the rights, interests or obligations under this Agreement may be assigned or
delegated, in whole or in part, by operation of law or otherwise, by any party without the prior written consent of the other party,
and any such assignment without such prior written consent shall be null and void. Subject to the preceding sentence, this Agreement
will be binding upon, inure to the benefit of, and be enforceable by, the parties and their respective successors and assigns.

 

(j)          Enforcement.
The parties agree that irreparable damage would occur in the event that any of the provisions of this Agreement were not performed
in accordance with their specific terms or were otherwise breached. Accordingly, each party shall be entitled to specific performance
of the terms hereof, including an injunction or injunctions to prevent breaches of this Agreement and to enforce specifically the
terms and provisions of this Agreement in the state courts of the State of Missouri provided, that if jurisdiction is not
then available in the state courts of the State of Missouri, then in any federal court located in the State of Missouri, this being
in addition to any other remedy to which such party is entitled at law or in equity. Each of the parties hereby further waives
(i) any defense in any action for specific performance that a remedy at law would be adequate and (ii) any requirement under any
law to post security as a prerequisite to obtaining equitable relief.

 

(k)          Severability.
Whenever possible, each provision or portion of any provision of this Agreement shall be interpreted in such manner as to be effective
and valid under applicable law, but if any provision or portion of any provision of this Agreement is held to be invalid, illegal
or unenforceable in any respect under any applicable law or rule in any jurisdiction, such invalidity, illegality or unenforceability
shall not affect any other provision or portion of any provision in such jurisdiction, and this Agreement shall be reformed, construed
and enforced in such jurisdiction as if such invalid, illegal or unenforceable provision or portion of any provision had never
been contained herein.

 

(l)          WAIVER
OF JURY TRIAL. EACH OF THE PARTIES TO THIS AGREEMENT HEREBY IRREVOCABLY WAIVES ALL RIGHT TO A TRIAL BY JURY IN ANY ACTION,
PROCEEDING OR COUNTERCLAIM ARISING OUT OF OR RELATING TO THIS AGREEMENT OR THE TRANSACTIONS CONTEMPLATED HEREBY.

 

(m)          Counterparts
and Signature. This Agreement may be executed in two or more counterparts (including by facsimile or by an electronic scan
delivered by electronic mail), each of which shall be deemed an original but all of which together shall be considered one and
the same agreement and shall become effective when counterparts have been signed by each of the parties and delivered to the other
parties, it being understood that all parties need not sign the same counterpart. This Agreement may be executed and delivered
by facsimile or by an electronic scan delivered by electronic mail.

 

    	 	- 7 -	 

     

    

 

(n)          No
Presumption Against Drafting Party. Each of Parent, the Loan Parties and the Company Shareholder acknowledges that each party
to this Agreement has been represented by counsel in connection with this Agreement and the transactions contemplated by this Agreement.
Accordingly, any rule of law or any legal decision that would require interpretation of any claimed ambiguities in this Agreement
against the drafting party has no application and is expressly waived.

 

(o)          Attorneys’
Fees. In any action at law or suit in equity with respect to this Agreement or the rights of any of the parties, the prevailing
party in such action or suit shall be entitled to receive its reasonable attorneys’ fees and all other reasonable costs and
expenses incurred in such action or suit.

 

(p)          Disclosure.
The Company Shareholder hereby agrees that Parent and the Company may publish and disclose in any prospectus or proxy materials,
any information statement or any other document required to be filed with the SEC or any other Governmental Authority in connection
with this Agreement or the Merger, the Company Shareholder’s identity and ownership of the Shares and the nature of the Company
Shareholder’s commitments, arrangements and understandings under this Agreement and may further file this Agreement with
any filing made by Parent or the Company with the SEC relating to the Proposed Transaction (it being understood that, except as
set forth above or required by applicable Law, the parties agree that neither Parent nor the Company may make any other publications,
disclosures or filings relating to the Company Shareholder’s entering into of this Agreement or the contents hereof without
the Company Shareholder’s prior written consent, not to be unreasonably withheld), and Parent hereby agrees that the Company
Shareholder may publish and disclose in any document required to be filed with the SEC or any other Governmental Authority in connection
with this Agreement or the Merger, Parent’s identity and the nature of the Company Shareholder’s commitments, arrangements
and understandings under this Agreement and may further file this Agreement with any such filing or any other filing made by the
Company Shareholder with the SEC relating to the Proposed Transaction (it being understood that, except as set forth above or required
by applicable Law, the parties agree that the Company Shareholder may not make any other publications, disclosures or filings relating
to Parent’s entering into of this Agreement or the contents hereof without Parent’s prior written consent, not to be
unreasonably withheld). In connection with any such publication and disclosure, the parties shall, to the extent reasonably practicable,
coordinate and consult with each other before issuing, and give each other the opportunity to review and comment upon any such
publications or disclosures (and each party shall give reasonable consideration to all reasonable additions, deletions or changes
suggested in connection therewith by the other party). The Company Shareholder agrees to notify Parent and the Company promptly
of any additional Shares of which the Company Shareholder becomes the record or beneficial owner after the date of this Agreement.

 

(q)          No
Ownership Interest. Nothing contained in this Agreement shall be deemed to vest in Parent any direct or indirect ownership
or incident of ownership (whether beneficial ownership or otherwise) of or with respect to any Shares. All rights, ownership and
economic benefits of and relating to the Shares shall remain vested in and belong to the Company Shareholder, and Parent shall
have no authority to direct the Company Shareholder in the voting or disposition of any of the Shares, except as otherwise expressly
provided herein.

 

(r)          Director/Officer.
Notwithstanding anything to the contrary contained herein, the Company Shareholder is entering into this Agreement solely in its
capacity as beneficial or record owner of the Shares, and nothing herein shall limit or affect the actions taken by any director
or officer of the Company affiliated with the Company Shareholder solely in his or her capacity as a director or officer of the
Company in the exercise of his or her fiduciary duties as a director or officer of the Company.

 

    	 	- 8 -	 

     

    

 

(s)          No
Recourse. This Agreement may only be enforced against, and any claims or causes of action that may be based upon, arise out
of or relate to this Agreement, or the negotiation, execution or performance of this Agreement may only be made against the entities
that are expressly identified as parties and no former, current or future equity holders, controlling Persons, directors, officers,
employees, agents or Affiliates of any party or any former, current or future stockholder, controlling Person, director, officer,
employee, general or limited partner, member, manager, agent or Affiliate of any of the foregoing shall have any liability for
any obligations or liabilities of the parties or for any claim (whether in tort, contract or otherwise) based on, in respect of,
or by reason of, the transactions contemplated hereby or in respect of any representations made or alleged to be made in connection
herewith.

 

[REMAINDER OF PAGE INTENTIONALLY BLANK]

 

    	 	- 9 -	 

     

    

 

IN WITNESS WHEREOF, the parties have caused
this Voting, Support and Consent Agreement to be duly executed as of the date first above written.

 

	 	VAIL HOLDINGS, INC.
	 	 	 
	 	By:	/s/ David T. Shapiro
	 	Name: 	David T. Shapiro
	 	Title:	Executive Vice President and General Counsel

 

	 	CAP 1 LLC
	 	 	 
	 	By:	/s/ David Sackler                                                            
	 	Name: 	David Sackler
	 	Title:	President
	 	 	 
	 	With a copy to (which shall not constitute notice hereunder):
	 	Frank S. Vellucci
	 	Norton Rose Fulbright US LLP
	 	1301 Avenue of the Americas
	 	New York, NY 10019-6022
	 	E-mail: frank.vellucci@nortonrosefulbright.com
	 	 
	 	Shares Beneficially Owned by the Company Shareholder:
	 	15,345,041 shares of Common Stock, par value $0.01
	 	per share, including 1,797,705 shares of Common Stock, 6,359,300 shares of Common Stock issuable upon conversion of shares of Series A Preferred Stock of the Company, par value $0.01 per share, and an aggregate of 7,188,036 shares of Common Stock issuable upon the exercise of warrants.

 

[Signature Page to Voting, Support and
Consent Agreement]

 

     

     

    

 

	 	SNOW TIME ACQUISITION, INC.
	 	 	 
	 	By:	/s/ Timothy D. Boyd
	 	Name: 	Timothy D. Boyd
	 	Title:	President
	 	 	 
	 	SUBSIDIARY GUARANTORS
	 	 	 
	 	SNOW TIME, INC.
	 	 	 
	 	By:	/s/ Timothy D. Boyd
	 	Name: 	Timothy D. Boyd
	 	Title:	President
	 	 	 
	 	SKI ROUNDTOP OPERATING CORP.
	 	 	 
	 	By:	/s/ Timothy D. Boyd
	 	Name: 	Timothy D. Boyd
	 	Title:	President
	 	 	 
	 	SKI LIBERTY OPERATING CORP.
	 	 	 
	 	By:	/s/ Timothy D. Boyd
	 	Name: 	Timothy D. Boyd
	 	Title:	President
	 	 	 
	 	WHITETAIL MOUNTAIN OPERATING CORP.
	 	 	 
	 	By:	/s/ Timothy D. Boyd
	 	Name: 	Timothy D. Boyd
	 	Title:	President

 

[Signature Page to Voting, Support and
Consent Agreement]

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