Exhibit 10.42

SEPARATION AGREEMENT

This Separation Agreement is entered into between SailPoint Technologies, Inc., a Delaware corporation, together with its parent and affiliated companies (collectively referred to herein as “Company”) and James C. McMartin (“Employee”). SailPoint Technologies Holdings, Inc., a Delaware corporation and indirect parent of Company, is referred to herein as “SAIL”. In consideration of the mutual promises set forth below, Company and Employee agree as follows:

1.End of Employment. Employee’s employment as Chief Operating Officer will end effective December 31, 2019 (“Separation Date”). The period from the Effective Date of this Separation Agreement through the Separation Date is referred to herein as the “Transition Period.” During the Transition Period, Employee will serve as Chief Operating Officer and will continue to receive Employee’s base salary (at the current rate of $375,000 annualized, or $31,250.00 per month). On the Separation Date, Employee will be deemed to have resigned as an officer, director, manager, or other similar position of SAIL and Company and each affiliated entity, parent, and subsidiary of each of them (collectively, the “SAIL Affiliated Entities” and individually, a “SAIL Affiliated Entity”). Employee’s coverage under SAIL’s directors’ and officers’ liability insurance, as well as the provisions of each of the SAIL Affiliated Entities’ organizational documents, including certificates of incorporation and bylaws, in each case, as amended, which provide for indemnification of the officers of any SAIL Affiliated Entity to the fullest extent permitted by law, will be the same during the Transition Period as they were prior to signing this Separation Agreement and are otherwise unaffected by this Separation Agreement. Employee’s employment at all times remains at-will, and Employee is expected to perform Employee’s duties through the date on which Employee’s employment ends.

2.Separation. In addition to the compensation provided in Section 1 above, provided Employee: (i) is not terminated by Company for Cause (as defined herein) or voluntarily resigns his employment prior to the Separation Date; (ii) signs and returns this Separation Agreement within the period set forth in Section 19; and (iii) does not revoke this Employee’s acceptance of this Separation Agreement within the seven day period described in Section 20, then:

Employee acknowledges and agrees the opportunity to receive the foregoing is more than Employee is otherwise legally entitled to receive and constitutes good and valuable consideration. Employee further acknowledges and agrees that if Employee is not employed on December 31, 2019 due to a termination by either Company for Cause or by Employee’s voluntary resignation, or Employee otherwise fails to satisfy any of the conditions set forth above, Employee will not receive the consideration described in Section 2(a) or (b) above, but the remainder of this Separation Agreement will remain in full force and effect.

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For purposes of this Separation Agreement, “Cause” shall mean: (i) any act of personal dishonesty, fraud, embezzlement, misrepresentation, or other unlawful act committed by Employee that has the effect of either creating a substantial gain or personal enrichment of Employee or a substantial expense or loss to Company; (ii) Employee’s violation of a federal or state law or regulation applicable to Company’s business, which violation was or is reasonably likely to be materially injurious to Company; (iii) Employee’s habitual gross neglect in the performance of Employee’s job duties; or (iv) Employee’s commission of, or a plea of nolo contendre or guilty to, a felony under the laws of the United States or any state or any crime of dishonesty or moral turpitude.

3.Benefits. Except as provided in Section 2(b) above, Employee’s eligibility for Company-sponsored benefits will terminate and otherwise be controlled by the terms of the plans governing those benefits.

4.Complete Release. Employee hereby releases the SAIL Affiliated Entities, along with the employees, partners, agents, directors, officers, contractors, and attorneys of any of them, (the “Releasees”) from any and all claims or demands, whether known or unknown, and whether asserted on an individual or a class or collective basis, which Employee may have or claim to have against any of them. This complete release of all claims includes, without limitation, a complete release of any claims (including, without limitation, claims for attorneys’ fees) Employee may have or claim to have based on Employee’s employment with Company or the termination of that employment, as well as any claims arising out of any contract, express or implied, any covenant of good faith and fair dealing, express or implied, any tort (including, without limitation, negligence by Company or anyone else), any claim to equity, stock, stock options, stock units, or other ownership interest in any SAIL Affiliated Entity (other than Employee’s equity, stock, stock options, stock units, or other ownership interest in SAIL), and any federal, state or other governmental statute, regulation or ordinance relating to employment, employment discrimination, or the payment of wages or benefits including, without limitation, those relating to qui tam, employment discrimination, termination of employment, payment of wages or provision of benefits, Title VII of the Civil Rights Act of 1964 as amended, the Civil Rights Act of 1991, the Americans with Disabilities Act as amended, the Employee Retirement Income Security Act, the Family and Medical Leave Act, the Fair Labor Standards Act, the Age Discrimination in Employment Act, the Older Workers Benefit Protection Act (“OWBPA”), the Worker Adjustment and Retraining Notification (“WARN”) Act, the Consolidated Omnibus Budget Reconciliation Act (“COBRA”), and the Occupational Safety and Health Act. Employee represents Employee has not assigned to any other person any such claims and that Employee has the full right to grant this release. Notwithstanding the foregoing, Employee is not waiving any claims that may arise under the Age Discrimination in Employment Act after this Separation Agreement is executed or any future claims based on Company’s obligations under this Separation Agreement. This Release does not apply to any rights to indemnification to which Employee may be entitled as an employee or officer of SAIL or its direct or indirect subsidiaries, including Company, prior to the Effective Date.

Company, on behalf of itself and its predecessors, successors, affiliated entities, parents, subsidiaries, or assigns, including the other SAIL Affiliated Entities, hereby waives, releases, and forever discharges Employee from all claims and rights that Company or any of them has against Employee, whether known or unknown, existing as of the date Company signs this Separation Agreement. Notwithstanding the foregoing, nothing herein shall be deemed to release Employee from claims arising from any acts or omissions by the Employee during Employee’s employment with Company involving fraud or embezzlement.

5.Warranties. Apart from the payment described in Section 2, Employee warrants and agrees Company has paid Employee all wages, forms of compensation, and other monies due to Employee as of the date of Employee’s execution of this Separation Agreement. Employee further warrants and agrees Employee properly reported all time worked and that all forms of compensation, wages, and other monies paid to Employee by Company through the date of Employee’s execution of this Separation Agreement have been accurately calculated, have represented the proper amounts due to Employee, and have been based on Company’s merit-based compensation system. Apart from the payment described in Section 2 and any regular hourly pay or base salary due for work performed between now and the date on which Employee’s employment ends, Employee warrants and agrees Employee is not expecting or anticipating any further payment, compensation, or remuneration of any kind from Company for any reason following the execution of this Separation Agreement. If Employee or someone on Employee’s behalf claims any entitlement to further compensation from Company apart from the payment described in Section 2 and any hourly pay or base salary due for work performed between now and the date on which Employee’s employment ends, Employee agrees that Company is entitled to full offset of the amounts paid to Employee under this Separation Agreement.

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6.Third Party Assistance and Non-Disparagement. Employee agrees Employee will not counsel, assist, participate in, or encourage any persons in the presentation or prosecution of any disputes, differences, grievances, claims, charges, or complaints by any third party against Company or any other Releasee. Employee further agrees Employee will not, directly or indirectly, in any individual or representative capacity, make any statement, oral or written, which could reasonably be expected to be harmful in any material respect to the reputation or goodwill of Company or any other Releasee. Employee and Company agree Employee’s compliance with a subpoena or other legally compulsive process shall not violate the terms of this paragraph; Employee agrees, however, to provide Company’s General Counsel advance written notice of any such legally compulsive process. In addition, nothing in this Separation Agreement shall interfere with Employee’s right to file a charge with a governmental agency or to cooperate with a governmental investigation, although Employee will not be able to recover monetary damages in any suit brought by a governmental agency or otherwise, unless the waiver contained in this Separation Agreement is held to be unenforceable and even then only to the extent it is held to be uneforceable. Employee and Company agree this Section is a material part of this Separation Agreement and Company would not enter this Separation Agreement without it.

7.Cooperation. Employee will be available to the SAIL Affiliated Entities and provide each of them information in connection with any claim, lawsuit, or proceeding that relates in any manner to Employee’s conduct or duties at the SAIL Affiliated Entities or that are based in any way on facts about which Employee obtained personal knowledge while employed at Company. In return, Company agrees to reimburse Employee for direct and reasonable out of pocket expenses (excluding any attorney’s fees) incurred by Employee at a SAIL Affiliated Entity’s request.

8.Review of Electronics and Return of Property and Information.

9.Confidential Agreement. Unless and until SAIL has disclosed this Separation Agreement publicly (including, without limitation, through the filing of this Separation Agreement as an exhibit to SAIL’s periodic or current reports filed with the Securities and Exchange Commission), Employee agrees to keep the existence and terms of this Separation Agreement confidential. Notwithstanding the foregoing, Employee may disclose the existence of terms of this Separation Agreement to Employee’s spouse, tax advisor, and attorney, provided Employee first secures the agreement of Employee’s spouse, tax advisor, accountant, attorney and professional advisors (as applicable) to be bound by the foregoing confidentiality obligation. A disclosure of the existence or terms of this Separation Agreement by any person who obtained such information as a result of a disclosure by Employee shall constitute a breach of this Section by Employee. Employee and Company agree that Employee’s compliance with a subpoena or other legally compulsive process shall not violate the terms of this paragraph; Employee agrees, however, to provide Company’s General Counsel advance written notice of any such legally compulsive process. Employee and Company agree this Section is a material part of this Separation Agreement and Company would not enter this Separation Agreement without it.

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10.Reaffirmation. Employee acknowledges and agrees Company has provided Employee with valuable confidential information relating to Company’s business, technology, plans, customers, potential customers, relationships, and personnel. Employee hereby reaffirms Employee’s obligations under that certain Employment, Proprietary Information and Inventions Assignment Agreement by and between Employee and Company dated March 16, 2012 (the “EPIIAA”) and hereby agrees to comply with same. Employee agrees nothing in this Separation Agreement impairs Company’s ability to seek and obtain relief for a violation of Employee’s agreements pertaining to confidentiality, nondisclosure, and noncompetition, as applicable.

11.No Soliciation or Defamation. For a period of one year following Employee’s termination of employment with Company, Employee will not employ, hire, or solicit to hire, either directly or indirectly, any of any SAIL Affiliated Entity’s current employees, and will not solicit, encourage or otherwise assist, either directly or indirectly, any of any SAIL Affiliated Entity’s current employees to leave the employ of such SAIL Affiliated Entity. Additionally, Employee agrees not to make any false statements, written or verbal, or cause or encourage others to make any false statements, written or verbal, that defame, disparage, or in any way criticize the personal or business reputation, practices, or conduct of any of the SAIL Affiliated Entities, or any of their employees, directors, officers and affiliates. Employee acknowledges and agrees that this prohibition extends to false statements, written or verbal, made to anyone, including, without limitation, the news media, investors, potential investors, any board of directors or advisory board or directors, industry analysts, competitors, strategic partners, vendors, employees (past and present), and customers. Company and Employee will develop an internal and external communication plan to convey Employee’s separation of employment with language mutually agreeable to Company and Employee.

12.No Wrongdoing. By entering into this Separation Agreement, neither party is indicating they have done anything wrong.

13.Binding Agreement. This Separation Agreement will be binding upon Employee and Company and their respective heirs, administrators, trustees, representatives, executors, successors, and assigns.

14.Entirety, Execution, and Modification. This Separation Agreement is the entire agreement between the Employee and Company and supersedes all prior agreements and contemporaneous between them, except for the EPIIAA and Employee’s agreements pertaining to confidentiality, nondisclosure, indemnification, nonsolicitation, and noncompetition, as applicable, which shall remain in effect. In executing this Separation Agreement, Employee is not relying on any representations or promises not explicitly contained in this Separation Agreement. This Separation Agreement may be executed in multiple parts. Once executed, this Separation Agreement may not be modified except in a writing signed by Employee and by Company’s General Counsel. No one other than Company’s General Counsel has the authority to modify this Agreement or enter into a new Separation Agreement regarding the subject matter of this Separation Agreement. For the avoidance of doubt, (a) that certain Indemnification Agreement by and between Employee and SailPoint Technologies Holdings, Inc., a Delaware corporation and the indirect parent of Company, dated November 14, 2017, shall continue in effect in accordance with its terms, and (b) this Separation Agreement is entered into in lieu of the severance benefits Employee would otherwise be entitled to under the SailPoint Technologies Holdings, Inc. Severance Pay Plan.

15.Choice of Law and Exclusive Venue. This Separation Agreement will be construed in accordance with and governed by the laws of the State of Texas. Employee and Company agree the exclusive venue for resolving any dispute between them, including, without limitation, any dispute arising out of or related to this Separation Agreement, shall be the state and federal courts located in Travis County, Texas, and Employee consents to the jurisdiction of the federal and state courts located in Travis County, Texas. Employee further acknowledges and agrees that many of the witnesses and records that would be relevant to any dispute between the parties are located in Travis County, Texas, and that Travis County, Texas, would not be an inconvenient forum for the resolution of any dispute between the parties. Employee hereby waives any objection to Travis County, Texas, as a forum and venue for the hearing of any dispute between Employee and Company, including, without limitation, any objection based on convenience.

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16.Severability. If any term or provision of this Separation Agreement is held by a court of competent jurisdiction to be invalid, void, or unenforceable, the offending term or provision shall be reformed so as to make it enforceable. If the offending term or provision cannot be reformed so as to be rendered enforceable, the offending term or provision shall be severed. In any event, all other terms or provisions shall remain valid and enforceable and shall not be adversely affected in any way.

17.Jury Waiver. COMPANY AND EMPLOYEE WAIVE A TRIAL BY JURY OF ANY OR ALL ISSUES ARISING IN ANY ACTION OR PROCEEDING BETWEEN COMPANY AND EMPLOYEE, INCLUDING, WITHOUT LIMITATION, ANY ACTION OR PROCEEDING ARISING OUT OF, UNDER, RELATED TO, OR CONNECTED WITH THIS SEPARATION AGREEMENT, ANY OF ITS PROVISIONS, OR ANY OF THE CLAIMS PURPORTED TO BE RELEASED BY THIS SEPARATION AGREEMENT. EMPLOYEE AND COMPANY UNDERSTAND THAT ANY CLAIM BETWEEN THEM WILL BE DECIDED BY A JUDGE RATHER THAN A JURY AS A RESULT OF THIS SEPARATION AGREEMENT.

18.Taxation. Company is not providing Employee any advice regarding the tax consequences of this Separation Agreement. Company will withhold from the payments to Employee in accordance with Company’s obligation to do so, but Employee is responsible for determining Employee’s reporting and payment obligations, if any, resulting from this Separation Agreement and agrees to indemnify, defend, and hold Company harmless from any claims, demands, penalties, interest, assessments, executions, judgments, or recoveries by any government agency resulting from a failure by Employee to comply with Employee’s reporting or payment obligations, if any, resulting from this Separation Agreement.

19.Review. Employee has 21 days from the date this Separation Agreement was first presented to Employee in which to review and consider this Separation Agreement before signing it. If Employee does not accept this Separation Agreement within this review period, this offer will automatically expire. Employee understands Employee may use as much or as little of this review period as Employee wishes. Employee is encouraged to consult an attorney before signing this Separation Agreement. Employee agrees any changes Employee and Company agree to make to this Separation Agreement, whether material or not, do not restart or extend this review period. By executing this Separation Agreement, Employee agrees Employee was afforded a period of at least 21 days from the date this Separation Agreement was first presented to Employee in which to review and consider it.

20.Revocation. If Employee decides to accept and sign this Separation Agreement, Employee will have seven (7) days in which to revoke Employee’s acceptance. Employee understands any such revocation will not be effective unless Employee delivers a written notice of such revocation to Company, c/o Chris Schmitt, 11120 Four Points Drive, Suite 100, Austin, Texas 78726, prior to the expiration of seven days after Employee signs this Separation Agreement. Employee understands this Separation Agreement will not become effective or enforceable until the seven days have elapsed without Employee having revoked Employee’s acceptance of this Separation Agreement (such seventh day shall be the “Effective Date”).

[Signature Page Follows.]

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Accepted and Agreed:

I HAVE CAREFULLY READ THE FOREGOING SEPARATION AGREEMENT, I UNDERSTAND ALL OF ITS TERMS, I UNDERSTAND IT CONTAINS A COMPLETE RELEASE OF ALL KNOWN AND UNKNOWN CLAIMS, AND I AM ENTERING IT VOLUNTARILY.

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