Exhibit 10.2
August 14, 2026
Dear Bob:
It gives me great pleasure to offer you (“Executive”) employment as the Chief Executive Officer of Stride, Inc., a Delaware corporation (the “Company”), on the terms set forth in this letter (this “Agreement”), effective as of July 29, 2026 (the “Effective Date”). If you agree with the terms and conditions of this Agreement, please sign the last page of this Agreement and return it to me.
performance goals and objectives and the discretion of the Board or Compensation Committee. Payment of any amount is conditioned upon Executive’s employment with the Company on the scheduled payroll date when bonus payments are issued. Executive’s Performance Bonus will not be prorated for the Company’s 2027 fiscal year.
Any Performance Bonus shall be paid in accordance with the terms of the Company’s bonus plan, but in any event within the period required by Section 409A of the Internal Revenue Code of 1986, as amended (the “Code”) such that it qualifies as a “short-term deferral” pursuant to Treasury Regulation Section 1.409A-1(b)(4).
discretion of the Board or any administrative or other committee provided for in, or contemplated by, such plan or programs. These plans and programs are subject to amendment or termination at the discretion of the Company.
| 9. | Employment at Will; Termination. |
Executive disagrees with the good faith determination of Disability, the matter shall be submitted to arbitration pursuant to the Agreement to Arbitrate, which is incorporated herein by reference as provided in Section 10.1 of this Agreement.
| (i) | a material diminution in Executive’s authority, duties or responsibilities; |
| (ii) | a material diminution in Executive’s base salary or target annual bonus |
level;
Executive must provide written notice to the Company of the occurrence of any of the foregoing events or conditions within ninety (90) days of the occurrence of such event or the date upon which Executive reasonably became aware that such an event or condition had occurred. The Company or any successor or affiliate shall have a period of thirty (30) days to cure such event or condition after receipt of written notice of such event from Executive. Any voluntary termination for “Good Reason” following such thirty (30) day cure period must occur no later than the date that is six (6) months following the date notice was provided by Executive.
(y) the date that Executive and/or Executive’s covered dependents become no longer eligible for COBRA and (z) the date Executive becomes eligible to receive healthcare coverage from a subsequent employer (and Executive agrees to promptly notify the Company of such eligibility).
The Severance Pay shall be payable in equal installments over twenty-four months, at the same intervals and in the same manner as the Base Salary had been paid prior to such termination; provided that any payments required to be made prior to the thirtieth (30th) day following the date of termination of employment (the “First Pay Date”) shall be paid in a single lump sum on the first regularly scheduled payroll date on or following the First Pay Date. For purposes of Section 409A of the Code (including, without limitation, for purposes of Treasury Regulation Section 1.409A-2(b)(iii)), each payment that Executive may be eligible to receive under this Agreement shall be treated as a separate and distinct payment.
or other disposition of all or substantially all of the Company’s assets in any single transaction or series of related transactions or (z) the acquisition of assets or stock of another entity, in each case other than a transaction:
Notwithstanding the foregoing, no transaction, event or occurrence shall constitute a Change in Control for purposes of this Agreement, unless such transaction, event or occurrence also constitutes a “change in control event” as defined in Treasury Regulation Section 1.409A-3(i)(5).
| 10. | Other Conditions of Employment. |
the Release, revokes the Release, or otherwise is not eligible for the Severance Pay and/or the other payments under Section 9.6 or Section 9.7 above, as applicable, the Company may provide Executive, in its sole discretion, $1,000, less applicable withholdings and deductions, within sixty (60) days of the termination of Executive’s employment, which Executive acknowledges is a sufficient “other monetary payment” under Virginia law to support both the non-compete in this Section 10.1 and any non-compete or non-solicits in the COBA.
| 11. | Miscellaneous. |
States mail, postage prepaid, certified or registered mail, with deliveries to be made to the following addresses:
If to Executive:
Robert E. Knowling, Jr., at the address contained in the Company’s Human Resources records.
If to the Company:
Attn: General Counsel Stride, Inc.
11720 Plaza America Drive 9th Floor
Reston, VA 20190
Either party may change such party’s address for notices as necessary by notice given pursuant to this Section.
| 15. | Representations by Executive: Executive represents and warrants that: |
| 16. | Parachute Payments. |
manner that complies with Section 409A of the Code, but excluding any payments attributable to the acceleration of vesting and payments with respect to any equity award with respect to the Company’s common stock that are exempt from Section 409A of the Code, and (z) reduction of any payments attributable to the acceleration of vesting or payments with respect to any other equity award with respect to the Company’s common stock that are exempt from Section 409A of the Code.
| 17. | Section 409A. |
Please acknowledge your acceptance of the terms of this Agreement by signing the enclosed copy of this letter and returning it to me as soon as possible. Should you have any questions, please feel free to contact me.
Sincerely,

Steven B. Fink, Chairman of the Board
[Countersignature Page Follows]

Agreed and Accepted:


Robert E. Knowling, Jr. Date: 8/14/2026 | 6:28 PM PDT