LRN

SEC source: 0001415889-23-014575 · form4-10272023_091003.xml · nonDerivative · entry 1

Rhyu James Jeaho · CIK 0001443328 · Director · CHIEF EXECUTIVE OFFICER

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 587,475

F1 · kind: The sales reported in these transactions were effected pursuant to a Rule 10b5-1 plan adopted by the reporting person on February 24, 2023.

SEC source: 0001415889-23-014353 · form4-10172023_091036.xml · derivative · entry 1

SMITH RALPH R · CIK 0001280233 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,366

Underlying: Common Stock · 207 shares

Expires not disclosed

F1 · derivative.exercise_price: Represents Deferred Stock Units ("DSUs") under the Stride, Inc. Deferred Compensation Plan for Non-Employee Directors. Each DSU is the economic equivalent of one share of common stock of Stride, Inc. Vested DSUs become payable upon the reporting person's termination of service as a Director. Any fractional shares will be paid in cash upon settlement.

F2 · derivative.exercise_date: The DSUs will vest on the earlier of (a) October 13, 2024 or (b) the next annual meeting of the stockholders of Stride, Inc.

F2 · derivative.expiration_date: The DSUs will vest on the earlier of (a) October 13, 2024 or (b) the next annual meeting of the stockholders of Stride, Inc.

SEC source: 0001415889-23-012491 · form4-08222023_080845.xml · derivative · entry 2

Rhyu James Jeaho · CIK 0001443328 · Director · CHIEF EXECUTIVE OFFICER

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 44,220

Underlying: Common Stock · 44,220 shares

Expires 2026-09-15

F2 · security: Represents an award of restricted stock rights, each of which represents a contingent right to receive one share of the Company's common stock. The restricted stock rights will vest based on the achievement of certain compound annual growth rates in the price of the Company's common stock between the award date and September 15, 2026, subject to earlier vesting in certain circumstances described in the applicable award agreement. The amount reported herein represents the threshold amount under the award.

F2 · derivative.exercise_price: Represents an award of restricted stock rights, each of which represents a contingent right to receive one share of the Company's common stock. The restricted stock rights will vest based on the achievement of certain compound annual growth rates in the price of the Company's common stock between the award date and September 15, 2026, subject to earlier vesting in certain circumstances described in the applicable award agreement. The amount reported herein represents the threshold amount under the award.

F2 · derivative.exercise_date: Represents an award of restricted stock rights, each of which represents a contingent right to receive one share of the Company's common stock. The restricted stock rights will vest based on the achievement of certain compound annual growth rates in the price of the Company's common stock between the award date and September 15, 2026, subject to earlier vesting in certain circumstances described in the applicable award agreement. The amount reported herein represents the threshold amount under the award.

SEC source: 0001415889-23-012491 · form4-08222023_080845.xml · nonDerivative · entry 1

Rhyu James Jeaho · CIK 0001443328 · Director · CHIEF EXECUTIVE OFFICER

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 612,475

F1 · kind: These shares are restricted and vest semi-annually, with 20% vesting in the first year and 40% vesting in each of the next two years following the grant date.

SEC source: 0001415889-23-012489 · form4-08222023_080822.xml · derivative · entry 2

Ottolenghi Les · CIK 0001664754 · CHIEF INFO. & TECH. OFFICER

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 6,440

Underlying: Common Stock · 6,440 shares

Expires 2026-09-15

F2 · security: Represents an award of restricted stock rights, each of which represents a contingent right to receive one share of the Company's common stock. The restricted stock rights will vest based on the achievement of certain compound annual growth rates in the price of the Company's common stock between the award date and September 15, 2026, subject to earlier vesting in certain circumstances described in the applicable award agreement. The amount reported herein represents the threshold amount under the award.

F2 · derivative.exercise_price: Represents an award of restricted stock rights, each of which represents a contingent right to receive one share of the Company's common stock. The restricted stock rights will vest based on the achievement of certain compound annual growth rates in the price of the Company's common stock between the award date and September 15, 2026, subject to earlier vesting in certain circumstances described in the applicable award agreement. The amount reported herein represents the threshold amount under the award.

F2 · derivative.exercise_date: Represents an award of restricted stock rights, each of which represents a contingent right to receive one share of the Company's common stock. The restricted stock rights will vest based on the achievement of certain compound annual growth rates in the price of the Company's common stock between the award date and September 15, 2026, subject to earlier vesting in certain circumstances described in the applicable award agreement. The amount reported herein represents the threshold amount under the award.

SEC source: 0001415889-23-012489 · form4-08222023_080822.xml · nonDerivative · entry 1

Ottolenghi Les · CIK 0001664754 · CHIEF INFO. & TECH. OFFICER

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 66,907

F1 · kind: These shares are restricted and vest semi-annually, with 20% vesting in the first year and 40% vesting in each of the next two years following the grant date.

SEC source: 0001415889-23-012487 · form4-08222023_080848.xml · derivative · entry 2

Mathis Vincent · CIK 0001751108 · EVP, GENERAL COUNSEL

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,890

Underlying: Common Stock · 5,890 shares

Expires 2026-09-15

F2 · security: Represents an award of restricted stock rights, each of which represents a contingent right to receive one share of the Company's common stock. The restricted stock rights will vest based on the achievement of certain compound annual growth rates in the price of the Company's common stock between the award date and September 15, 2026, subject to earlier vesting in certain circumstances described in the applicable award agreement. The amount reported herein represents the threshold amount under the award.

F2 · derivative.exercise_price: Represents an award of restricted stock rights, each of which represents a contingent right to receive one share of the Company's common stock. The restricted stock rights will vest based on the achievement of certain compound annual growth rates in the price of the Company's common stock between the award date and September 15, 2026, subject to earlier vesting in certain circumstances described in the applicable award agreement. The amount reported herein represents the threshold amount under the award.

F2 · derivative.exercise_date: Represents an award of restricted stock rights, each of which represents a contingent right to receive one share of the Company's common stock. The restricted stock rights will vest based on the achievement of certain compound annual growth rates in the price of the Company's common stock between the award date and September 15, 2026, subject to earlier vesting in certain circumstances described in the applicable award agreement. The amount reported herein represents the threshold amount under the award.

SEC source: 0001415889-23-012487 · form4-08222023_080848.xml · nonDerivative · entry 1

Mathis Vincent · CIK 0001751108 · EVP, GENERAL COUNSEL

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 52,780

F1 · kind: These shares are restricted and vest semi-annually, with 20% vesting in the first year and 40% vesting in each of the next two years following the grant date.

SEC source: 0001415889-23-012484 · form4-08222023_080834.xml · derivative · entry 2

Blackman Donna · CIK 0001936727 · CHIEF FINANCIAL OFFICER

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,890

Underlying: Common Stock · 12,890 shares

Expires 2026-09-15

F2 · security: Represents an award of restricted stock rights, each of which represents a contingent right to receive one share of the Company's common stock. The restricted stock rights will vest based on the achievement of certain compound annual growth rates in the price of the Company's common stock between the award date and September 15, 2026, subject to earlier vesting in certain circumstances described in the applicable award agreement. The amount reported herein represents the threshold amount under the award.

F2 · derivative.exercise_price: Represents an award of restricted stock rights, each of which represents a contingent right to receive one share of the Company's common stock. The restricted stock rights will vest based on the achievement of certain compound annual growth rates in the price of the Company's common stock between the award date and September 15, 2026, subject to earlier vesting in certain circumstances described in the applicable award agreement. The amount reported herein represents the threshold amount under the award.

F2 · derivative.exercise_date: Represents an award of restricted stock rights, each of which represents a contingent right to receive one share of the Company's common stock. The restricted stock rights will vest based on the achievement of certain compound annual growth rates in the price of the Company's common stock between the award date and September 15, 2026, subject to earlier vesting in certain circumstances described in the applicable award agreement. The amount reported herein represents the threshold amount under the award.

SEC source: 0001415889-23-012484 · form4-08222023_080834.xml · nonDerivative · entry 1

Blackman Donna · CIK 0001936727 · CHIEF FINANCIAL OFFICER

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 71,605

F1 · kind: These shares are restricted and vest semi-annually, with 20% vesting in the first year and 40% vesting in each of the next two years following the grant date.

SEC source: 0001104659-23-091987 · tm2323850-4_4seq1.xml · nonDerivative · entry 2

Mathis Vincent · CIK 0001751108 · EVP, General Counsel

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 37,060

F1 · kind: Represents the number of shares withheld by the Issuer upon the vesting of restricted shares to cover the executive's withholding tax associated with the satisfaction of all vesting conditions. The number of shares withheld is based upon the closing price of a share of Stride common stock on the vesting date, or if the vesting date fell on a weekend or market holiday, upon the closing price of a share of Stride common stock on the most recent prior market day.

SEC source: 0001104659-23-091986 · tm2323850-3_4seq1.xml · nonDerivative · entry 2

Blackman Donna · CIK 0001936727 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 37,215

F1 · kind: Represents the number of shares withheld by the Issuer upon the vesting of restricted shares to cover the executive's withholding tax associated with the satisfaction of all vesting conditions. The number of shares withheld is based upon the closing price of a share of Stride common stock on the vesting date, or if the vesting date fell on a weekend or market holiday, upon the closing price of a share of Stride common stock on the most recent prior market day.

SEC source: 0001104659-23-091983 · tm2323850-2_4seq1.xml · nonDerivative · entry 2

Ottolenghi Les · CIK 0001664754 · Chief Info. & Tech. Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 49,717

F1 · kind: Represents the number of shares withheld by the Issuer upon the vesting of restricted shares to cover the executive's withholding tax associated with the satisfaction of all vesting conditions. The number of shares withheld is based upon the closing price of a share of Stride common stock on the vesting date, or if the vesting date fell on a weekend or market holiday, upon the closing price of a share of Stride common stock on the most recent prior market day.

SEC source: 0001104659-23-091980 · tm2323850-1_4seq1.xml · nonDerivative · entry 2

Rhyu James Jeaho · CIK 0001443328 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 494,545

F1 · kind: Represents the number of shares withheld by the Issuer upon the vesting of restricted shares to cover the executive's withholding tax associated with the satisfaction of all vesting conditions. The number of shares withheld is based upon the closing price of a share of Stride common stock on the vesting date, or if the vesting date fell on a weekend or market holiday, upon the closing price of a share of Stride common stock on the most recent prior market day.

SEC source: 0001104659-23-091987 · tm2323850-4_4seq1.xml · nonDerivative · entry 1

Mathis Vincent · CIK 0001751108 · EVP, General Counsel

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 38,326

F1 · kind: Represents the number of shares withheld by the Issuer upon the vesting of restricted shares to cover the executive's withholding tax associated with the satisfaction of all vesting conditions. The number of shares withheld is based upon the closing price of a share of Stride common stock on the vesting date, or if the vesting date fell on a weekend or market holiday, upon the closing price of a share of Stride common stock on the most recent prior market day.

SEC source: 0001104659-23-091986 · tm2323850-3_4seq1.xml · nonDerivative · entry 1

Blackman Donna · CIK 0001936727 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 37,418

F1 · kind: Represents the number of shares withheld by the Issuer upon the vesting of restricted shares to cover the executive's withholding tax associated with the satisfaction of all vesting conditions. The number of shares withheld is based upon the closing price of a share of Stride common stock on the vesting date, or if the vesting date fell on a weekend or market holiday, upon the closing price of a share of Stride common stock on the most recent prior market day.

SEC source: 0001104659-23-091983 · tm2323850-2_4seq1.xml · nonDerivative · entry 1

Ottolenghi Les · CIK 0001664754 · Chief Info. & Tech. Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 50,210

F1 · kind: Represents the number of shares withheld by the Issuer upon the vesting of restricted shares to cover the executive's withholding tax associated with the satisfaction of all vesting conditions. The number of shares withheld is based upon the closing price of a share of Stride common stock on the vesting date, or if the vesting date fell on a weekend or market holiday, upon the closing price of a share of Stride common stock on the most recent prior market day.

SEC source: 0001104659-23-091980 · tm2323850-1_4seq1.xml · nonDerivative · entry 1

Rhyu James Jeaho · CIK 0001443328 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 498,964

F1 · kind: Represents the number of shares withheld by the Issuer upon the vesting of restricted shares to cover the executive's withholding tax associated with the satisfaction of all vesting conditions. The number of shares withheld is based upon the closing price of a share of Stride common stock on the vesting date, or if the vesting date fell on a weekend or market holiday, upon the closing price of a share of Stride common stock on the most recent prior market day.

SEC source: 0001415889-23-011938 · form4-08082023_090820.xml · nonDerivative · entry 1

Rhyu James Jeaho · CIK 0001443328 · Director · CHIEF EXECUTIVE OFFICER

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 502,902

F1 · kind: Represents the number of shares withheld by the Issuer upon the vesting of restricted shares to cover the executive's withholding tax associated with the satisfaction of all vesting conditions. The number of shares withheld is based upon the closing price of a share of Stride common stock on the vesting date, or if the vesting date fell on a weekend or market holiday, upon the closing price of a share of Stride common stock on the most recent prior market day.

SEC source: 0001415889-23-011936 · form4-08082023_090823.xml · nonDerivative · entry 1

Mathis Vincent · CIK 0001751108 · EVP, GENERAL COUNSEL

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 39,880

F1 · kind: Represents the number of shares withheld by the Issuer upon the vesting of restricted shares to cover the executive's withholding tax associated with the satisfaction of all vesting conditions. The number of shares withheld is based upon the closing price of a share of Stride common stock on the vesting date, or if the vesting date fell on a weekend or market holiday, upon the closing price of a share of Stride common stock on the most recent prior market day.

SEC source: 0001415889-23-011569 · form4-07282023_090730.xml · nonDerivative · entry 1

Rhyu James Jeaho · CIK 0001443328 · Director · CHIEF EXECUTIVE OFFICER

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 504,838

F1 · kind: Represents the number of shares withheld by the Issuer upon the vesting of restricted shares to cover the executive's withholding tax associated with the satisfaction of all vesting conditions. The number of shares withheld is based upon the closing price of a share of Stride common stock on the vesting date, or if the vesting date fell on a weekend or market holiday, upon the closing price of a share of Stride common stock on the most recent prior market day.

SEC source: 0001104659-23-081742 · tm2321506-1_4seq1.xml · derivative · entry 2

SMITH RALPH R · CIK 0001280233 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,159

Underlying: Common Stock · 252 shares

Expires not disclosed

F1 · derivative.exercise_price: Represents Deferred Stock Units ("DSUs") under the Stride, Inc. Deferred Compensation Plan for Non-Employee Directors. Each DSU is the economic equivalent of one share of common stock of Stride, Inc. Vested DSUs become payable upon the reporting person's termination of service as a Director. Any fractional shares will be paid in cash upon settlement.

F3 · derivative.exercise_date: The DSUs will vest on the earlier of (a) July 14, 2024 or (b) the next annual meeting of the stockholders of Stride, Inc.

F3 · derivative.expiration_date: The DSUs will vest on the earlier of (a) July 14, 2024 or (b) the next annual meeting of the stockholders of Stride, Inc.

SEC source: 0001415889-23-010060 · form4-06202023_090609.xml · nonDerivative · entry 1

Ottolenghi Les · CIK 0001664754 · CHIEF INFO. & TECH. OFFICER

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 50,549

F1 · kind: Represents the number of shares withheld by the Issuer upon the vesting of restricted shares to cover the executive's withholding tax associated with the satisfaction of all vesting conditions. The number of shares withheld is based upon the closing price of a share of Stride common stock on the vesting date, or if the vesting date fell on a weekend or market holiday, upon the closing price of a share of Stride common stock on the most recent prior market day.

SEC source: 0001415889-23-010057 · form4-06202023_090647.xml · nonDerivative · entry 1

Blackman Donna · CIK 0001936727 · CHIEF FINANCIAL OFFICER

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 38,672

F1 · kind: Represents the number of shares withheld by the Issuer upon the vesting of restricted shares to cover the executive's withholding tax associated with the satisfaction of all vesting conditions. The number of shares withheld is based upon the closing price of a share of Stride common stock on the vesting date, or if the vesting date fell on a weekend or market holiday, upon the closing price of a share of Stride common stock on the most recent prior market day.

SEC source: 0001104659-23-081742 · tm2321506-1_4seq1.xml · derivative · entry 1

SMITH RALPH R · CIK 0001280233 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,907

Underlying: Common Stock · 256 shares

Expires not disclosed

F1 · derivative.exercise_price: Represents Deferred Stock Units ("DSUs") under the Stride, Inc. Deferred Compensation Plan for Non-Employee Directors. Each DSU is the economic equivalent of one share of common stock of Stride, Inc. Vested DSUs become payable upon the reporting person's termination of service as a Director. Any fractional shares will be paid in cash upon settlement.

F2 · derivative.exercise_date: The DSUs will vest on the earlier of (a) April 11, 2024 or (b) the next annual meeting of the stockholders of Stride, Inc.

F2 · derivative.expiration_date: The DSUs will vest on the earlier of (a) April 11, 2024 or (b) the next annual meeting of the stockholders of Stride, Inc.

SEC source: 0001415889-23-005498 · form4-03282023_090340.xml · derivative · entry 2

SMITH RALPH R · CIK 0001280233 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,651

Underlying: Common Stock · 2,651 shares

Expires not disclosed

F2 · derivative.exercise_price: Represents Deferred Stock Units ("DSUs") under the Stride, Inc. Deferred Compensation Plan for Non-Employee Directors. Each DSU is the economic equivalent of one share of common stock of Stride, Inc. Vested DSUs become payable upon the reporting person's termination of service as a Director. Any fractional shares will be paid in cash upon settlement.

F3 · derivative.exercise_date: The DSUs will vest on the earlier of (a) March 27, 2024 or (b) the next annual meeting of the stockholders of Stride, Inc.

F3 · derivative.expiration_date: The DSUs will vest on the earlier of (a) March 27, 2024 or (b) the next annual meeting of the stockholders of Stride, Inc.

SEC source: 0001415889-23-005498 · form4-03282023_090340.xml · nonDerivative · entry 1

SMITH RALPH R · CIK 0001280233 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 884

F1 · shares: These shares are restricted and will vest on the earlier of (a) March 27, 2024, or (b) the next annual meeting of the stockholders of Stride, Inc.

SEC source: 0001415889-23-005494 · form4-03282023_090339.xml · derivative · entry 1

Lawrence Allison · CIK 0001969439 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,535

Underlying: Common Stock · 3,535 shares

Expires not disclosed

F1 · derivative.exercise_price: Represents Deferred Stock Units ("DSUs") under the Stride, Inc. Deferred Compensation Plan for Non-Employee Directors. Each DSU is the economic equivalent of one share of common stock of Stride, Inc. Vested DSUs become payable upon the reporting person's termination of service as a Director. Any fractional shares will be paid in cash upon settlement.

F2 · derivative.exercise_date: The DSUs will vest on the earlier of (a) March 27, 2024 or (b) the next annual meeting of the stockholders of Stride, Inc.

F2 · derivative.expiration_date: The DSUs will vest on the earlier of (a) March 27, 2024 or (b) the next annual meeting of the stockholders of Stride, Inc.

SEC source: 0001415889-23-002491 · form4-02142023_100212.xml · nonDerivative · entry 2

Ottolenghi Les · CIK 0001664754 · CHIEF INFO. & TECH. OFFICER

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 52,314

F1 · kind: Represents the number of shares withheld by the Issuer upon the vesting of restricted shares to cover the executive's withholding tax associated with the satisfaction of all vesting conditions. The number of shares withheld is based upon the closing price of a share of Stride common stock on the most recent prior market day.

SEC source: 0001415889-23-002496 · form4-02142023_100250.xml · nonDerivative · entry 2

Rhyu James Jeaho · CIK 0001443328 · Director · CHIEF EXECUTIVE OFFICER

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 507,228

F1 · kind: Represents the number of shares withheld by the Issuer upon the vesting of restricted shares to cover the executive's withholding tax associated with the satisfaction of all vesting conditions. The number of shares withheld is based upon the closing price of a share of Stride common stock on the most recent prior market day.

SEC source: 0001415889-23-002488 · form4-02142023_100258.xml · nonDerivative · entry 2

Mathis Vincent · CIK 0001751108 · EVP, GENERAL COUNSEL

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 41,655

F1 · kind: Represents the number of shares withheld by the Issuer upon the vesting of restricted shares to cover the executive's withholding tax associated with the satisfaction of all vesting conditions. The number of shares withheld is based upon the closing price of a share of Stride common stock on the most recent prior market day.

SEC source: 0001415889-23-002484 · form4-02142023_100239.xml · nonDerivative · entry 2

Blackman Donna · CIK 0001936727 · CHIEF FINANCIAL OFFICER

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 40,688

F1 · kind: Represents the number of shares withheld by the Issuer upon the vesting of restricted shares to cover the executive's withholding tax associated with the satisfaction of all vesting conditions. The number of shares withheld is based upon the closing price of a share of Stride common stock on the most recent prior market day.

SEC source: 0001415889-23-002491 · form4-02142023_100212.xml · nonDerivative · entry 1

Ottolenghi Les · CIK 0001664754 · CHIEF INFO. & TECH. OFFICER

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 52,743

F1 · kind: Represents the number of shares withheld by the Issuer upon the vesting of restricted shares to cover the executive's withholding tax associated with the satisfaction of all vesting conditions. The number of shares withheld is based upon the closing price of a share of Stride common stock on the most recent prior market day.

SEC source: 0001415889-23-002496 · form4-02142023_100250.xml · nonDerivative · entry 1

Rhyu James Jeaho · CIK 0001443328 · Director · CHIEF EXECUTIVE OFFICER

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 511,647

F1 · kind: Represents the number of shares withheld by the Issuer upon the vesting of restricted shares to cover the executive's withholding tax associated with the satisfaction of all vesting conditions. The number of shares withheld is based upon the closing price of a share of Stride common stock on the most recent prior market day.

SEC source: 0001415889-23-002488 · form4-02142023_100258.xml · nonDerivative · entry 1

Mathis Vincent · CIK 0001751108 · EVP, GENERAL COUNSEL

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 43,070

F1 · kind: Represents the number of shares withheld by the Issuer upon the vesting of restricted shares to cover the executive's withholding tax associated with the satisfaction of all vesting conditions. The number of shares withheld is based upon the closing price of a share of Stride common stock on the most recent prior market day.

SEC source: 0001415889-23-002484 · form4-02142023_100239.xml · nonDerivative · entry 1

Blackman Donna · CIK 0001936727 · CHIEF FINANCIAL OFFICER

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 40,914

F1 · kind: Represents the number of shares withheld by the Issuer upon the vesting of restricted shares to cover the executive's withholding tax associated with the satisfaction of all vesting conditions. The number of shares withheld is based upon the closing price of a share of Stride common stock on the most recent prior market day.

SEC source: 0001415889-23-001513 · form4-01272023_100137.xml · nonDerivative · entry 4

Rhyu James Jeaho · CIK 0001443328 · Director · CHIEF EXECUTIVE OFFICER

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 515,920

F2 · kind: The sales reported in these transactions were effected pursuant to a Rule 10b5-1 plan adopted by the reporting person on November 23, 2022.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $39.83 to $40.97, inclusive. The reporting person undertakes to provide to Stride, Inc., any security holder of Stride, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

SEC source: 0001415889-23-001513 · form4-01272023_100137.xml · nonDerivative · entry 3

Rhyu James Jeaho · CIK 0001443328 · Director · CHIEF EXECUTIVE OFFICER

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 551,451

F1 · kind: Represents the number of shares withheld by the Company upon the vesting of restricted shares to cover the executive's withholding tax associated with the satisfaction of all vesting conditions. The number of shares withheld is based upon the closing price of a share of Stride common stock on the vesting date, or if the vesting date fell on a weekend or market holiday, upon the closing price of a share of Stride common stock on the most recent prior market day.

SEC source: 0001415889-23-001511 · form4-01272023_100138.xml · nonDerivative · entry 1

Mathis Vincent · CIK 0001751108 · EVP, GENERAL COUNSEL

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 44,806

F1 · kind: The sales reported in these transactions were effected pursuant to a Rule 10b5-1 plan adopted by the reporting person on December 2, 2022.

SEC source: 0001415889-23-001513 · form4-01272023_100137.xml · nonDerivative · entry 2

Rhyu James Jeaho · CIK 0001443328 · Director · CHIEF EXECUTIVE OFFICER

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 559,250

SEC source: 0001415889-23-001513 · form4-01272023_100137.xml · nonDerivative · entry 1

Rhyu James Jeaho · CIK 0001443328 · Director · CHIEF EXECUTIVE OFFICER

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 562,363

SEC source: 0001415889-22-012752 · form4-12192022_101212.xml · nonDerivative · entry 1

Ottolenghi Les · CIK 0001664754 · CHIEF INFO. & TECH. OFFICER

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 53,156

F1 · kind: Represents the number of shares withheld by the Issuer upon the vesting of restricted shares to cover the executive's withholding tax associated with the satisfaction of all vesting conditions. The number of shares withheld is based upon the closing price of a share of Stride common stock on the most recent prior market day.

SEC source: 0001415889-22-012744 · form4-12192022_101251.xml · nonDerivative · entry 1

Blackman Donna · CIK 0001936727 · CHIEF FINANCIAL OFFICER

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 42,316

F1 · kind: Represents the number of shares withheld by the Issuer upon the vesting of restricted shares to cover the executive's withholding tax associated with the satisfaction of all vesting conditions. The number of shares withheld is based upon the closing price of a share of Stride common stock on the most recent prior market day.

SEC source: 0001415889-22-012500 · form4-12132022_101227.xml · derivative · entry 1

Verbrugge Joseph A · CIK 0001660799 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 7,272

Underlying: Common Stock · 6,171 shares

Expires not disclosed

F1 · derivative.exercise_price: Represents Deferred Stock Units ("DSUs") under the Stride, Inc. Deferred Compensation Plan for Non-Employee Directors. Each DSU is the economic equivalent of one share of common stock of Stride, Inc. Vested DSUs become payable upon the reporting person's termination of service as a Director. Any fractional shares will be paid in cash upon settlement.

F2 · derivative.exercise_date: The DSUs will vest on the earlier of (a) December 9, 2023 or (b) the next annual meeting of the stockholders of Stride, Inc.

F2 · derivative.expiration_date: The DSUs will vest on the earlier of (a) December 9, 2023 or (b) the next annual meeting of the stockholders of Stride, Inc.

SEC source: 0001415889-22-012498 · form4-12132022_101212.xml · derivative · entry 1

McFadden Eliza · CIK 0001713829 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 24,950

Underlying: Common Stock · 6,171 shares

Expires not disclosed

F1 · derivative.exercise_price: Represents Deferred Stock Units ("DSUs") under the Stride, Inc. Deferred Compensation Plan for Non-Employee Directors. Each DSU is the economic equivalent of one share of common stock of Stride, Inc. Vested DSUs become payable upon the reporting person's termination of service as a Director. Any fractional shares will be paid in cash upon settlement.

F2 · derivative.exercise_date: The DSUs will vest on the earlier of (a) December 9, 2023 or (b) the next annual meeting of the stockholders of Stride, Inc.

F2 · derivative.expiration_date: The DSUs will vest on the earlier of (a) December 9, 2023 or (b) the next annual meeting of the stockholders of Stride, Inc.

SEC source: 0001415889-22-012496 · form4-12132022_101232.xml · derivative · entry 1

KNOWLING ROBERT E JR · CIK 0001207632 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 34,446

Underlying: Common Stock · 6,171 shares

Expires not disclosed

F1 · derivative.exercise_price: Represents Deferred Stock Units ("DSUs") under the Stride, Inc. Deferred Compensation Plan for Non-Employee Directors. Each DSU is the economic equivalent of one share of common stock of Stride, Inc. Vested DSUs become payable upon the reporting person's termination of service as a Director. Any fractional shares will be paid in cash upon settlement.

F2 · derivative.exercise_date: The DSUs will vest on the earlier of (a) December 9, 2023 or (b) the next annual meeting of the stockholders of Stride, Inc.

F2 · derivative.expiration_date: The DSUs will vest on the earlier of (a) December 9, 2023 or (b) the next annual meeting of the stockholders of Stride, Inc.

SEC source: 0001415889-22-012494 · form4-12132022_101203.xml · nonDerivative · entry 1

FINK STEVEN B · CIK 0001215011 · Director

10b5-1 filing: Not disclosed

Ownership: Indirect · S&C Fink Living Trust

Disclosed balance after: 165,924

F1 · shares: These shares are restricted and will vest on the earlier of (a) December 9, 2023, or (b) the next annual meeting of the stockholders of Stride, Inc.

SEC source: 0001415889-22-012490 · form4-12132022_101232.xml · nonDerivative · entry 1

COHEN ROBERT · CIK 0001246979 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 10,533

F1 · shares: These shares are restricted and will vest on the earlier of (a) December 9, 2023, or (b) the next annual meeting of the stockholders of Stride, Inc.

SEC source: 0001415889-22-012488 · form4-12132022_101204.xml · nonDerivative · entry 1

BARRETT CRAIG R · CIK 0001188921 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 74,128

F1 · shares: These shares are restricted and will vest on the earlier of (a) December 9, 2023, or (b) the next annual meeting of the stockholders of Stride, Inc.

SEC source: 0001415889-22-012487 · form4-12132022_101258.xml · nonDerivative · entry 1

ALVAREZ AIDA · CIK 0001268885 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 32,518

F1 · shares: These shares are restricted and will vest on the earlier of (a) December 9, 2023, or (b) the next annual meeting of the stockholders of Stride, Inc.