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Stride, Inc. (LRN) insider Todd Goldthwaite reported a non-sale disposition of common stock on 08/18/2025. The filing shows 453 shares were withheld by the company to satisfy tax withholding upon the vesting of restricted shares at a per-share price of $162.63. After the withholding, Goldthwaite beneficially owned 90,441 shares, held directly. The form identifies Goldthwaite as a Managing Director and officer and is signed by an attorney-in-fact on 08/20/2025. The filing explains the withheld shares represent tax withholding based on the closing stock price on the vesting date.

Donna Blackman, Chief Financial Officer of Stride, Inc. (LRN), reported a withholding-related disposition of company shares. On 08/18/2025 she had 3,102 shares withheld at a price of $162.63 per share to satisfy tax withholding obligations upon the vesting of restricted shares. After this transaction she beneficially owned 109,087 shares. The filing is a Form 4 reporting an officer transaction and was signed by an attorney-in-fact on 08/20/2025. The filing states the withheld shares were based on the closing price on the vesting date (or the prior trading day if the vesting date was a non-trading day).

Stride, Inc. (LRN) filed a Form 144 notice for a proposed sale of 13,961 common shares through Morgan Stanley Smith Barney LLC with an aggregate market value of $2,270,932.56. The sale is scheduled approximately for 08/19/2025 on the NYSE. The shares were acquired as restricted stock from the issuer on 08/13/2024 (6,809 shares) and 08/18/2024 (7,152 shares). The filer reports no securities sold in the past 3 months and represents they are not aware of any undisclosed material adverse information. The form lists Morgan Stanley Smith Barney LLC as the broker and shows 43,626,921 shares outstanding for the class.

Stride, Inc. (LRN) Form 4: James Jeaho Rhyu, who serves as Chief Executive Officer and a director, reported a transaction dated 08/12/2025 in which 6,128 shares of Stride common stock were disposed of at a price of $157.38 per share. Following that transaction he beneficially owned 729,596 shares directly.

The filing explains the 6,128-share disposition represents shares withheld by the company to satisfy the executive's tax withholding obligation upon the vesting of restricted stock awards, using the closing market price on the vesting date. The Form 4 was signed by an attorney-in-fact on 08/14/2025.

Todd Goldthwaite, identified as a Managing Director of Stride, Inc. (ticker LRN), reported a transaction dated 08/12/2025. The filing records the disposition of 410 shares of Stride common stock at a price of $157.38 per share. The report states these 410 shares were withheld by the company upon the vesting of restricted shares to cover the reporting person鈥檚 withholding tax. After the transaction, the reporting person beneficially owns 90,894 shares (direct ownership). The Form 4 was signed on behalf of the reporting person by an attorney-in-fact, John C. Grothaus, on 08/14/2025.

Stride, Inc. (LRN) insider disclosure: Chief Financial Officer Donna Blackman reported a transaction on 08/12/2025 in which 2,508 shares of Stride common stock were disposed of at a price of $157.38 per share. After the transaction, Ms. Blackman beneficially owned 112,189 shares, held directly.

The filing explains the disposition represents shares withheld by the company to satisfy the executive's tax withholding obligations when restricted shares vested; the number withheld was calculated using the closing price on the vesting date (or the most recent prior market day if the vesting date fell on a weekend or holiday). The Form 4 was signed by an attorney-in-fact on 08/14/2025.

James Jeaho Rhyu, who serves as both Director and Chief Executive Officer of Stride, Inc. (LRN), reported insider transactions on 08/08/2025 and 08/09/2025. On 08/08/2025 he was granted 40,147 restricted shares (reported as acquired at $0) that vest semi-annually with 20% vesting in year one and 40% in each of the next two years. The same date also shows an award of 23,419 restricted stock rights tied to achieving specified compound annual growth rates in Stride鈥檚 share price through 09/15/2028. On 08/09/2025 the issuer withheld 3,264 shares to satisfy tax withholding related to vesting at a reported withholding price of $149.45, leaving the reporting person with 735,724 shares following the disposition. These entries reflect routine executive compensation grants and tax-withholding activity with both time- and performance-based vesting conditions.

McMullen Greerson Greene, EVP and General Counsel of Stride, Inc. (LRN), acquired equity awards on 08/08/2025 consisting of 2,676 restricted shares and 1,004 restricted stock rights. The restricted shares vest semi-annually with 20% vesting in the first year and 40% vesting in each of the next two years. The restricted stock rights are performance-based and will vest only if certain compound annual growth rates in the company鈥檚 common stock price are achieved by 09/15/2028; the amount reported represents the threshold award.

The grants were made at a $0 price and are reported as directly beneficially owned following the transactions, with 13,426 shares of common stock held directly and 1,004 restricted stock rights outstanding. These awards combine time-based and performance-based vesting conditions for executive compensation.

Todd Goldthwaite, Managing Director of Stride, Inc., reported equity awards and a small withholding transaction in early August 2025. On 08/08/2025 he received a grant of restricted common stock totaling 2,676 shares (granted at $0) that vest semi鈥慳nnually with 20% vesting in the first year and 40% vesting in each of the next two years. The filing shows beneficial ownership of 91,360 shares after the grant. On 08/09/2025 the issuer withheld 56 shares to satisfy the reporting person鈥檚 tax withholding obligation at a price of $149.45, leaving 91,304 shares beneficially owned. The filing also discloses an award of 402 restricted stock rights that vest only if specified compound annual growth rates in the company鈥檚 stock price are met by 09/15/2028 (the reported amount is the threshold award).