[Form 4] Stride, Inc. Insider Trading Activity

Rhea-AI Filing Summary

Donna Blackman, Chief Financial Officer and director of Stride, Inc. (LRN), reported transactions on 09/17/2025 showing vesting and receipt of common stock tied to prior equity awards. A performance award originally granted on 09/06/2022 vested at an above-target level, yielding 20,855 shares credited with $0 cash price; restricted stock rights for the same amount also vested. The issuer withheld 18,812 shares to satisfy tax withholding at a closing price of $138.54, leaving the reporting person with 131,985 to 150,797 shares beneficially owned depending on line items. Transactions were signed by an attorney-in-fact on 09/19/2025.

Positive

• Performance award vested at above-target level, resulting in issuance of 20,855 shares to the CFO on 09/17/2025
• Full disclosure of tax-withholding with 18,812 shares withheld and withholding price disclosed at $138.54

Negative

• None.

Insights

Securities Analyst

TL;DR: Routine executive equity vesting and tax-withholding, not a sale; limited market-impact information.

The Form 4 documents the vesting of a performance-based award granted in 2022 that reached above-target thresholds, resulting in issuance of 20,855 shares to the CFO on 09/17/2025. The company withheld 18,812 shares to cover withholding taxes, valued in the filing at a closing price of $138.54. This is a non-dispositive corporate compensation event rather than a trading decision, so it provides limited insight into intentional insider liquidity or change in control expectations.

Corporate Governance Expert

TL;DR: Compensation plan mechanics executed as designed; documentation aligns with standard disclosure practice.

The filing explains that restricted stock rights converted to common shares upon satisfaction of CAGR-based vesting conditions between the award date and 09/15/2025. The use of share withholding to satisfy tax obligations is explicitly disclosed and quantified. The filing includes appropriate explanations tying the shares to the 09/06/2022 award, and the signature by an attorney-in-fact follows administrative practice for timely reporting.

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

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Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

Blackman Donna

(Last) (First) (Middle)

11720 PLAZA AMERICA DRIVE

9TH FLOOR

(Street)

RESTON VA 20190

(City) (State) (Zip)

2. Issuer Name and Ticker or Trading Symbol
Stride, Inc. [ LRN ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	Chief Financial Officer

3. Date of Earliest Transaction (Month/Day/Year)
09/17/2025

4. If Amendment, Date of Original Filed (Month/Day/Year)

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
Common Stock	09/17/2025		M(1)		20,855	A	$0	129,942	D
Common Stock	09/17/2025		A(1)		20,855	A	$0	150,797	D
Common Stock	09/17/2025		F(2)		18,812	D	$138.54	131,985	D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares
Restricted Stock Right	(3)	09/17/2025		M			20,855	(3)	09/15/2025	Common Stock	20,855	$0	0	D

Explanation of Responses:

1. Represents the acquisition of shares of Common Stock in connection with the vesting at above target threshold of the performance award originally granted on September 6, 2022.

2. 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.

3. Each restricted stock right represents a contingent right to receive one share of Stride common stock. The restricted stock rights vested 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, 2025, subject to earlier vesting in certain circumstances described in the applicable award agreement.

	/s/ John C. Grothaus, Attorney-in-fact	09/19/2025
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
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FAQ

What did Donna Blackman report on Form 4 for LRN?

The filing reports the vesting and acquisition of 20,855 shares on 09/17/2025 tied to a 2022 performance award, with 18,812 shares withheld for taxes.

Why were shares withheld in the Form 4 filing?

The issuer withheld 18,812 shares upon vesting to cover the reporting person’s withholding tax obligations, calculated using the closing price on the vesting date.

How many shares does Donna Blackman beneficially own after these transactions?

The filing shows amounts of 131,985 and 150,797 shares in different line items following the reported transactions.

What triggered the vesting of the restricted stock rights?

Vesting occurred based on achievement of specified compound annual growth rates in Stride’s common stock price between the award date and 09/15/2025, per the award agreement.

Who signed the Form 4 filing?

The form was signed by John C. Grothaus, Attorney-in-fact on 09/19/2025.