OptimizeRx CEO uses 1,737 shares for tax withholding

OptimizeRx Corp (OPRX) reported that Chief Executive Officer Stephen L. Silvestro had 1,737 shares of Common Stock withheld on 2026-08-21 to satisfy his tax withholding obligations upon the vesting of restricted stock units.

Rhea-AI Filing Summary

OptimizeRx Corp (OPRX) reported that Chief Executive Officer Stephen L. Silvestro had 1,737 shares of Common Stock withheld on 2026-08-21 to satisfy his tax withholding obligations upon the vesting of restricted stock units. This Code F transaction is treated as a disposition under Section 16, and Silvestro now holds 183,551 shares of OptimizeRx common stock directly.

Insider Trade Summary

Tax Withholding: 1,737 shares

Tax Withholding 1 txn

Insider Silvestro Stephen L

Role Chief Executive Officer

Type	Security	Shares	Price	Value
Tax Withholding	Common Stock F1	1,737	$7.71	$13K

Holdings After Transaction: Common Stock — 183,551 shares (Direct)

Footnotes (1)

1. F1. These shares were withheld by the Issuer upon the vesting of restricted stock units to satisfy the Reporting Person's tax withholding obligations. Such withholding is treated as a disposition of securities under Section 16 of the Securities Exchange Act of 1934, as amended.

Key Figures

Shares withheld for tax obligations: 1,737 shares Per-share value for tax-withholding disposition: $7.71 per share Shares held after transaction: 183,551 shares

3 metrics

Shares withheld for tax obligations 1,737 shares Common Stock withheld on 2026-08-21 for tax withholding obligations

Per-share value for tax-withholding disposition $7.71 per share Value applied to 1,737 shares withheld in Code F transaction

Shares held after transaction 183,551 shares OptimizeRx Common Stock directly held by Stephen L. Silvestro following the transaction

Key Terms

restricted stock units, tax withholding obligations, Section 16 of the Securities Exchange Act of 1934

3 terms

restricted stock units financial

"upon the vesting of restricted stock units to satisfy the Reporting Person's tax"

Restricted stock units are a type of company reward where employees are promised shares of stock, but they only fully own these shares after meeting certain conditions, like staying with the company for a set time. They matter because they can become valuable assets and are often used to motivate employees to help the company succeed.

tax withholding obligations financial

"withheld by the Issuer upon the vesting of restricted stock units to satisfy the Reporting Person's tax withholding obligations"

Section 16 of the Securities Exchange Act of 1934 regulatory

"treated as a disposition of securities under Section 16 of the Securities Exchange Act of 1934"

A provision of federal securities law that requires company insiders—directors, officers and large shareholders—to publicly report their stock holdings and trades and to surrender any “short-swing” profits from purchases and sales within a six-month window. It acts like a rule that forces leaders to announce their trades and prevents quick buy-sell windfalls, giving investors transparency into insider activity and reducing opportunities for unfair gain.

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

What insider transaction did OPRX report for Stephen L. Silvestro?

OptimizeRx reported that CEO Stephen L. Silvestro had 1,737 shares of Common Stock withheld on 2026-08-21 to cover tax withholding obligations from vested restricted stock units, a Code F disposition under Section 16.

How many OptimizeRx (OPRX) shares were involved in the latest Form 4?

The Form 4 reports 1,737 shares of OptimizeRx Common Stock withheld to satisfy CEO Stephen L. Silvestro’s tax withholding obligations related to vesting restricted stock units.

At what price were the OPRX shares withheld for taxes?

The 1,737 OptimizeRx shares were valued at $7.71 per share for the tax-withholding disposition associated with the vesting of restricted stock units.

How many OptimizeRx (OPRX) shares does the CEO hold after this transaction?

After the tax-withholding disposition, CEO Stephen L. Silvestro directly holds 183,551 shares of OptimizeRx Common Stock.

Was the OPRX insider’s transaction an open-market sale?

No. The transaction was a Code F event, where 1,737 shares were withheld by OptimizeRx to satisfy Stephen L. Silvestro’s tax withholding obligations on vested restricted stock units, rather than an open-market sale.

Was the OPRX Form 4 transaction under a Rule 10b5-1 trading plan?

No. The Rule 10b5-1 checkbox is not affirmed, and the filing describes the event as shares withheld for tax withholding obligations upon RSU vesting, not as trades under a pre-arranged trading plan.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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Available on EDGAR 08/24/2026 - 03:15 PM EDT Accepted by SEC EDGAR 08/24/2026 - 03:14 PM EDT Learn about SEC filing dates

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

OMB APPROVAL

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

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^*

Silvestro Stephen L

(Last) (First) (Middle)

C/O OPTIMIZERX CORPORATION

260 CHARLES STREET, SUITE 302

(Street)

WALTHAM MASSACHUSETTS 02453

(City) (State) (Zip)

UNITED STATES

(Country)

2. Issuer Name and Ticker or Trading Symbol
OptimizeRx Corp [ OPRX ]

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

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

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
08/21/2026

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

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

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

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	08/21/2026		F		1,737(1)	D	$7.71	183,551	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

Explanation of Responses:

1. These shares were withheld by the Issuer upon the vesting of restricted stock units to satisfy the Reporting Person's tax withholding obligations. Such withholding is treated as a disposition of securities under Section 16 of the Securities Exchange Act of 1934, as amended.

Remarks:

The filing of this Statement shall not be construed as an admission (a) that the person filing this Statement is, for the purposes of Section 16 of the Securities Exchange Act of 1934, as amended, the beneficial owner of any equity securities covered by this Statement, or (b) that this Statement is legally required to be filed by such person.

	/s/ Marion Odence-Ford, by Power of Attorney	08/24/2026
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.
* Form 4: SEC 1474 (03-26)