BlackSky CEO sells 56,280 shares for taxes

BlackSky CEO Brian O'Toole reported a tax-withholding share sale tied to RSU vesting, retaining over one million shares including RSUs.

Rhea-AI Filing Summary

BlackSky Technology Inc. (BKSY) reported that CEO and President Brian E. O'Toole sold 56,280 shares of Class A Common Stock on September 11, 2026 at a weighted-average price of $20.95 per share. The shares were sold solely to cover statutory tax withholding obligations arising from vesting Restricted Stock Units and are not a discretionary sale. Following this tax-related sale, he holds a total of 1,063,396 shares, including RSUs, in direct ownership.

Insider Trade Summary

Net Seller: 56,280 shares

Net Sell 1 txn

Insider O'Toole Brian E

Role CEO and President

Sold 56,280 shs ($1.18M)

Type	Security	Shares	Price	Value
Sale	Class A Common Stock F1, F2, F3	56,280	$20.95	$1.18M

Holdings After Transaction: Class A Common Stock — 1,063,396 shares (Direct)

Footnotes (3)

1. F1. Represents the number of shares sold to cover the statutory tax withholding obligations in connection with the vesting of Restricted Stock Units (RSUs) and does not represent a discretionary sale by the Reporting Person. The "Amount" and "Price" reported in this Column 4 reflect the aggregate number and weighted-average price, respectively, of shares sold.
2. F2. This transaction was executed in multiple trades at prices ranging from $20.60 to $21.34. The price reported above reflects the weighted average sale price. The Reporting Person hereby undertakes to provide upon request to the SEC staff, the Issuer or a security holder of the Issuer full information regarding the number of shares and prices at which the transaction was effected.
3. F3. Certain of these securities are RSUs. Each RSU represents a contingent right to receive one share of Class A Common Stock, subject to the applicable vesting schedule and conditions of each RSU.

Key Figures

Shares sold: 56,280 shares Weighted-average sale price: $20.95 per share Trade price range: $20.60–$21.34 per share +1 more

4 metrics

Shares sold 56,280 shares Class A Common Stock sale on September 11, 2026

Weighted-average sale price $20.95 per share Aggregate weighted-average price for the 56,280 shares sold

Trade price range $20.60–$21.34 per share Prices of multiple trades comprising the reported sale

Post-transaction holdings 1,063,396 shares Directly held Class A Common Stock after the sale, including RSUs

Key Terms

Restricted Stock Units (RSUs), statutory tax withholding obligations, weighted-average price

3 terms

Restricted Stock Units (RSUs) financial

"Certain of these securities are RSUs. Each RSU represents a contingent right"

Restricted stock units (RSUs) are a type of company promise to give employees shares of stock in the future, usually after certain conditions like working for a set time. They are like a gift promised today that you receive later, which can become valuable if the company's stock price goes up. RSUs matter because they are a way companies reward employees and can be a significant part of compensation.

statutory tax withholding obligations financial

"shares sold to cover the statutory tax withholding obligations in connection"

weighted-average price financial

"The "Amount" and "Price" reported reflect the aggregate number and weighted-average price"

Weighted-average price is the average of multiple prices where each price is counted according to its size or importance—larger trades carry more weight than smaller ones, like averaging course grades by credit hours. It matters to investors because it gives a more realistic picture of the true price paid or received, helping assess trade execution, compare performance, calculate cost basis, and value positions more accurately than a simple average.

FAQ

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

What insider transaction did BKSY report for CEO Brian O'Toole on this Form 4?

The filing reports that CEO Brian E. O'Toole sold 56,280 shares of BlackSky Class A Common Stock on September 11, 2026, in a transaction classified as a sale in the open market or a private transaction.

Was the BlackSky (BKSY) CEO share sale a discretionary sale?

No. A footnote states the 56,280 shares were sold to cover statutory tax withholding obligations in connection with the vesting of RSUs and do not represent a discretionary sale by Brian E. O'Toole.

What price did the BlackSky (BKSY) CEO receive for the shares sold?

The reported sale reflects a weighted-average price of $20.95 per share. Another footnote explains the transaction executed in multiple trades at prices ranging from $20.60 to $21.34.

How many BlackSky (BKSY) shares does the CEO hold after this Form 4 transaction?

After the sale, Brian E. O'Toole directly holds 1,063,396 shares of BlackSky Class A Common Stock. A footnote notes that certain of these securities are RSUs, each representing a contingent right to one share, subject to vesting conditions.

Was the BlackSky (BKSY) CEO sale under a Rule 10b5-1 trading plan?

No. The filing’s Rule 10b5-1 checkbox is not marked as affirmative, and the footnotes do not indicate that this transaction was executed pursuant to a Rule 10b5-1 trading plan.

What does the Form 4 say about the trade execution range for BKSY shares?

The filing states the transaction was executed in multiple trades at prices ranging from $20.60 to $21.34, with the reported $20.95 figure representing the weighted average sale price.

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

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Available on EDGAR 09/14/2026 - 04:43 PM Accepted by SEC EDGAR 09/14/2026 - 04:36 PM 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^*

O'Toole Brian E

(Last) (First) (Middle)

C/O BLACKSKY TECHNOLOGY INC.,

2411 DULLES CORNER PARK, SUITE 300

(Street)

HERNDON VIRGINIA 20171

(City) (State) (Zip)

UNITED STATES

(Country)

2. Issuer Name and Ticker or Trading Symbol
BlackSky Technology Inc. [ BKSY ]

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

X	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	CEO and President

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
09/11/2026

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
Class A Common Stock	09/11/2026		S		56,280(1)	D	$20.95(2)	1,063,396(3)	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. Represents the number of shares sold to cover the statutory tax withholding obligations in connection with the vesting of Restricted Stock Units (RSUs) and does not represent a discretionary sale by the Reporting Person. The "Amount" and "Price" reported in this Column 4 reflect the aggregate number and weighted-average price, respectively, of shares sold.

2. This transaction was executed in multiple trades at prices ranging from $20.60 to $21.34. The price reported above reflects the weighted average sale price. The Reporting Person hereby undertakes to provide upon request to the SEC staff, the Issuer or a security holder of the Issuer full information regarding the number of shares and prices at which the transaction was effected.

3. Certain of these securities are RSUs. Each RSU represents a contingent right to receive one share of Class A Common Stock, subject to the applicable vesting schedule and conditions of each RSU.

Remarks:

	/s/ Christiana L. Lin, attorney-in-fact on behalf of Brian E. OToole	09/15/2026
	** 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)