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United Airlines Holdings (UAL) CEO cashless option exercise and share sale detailed

(Neutral)
(Neutral)
Form Type
4

Rhea-AI Filing Summary

United Airlines Holdings CEO Scott Kirby exercised 159,321 stock options on July 21, 2026 at an exercise price of $58.69 per share, receiving the same number of common shares. He then sold 159,321 shares at a weighted average price of $118.045 per share, in multiple trades between $117.37 and $119.48, through a broker-assisted cashless exercise that funded the exercise price, broker fees, commissions, and withholding taxes. These options were granted on August 29, 2016, had fully vested by 2022, and this award was fully exercised before its August 29, 2026 expiration.

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Insider KIRBY J SCOTT
Role Chief Executive Officer
Sold 159,321 shs ($18.81M)
Approx. gross sale proceeds $18.81M
Approx. exercise cost $9.35M
Approx. pre-tax spread $9.46M
Type Security Shares Price Value
Exercise Stock Option (Right to Buy) F1 159,321 $0.00 $0.00
Exercise Common Stock F1 159,321 $58.69 $9.35M
Sale Common Stock F2, F3 159,321 $118.045 $18.81M
holding Common Stock F4 -- -- --
holding Common Stock F5 -- -- --
Holdings After Transaction: Stock Option (Right to Buy) — 0 shares (Direct); Common Stock — 797,851 shares (Direct); Common Stock — 13,000 shares (Indirect, See Footnote)
Footnotes (5)
  1. F1. Stock options were granted on August 29, 2016 in connection with Mr. Kirby joining the Issuer and vested in three installments of 53,107 options on each of August 29, 2020, August 29, 2021 and August 29, 2022 with an expiration date of August 29, 2026.
  2. F2. Proceeds from the sale were used to pay the exercise price of such portion of the stock option, pursuant to a broker-assisted cashless exercise, as well as applicable broker fees and commissions and withholding taxes.
  3. F3. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $117.37 to $119.48, inclusive. The reporting person undertakes to provide to United Airlines Holdings, Inc., any security holder of United Airlines Holdings, 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 ranges set forth in this Form 4.
  4. F4. Represents shares held in a trust for the benefit of Mr. Kirby's children in which Mr. Kirby's brother serves as the trustee. The reporting person disclaims beneficial ownership of these securities, and the filing of this report is not an admission that the reporting person is the beneficial owner of these securities for purposes of Section 16 or for any other purpose.
  5. F5. Represents shares held in a trust for the benefit of Mr. Kirby's children and other relatives in which Mr. Kirby serves as the trustee. The reporting person disclaims beneficial ownership of these securities except to the extent of his pecuniary interest therein, and the inclusion of these shares in this report is not an admission that the reporting person is the beneficial owner of all the reported shares for purposes of Section 16 or for any other purpose.
Options Exercised 159,321 shares Stock options exercised into common stock on July 21, 2026
Exercise Price $58.69 per share Exercise price of stock options granted August 29, 2016
Weighted Average Sale Price $118.045 per share Common stock sold in multiple trades on July 21, 2026
Sale Price Range $117.37–$119.48 per share Price range of multiple sale transactions for 159,321 shares
Option Grant Date August 29, 2016 Grant of stock options exercised in this Form 4
Option Expiration Date August 29, 2026 Expiration date of the stock option award fully exercised
Vesting Installments 53,107 options x 3 Vested on August 29 of 2020, 2021, and 2022
broker-assisted cashless exercise financial
"Proceeds from the sale were used to pay the exercise price... pursuant to a broker-assisted cashless exercise"
weighted average price financial
"The price reported in Column 4 is a weighted average price"
Weighted average price is the average price of a security where each trade or component is counted according to its size, so bigger trades pull the average more than smaller ones. Think of it like calculating the average cost of a grocery haul where items you bought more of have greater influence on the final per-item cost. Investors use it to understand the true average price paid or received, judge execution quality, and compare trading performance against market movement.
withholding taxes financial
"used to pay the exercise price... as well as applicable broker fees and commissions and withholding taxes"
Withholding taxes are amounts a payer or government takes out of payments — such as wages, interest, or dividends — before the recipient gets the money, functioning like a cashier keeping part of a bill to pay taxes on your behalf. For investors this matters because it reduces the cash they actually receive, affects net returns and yield calculations, and may require additional paperwork or treaty claims to recover or offset the withheld amount against final tax bills.
beneficial ownership regulatory
"the reporting person disclaims beneficial ownership of these securities"
Beneficial ownership means the person or entity that actually enjoys the benefits of owning shares or other assets — such as receiving dividends, voting rights, or price gains — even if the legal title is held in another name. For investors it matters because knowing who truly controls and profits from a company reveals who can influence decisions, exposes potential conflicts of interest or hidden concentration of power, and affects transparency and risk in the stock.
pecuniary interest financial
"disclaims beneficial ownership of these securities except to the extent of his pecuniary interest therein"

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FAQ

What did United Airlines (UAL) CEO Scott Kirby report in this Form 4?

Scott Kirby reported exercising 159,321 stock options for United Airlines Holdings common stock at $58.69 per share and selling 159,321 shares at a $118.045 weighted average price through a broker-assisted cashless exercise on July 21, 2026.

How many United Airlines (UAL) options did Scott Kirby exercise and at what price?

Scott Kirby exercised 159,321 stock options for United Airlines Holdings common stock at an exercise price of $58.69 per share. These options were granted on August 29, 2016 and fully vested in three equal installments between 2020 and 2022.

At what prices did Scott Kirby sell United Airlines (UAL) shares in this transaction?

Scott Kirby sold 159,321 United Airlines shares at a weighted average price of $118.045 per share. The sales occurred in multiple transactions at prices ranging from $117.37 to $119.48, as disclosed in the Form 4 footnote.

Was Scott Kirby’s United Airlines (UAL) option exercise a cashless transaction?

Yes. The filing states the sale proceeds were used to pay the option exercise price, as well as broker fees, commissions, and withholding taxes, indicating a broker-assisted cashless exercise for the 159,321 stock options exercised on July 21, 2026.

What is the origin and vesting schedule of Scott Kirby’s United Airlines (UAL) options?

The options were granted on August 29, 2016 when Scott Kirby joined United Airlines Holdings. They vested in three installments of 53,107 options each on August 29, 2020, August 29, 2021, and August 29, 2022, with an expiration date of August 29, 2026.

Does Scott Kirby have any United Airlines (UAL) shares held through trusts?

Yes. The Form 4 notes shares held in trusts for Mr. Kirby’s children and relatives. He disclaims beneficial ownership of some trust-held shares and limits beneficial ownership to his pecuniary interest for others, as detailed in the trust-related footnotes.
SEC Form 4
FORM 4UNITED 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*
KIRBY J SCOTT

(Last)(First)(Middle)
P. O. BOX 66100 HDQLD

(Street)
CHICAGO ILLINOIS 60666

(City)(State)(Zip)

UNITED STATES

(Country)
2. Issuer Name and Ticker or Trading Symbol
United Airlines Holdings, Inc. [ UAL ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
XDirector10% Owner
XOfficer (give title below)Other (specify below)
Chief Executive Officer
2a. Foreign Trading Symbol
3. Date of Earliest Transaction (Month/Day/Year)
07/21/2026
6. Individual or Joint/Group Filing (Check Applicable Line)
XForm 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)
CodeVAmount(A) or (D)Price
Common Stock07/21/2026M(1)159,321A$58.69957,172D
Common Stock07/21/2026S(2)159,321D$118.045(3)797,851D
Common Stock8,000ISee Footnote(4)
Common Stock5,000ISee Footnote(5)
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)
CodeV(A)(D)Date ExercisableExpiration DateTitleAmount or Number of Shares
Stock Option (Right to Buy)$58.6907/21/2026M159,321 (1)08/29/2026Common Stock159,321$00D
Explanation of Responses:
1. Stock options were granted on August 29, 2016 in connection with Mr. Kirby joining the Issuer and vested in three installments of 53,107 options on each of August 29, 2020, August 29, 2021 and August 29, 2022 with an expiration date of August 29, 2026.
2. Proceeds from the sale were used to pay the exercise price of such portion of the stock option, pursuant to a broker-assisted cashless exercise, as well as applicable broker fees and commissions and withholding taxes.
3. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $117.37 to $119.48, inclusive. The reporting person undertakes to provide to United Airlines Holdings, Inc., any security holder of United Airlines Holdings, 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 ranges set forth in this Form 4.
4. Represents shares held in a trust for the benefit of Mr. Kirby's children in which Mr. Kirby's brother serves as the trustee. The reporting person disclaims beneficial ownership of these securities, and the filing of this report is not an admission that the reporting person is the beneficial owner of these securities for purposes of Section 16 or for any other purpose.
5. Represents shares held in a trust for the benefit of Mr. Kirby's children and other relatives in which Mr. Kirby serves as the trustee. The reporting person disclaims beneficial ownership of these securities except to the extent of his pecuniary interest therein, and the inclusion of these shares in this report is not an admission that the reporting person is the beneficial owner of all the reported shares for purposes of Section 16 or for any other purpose.
Remarks:
/s/ James Cotton for J. Scott Kirby07/21/2026
** Signature of Reporting PersonDate
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)