Brian Chesky sells multiple Class A lots — Airbnb (NASDAQ: ABNB)

Rhea-AI Filing Summary

Airbnb executive filed Rule 144 notices reporting multiple Class A share sales. The filings list specific sales by Brian Chesky, Brian Chesky Legacy Trust B and the Mka Charitable Fund on 05/27/2026 through 05/29/2026, showing discrete share lots and dollar proceeds for each transaction.

Insights

Securities Compliance Counsel

Rule 144 notices list planned resale transactions by an insider and affiliated entities.

These entries record proposed sales of Class A shares by Brian Chesky, a related trust and a charitable fund on 05/27/2026–05/29/2026. The filing format notifies market intermediaries under resale rules.

Compliance focus: confirm holding period and manner of sale conditions are met and that broker/dealer routing follows the listed lots; subsequent filings will show execution details.

Corporate Governance Analyst

Multiple lots sold across closely spaced dates by an insider and affiliated vehicles.

The entries show direct and affiliated transfers from Brian Chesky, Brian Chesky Legacy Trust B, and Mka Charitable Fund in specific share lots and dollar amounts. The records include items labeled as Restricted Stock Vesting and Founders Shares.

Governance note: these are reported disposals; their investor impact depends on market execution and remaining ownership disclosed in other filings.

Key Figures

Sale - Chesky 05/27/2026: 229,550 shares Proceeds - Chesky 05/27/2026: $30,564,952.30 Sale - Chesky 05/28/2026: 265,746 shares +3 more

6 metrics

Sale - Chesky 05/27/2026 229,550 shares reported sale on <date>05/27/2026</date>

Proceeds - Chesky 05/27/2026 $30,564,952.30 dollar proceeds listed next to 229,550 shares

Sale - Chesky 05/28/2026 265,746 shares reported sale on <date>05/28/2026</date>

Proceeds - Chesky 05/28/2026 $35,137,596.47 dollar proceeds listed next to 265,746 shares

Sale - Chesky 05/29/2026 103,937 shares reported sale on <date>05/29/2026</date>

Proceeds - Chesky 05/29/2026 $13,968,430.74 dollar proceeds listed next to 103,937 shares

Key Terms

Restricted Stock Vesting, Founders Shares, Class A

3 terms

Restricted Stock Vesting financial

"Entries labeled "Restricted Stock Vesting" with associated dates and share counts"

Restricted stock vesting is the timetable and conditions under which shares granted to employees or insiders become fully owned and can be sold, typically requiring continued work or meeting performance goals. It matters to investors because large blocks of shares can become tradable at once, which can change share supply and price, and because vesting aligns insiders’ incentives with the company’s long‑term performance—think of it like a timed unlock that both rewards and locks in key people.

Founders Shares financial

"An entry shows "Founders Shares" dated 07/13/2008 with a share count"

Founders shares are a special block of a company’s stock originally given to the people who started the business; they often carry extra voting power or favorable terms compared with regular shares. For investors, these shares matter because they concentrate control and influence how future funding, ownership dilution, and decision-making will play out—think of founders shares as the steering wheel that can steer a company’s direction even as more passengers (investors) climb aboard.

Class A financial

"Multiple lines reference "Class A" as the security class sold by the reporting parties"

Class A denotes a specific group of a company’s shares that carry a particular set of rights—most commonly different voting power or dividend priority compared with other share classes. Think of it like different seats on a bus where some seats let you steer and others only ride: knowing whether a share is Class A tells investors how much influence they have over company decisions and how returns might be distributed, which affects control and value.

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Form 144 Filer Information	UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 144 NOTICE OF PROPOSED SALE OF SECURITIES PURSUANT TO RULE 144 UNDER THE SECURITIES ACT OF 1933
FORM 144

144: Filer Information

Filer CIK
Filer CCC
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer

SEC File Number

Address of Issuer

Phone

Name of Person for Whose Account the Securities are To Be Sold

See the definition of "person" in paragraph (a) of Rule 144. Information is to be given not only as to the person for whose account the securities are to be sold but also as to all other persons included in that definition. In addition, information shall be given as to sales by all persons whose sales are required by paragraph (e) of Rule 144 to be aggregated with sales for the account of the person filing this notice.

Relationship to Issuer

Relationship to Issuer

144: Securities Information

Title of the Class of Securities To Be Sold	Name and Address of the Broker	Number of Shares or Other Units To Be Sold	Aggregate Market Value	Number of Shares or Other Units Outstanding	Approximate Date of Sale	Name the Securities Exchange
Class A	Fidelity Brokerage Services LLC 900 Salem Street Smithfield RI 02917	257273	34999202.84	417930233	06/01/2026	NASDAQ

Furnish the following information with respect to the acquisition of the securities to be sold and with respect to the payment of all or any part of the purchase price or other consideration therefor:

144: Securities To Be Sold

Title of the Class	Date you Acquired	Nature of Acquisition Transaction	Name of Person from Whom Acquired	Is this a Gift?	Date Donor Acquired	Amount of Securities Acquired	Date of Payment	Nature of Payment *
Class A	11/10/2024	Restricted Stock Vesting	Issuer			107582	11/10/2024	Compensation
Class A	07/13/2008	Founders Shares	Issuer			72760	07/13/2008	Compensation
Class A	05/25/2023	Restricted Stock Vesting	Issuer			76931	05/25/2023	Compensation

* If the securities were purchased and full payment therefor was not made in cash at the time of purchase, explain in the table or in a note thereto the nature of the consideration given. If the consideration consisted of any note or other obligation, or if payment was made in installments describe the arrangement and state when the note or other obligation was discharged in full or the last installment paid.

Furnish the following information as to all securities of the issuer sold during the past 3 months by the person for whose account the securities are to be sold.

144: Securities Sold During The Past 3 Months

Name and Address of Seller	Title of Securities Sold	Date of Sale	Amount of Securities Sold	Gross Proceeds
Brian Chesky 888 Brannan Street San Francisco CA 94103	Class A	05/27/2026	229550	30564952.30
Brian Chesky Legacy Trust B 888 Brannan Street San Francisco CA 94103	Class A	05/27/2026	20000	2663417.01
Mka Charitable Fund 888 Brannan Street San Francisco CA 94103	Class A	05/27/2026	75000	9986378.84
Brian Chesky 888 Brannan Street San Francisco CA 94103	Class A	05/28/2026	265746	35137596.47
Brian Chesky 888 Brannan Street San Francisco CA 94103	Class A	05/29/2026	103937	13968430.74
Brian Chesky Legacy Trust B 888 Brannan Street San Francisco CA 94103	Class A	05/29/2026	4774	645259.07
Mka Charitable Fund 888 Brannan Street San Francisco CA 94103	Class A	05/29/2026	17466	2361311.76

144: Remarks and Signature

Remarks

Date of Notice

Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1

ATTENTION:

The person for whose account the securities to which this notice relates are to be sold hereby represents by signing this notice that he does not know any material adverse information in regard to the current and prospective operations of the Issuer of the securities to be sold which has not been publicly disclosed. If such person has adopted a written trading plan or given trading instructions to satisfy Rule 10b5-1 under the Exchange Act, by signing the form and indicating the date that the plan was adopted or the instruction given, that person makes such representation as of the plan adoption or instruction date.

Signature

ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)

FAQ

What did the ABNB Form 144 filings report?

They report proposed sales of Class A shares by Brian Chesky and affiliated entities. The filings list specific lots and dollar proceeds for sales on 05/27/2026–05/29/2026, identifying the selling parties and amounts per lot.

How many shares did Brian Chesky sell on 05/27/2026 according to the filing?

The filing lists a sale of 229,550 shares by Brian Chesky on 05/27/2026. It also shows proceeds for that lot as $30,564,952.30, recorded next to the reported share count.

Which affiliated entities also appear as sellers in the ABNB filing?

The filing lists transactions by Brian Chesky Legacy Trust B and Mka Charitable Fund. Those entities are shown selling Class A shares on the same date range with specific share counts and proceeds.

Do these Rule 144 notices confirm execution of the sales?

They disclose intended resale lots under resale rules but do not by themselves confirm final execution. The entries list dates, share counts, and proceeds; execution confirmation may appear in subsequent trade or Form 4 filings.