LSTR Form 144: 1.81M Shares Proposed Sale

Rhea-AI Filing Summary

LSTR notice of a proposed sale: 1,811,509 shares of Common Stock are listed for sale pursuant to Form 144. The filing lists Fidelity Brokerage Services LLC and a data row showing 33,928,210 (appears alongside the sale row) with an effective date of 05/27/2026. Several prior stock awards are itemized with grant dates and share counts.

Insights

Securities Compliance Analyst

Routine Form 144 sale notice listing 1,811,509 shares.

The filing lists a proposed resale of 1,811,509 shares of Common Stock, with Fidelity Brokerage Services LLC shown in the securities row and a date of 05/27/2026. Multiple historical stock award grant dates and share counts are also listed.

This appears administrative: the submission records a proposed disposition under resale rules. The timing, sale mechanics, and who will receive proceeds are not described in the excerpt; subsequent brokerage reports or transaction confirmations would show execution details.

Key Figures

Proposed sale: 1,811,509 shares Row-associated figure: 33,928,210 Stock award example: 851 shares +2 more

5 metrics

Proposed sale 1,811,509 shares listed in the securities row dated 05/27/2026

Row-associated figure 33,928,210 appears in the same data row as the sale on 05/27/2026

Stock award example 851 shares Stock Award dated 05/07/2024

Stock award example 5,374 shares Stock Award dated 05/05/2026

Stock award example 2,500 shares Stock Award dated 06/08/2015

Key Terms

Form 144, Stock Award, Fidelity Brokerage Services LLC

3 terms

Form 144 regulatory

"144: Securities To Be Sold"

Form 144 is a document that investors must file with the government when they plan to sell a large number of shares of a company's stock. It helps ensure transparency so everyone knows how many shares are being sold and when, which can impact the stock's price.

Stock Award financial

"Common | 05/07/2024 | Stock Award | Issuer"

Fidelity Brokerage Services LLC financial

"Common | Fidelity Brokerage Services LLC 245 Summer Street Boston MA 02110"

FAQ

What does the LSTR Form 144 list for proposed sale?

The filing lists a proposed sale of 1,811,509 shares of Common Stock with a date of 05/27/2026. The row shows Fidelity Brokerage Services LLC alongside the sale entry and a secondary figure of 33,928,210 in the same data row.

Who is the broker or intermediary named in the LSTR Form 144?

The excerpt names Fidelity Brokerage Services LLC, 245 Summer Street, Boston MA in the securities row. The filing lists that broker alongside the listed proposed sale and the 05/27/2026 date, but does not describe execution instructions.

Does the filing show recent stock awards for LSTR insiders?

Yes. The excerpt itemizes multiple Stock Award grant dates and share counts, including 5/7/2024 — 851 shares, 5/5/2026 — 5,374 shares, and other grants dated between 2015–2026. These are listed as compensation-related awards.

Is the amount listed in the filing the company’s outstanding shares?

The row shows 33,928,210 adjacent to the sale line; the filing does not label that figure explicitly as outstanding in the excerpt. The primary listed sale quantity is 1,811,509 shares on 05/27/2026.

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

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Accepted by SEC EDGAR 05/27/2026 - 10:17 AM Learn about SEC filing dates

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	0001283671
Filer CCC	XXXXXXXX
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer	LANDSTAR SYSTEM INC
SEC File Number	000-21238
Address of Issuer	13410 SUTTON PARK DRIVE SOUTH JACKSONVILLE FLORIDA 32224
Phone	9043989400
Name of Person for Whose Account the Securities are To Be Sold	ORLANDO ANTHONY J
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	Director

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
Common	Fidelity Brokerage Services LLC 245 Summer Street Boston MA 02110	14029	1811509.00	33928210	05/27/2026	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 *
Common	05/07/2024	Stock Award	Issuer			851	05/07/2024	Compensation
Common	05/05/2026	Stock Award	Issuer			5374	05/05/2026	Compensation
Common	05/10/2023	Stock Award	Issuer			969	05/10/2023	Compensation
Common	05/11/2022	Stock Award	Issuer			634	05/11/2022	Compensation
Common	05/16/2026	Stock Award	Issuer			830	05/16/2026	Compensation
Common	05/23/2017	Stock Award	Issuer			1674	05/23/2017	Compensation
Common	06/08/2015	Stock Award	Issuer			2500	06/08/2015	Compensation
Common	05/17/2016	Stock Award	Issuer			1197	05/17/2016	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

Nothing to Report

144: Remarks and Signature

Remarks
Date of Notice	05/27/2026
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	/s/ Cristina Garcia, as a duly authorized representative of Fidelity Brokerage Services LLC, as attorney-in-fact for ORLANDO ANTHONY J
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)