Results of Operations and Financial Condition On July 28, 2026, Landstar System, Inc. (“Landstar” or the “Company”) issued a press release announcing results for the second quarter of fiscal 2026. A copy of the press release is attached hereto as Exhibit 99.1. The information contained in

Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant. The information set forth above in

Entry into a Material Definitive Agreement. On June 30, 2026, Landstar System, Inc. (the “Company”) and its wholly-owned subsidiary, Landstar System Holdings, Inc. (“LSHI”), entered into a Third Amended and Restated Credit Agreement among the Company, LSHI, certain subsidiaries of LSHI as subsidiary guarantors, the lenders named therein and JPMorgan Chase Bank, N.A. as administrative agent (the “Restated Credit Agreement”). The Restated Credit Agreement amends and restates the existing second…

Results of Operations and Financial Condition On April 28, 2026, Landstar System, Inc. (“Landstar” or the “Company”) issued a press release announcing results for the first quarter of fiscal 2026. A copy of the press release is attached hereto as Exhibit 99.1. The information contained in

Vice President, General Counsel and Secretary — Michael K. Kneller: Michael K. Kneller is resigning to join another law firm.

Results of Operations and Financial Condition On January 28, 2026, Landstar System, Inc. (“Landstar” or the “Company”) issued a press release announcing results for the fourth quarter of fiscal 2025. A copy of the press release is attached hereto as Exhibit 99.1. The information contained in

Results of Operations and Financial Condition Landstar System, Inc. (NASDAQ: LSTR) (“Landstar” or the “Company”) today reported preliminary, unaudited financial results for the 2025 fourth quarter (the “Preliminary Q4 2025 Results”). The Company will release its full 2025 fourth quarter results after the market closes on Wednesday, January 28, 2026, and will then hold its quarterly conference call with analysts and investors at 4:30 p.m. ET that afternoon to discuss the fourth quarter results…

Other Events. On December 3, 2025, the Board of Directors of Landstar System, Inc. (the “Company”) declared a special cash dividend of $2.00 per share to holders of the Company’s common stock, par value $0.01 per share. The dividend will be paid on or about January 21, 2026, to stockholders of record as of the close of business on January 6, 2026. SIGNATURES Pursuant to the requirements of the Securities Exchange Act of 1934, the Registrant has duly caused this report to be signed on its beha…

Director — Barr Blanton, Melanie Housey Hart: The filing discloses the routine appointment of two new independent directors to expand the board size, which is a standard corporate governance action rather than an executive departure.

Results of Operations and Financial Condition On October 28, 2025, Landstar System, Inc. (“Landstar” or the “Company”) issued a press release announcing results for the third quarter of fiscal 2025. A copy of the press release is attached hereto as Exhibit 99.1. The information contained in

Costs Associated with Exit or Disposal Activities (a) On August 11, 2025, in connection with an annual strategic review of the Company’s operations (the “Strategic Review”), the Company entered into an arrangement with a financial advisor to actively market its Mexican subsidiary, Landstar Metro, S.A.P.I. de C.V. (“Landstar Metro”) and consider strategic alternatives for this business, which may involve a sale or other disposition in whole or in part of Landstar Metro during the Company’s 202…

Other Events As previously disclosed in the Company’s Quarterly Report on Form 10-Q for the 2025 second quarter, on July 22, 2025, a jury trial began in state court in El Paso County, Texas, in the matter of Eduardo Cabral, et. al. v. Landstar Ranger, Inc., et. al., in connection with a tragic vehicular accident (the “Accident”) that occurred on December 31, 2021. A trial verdict (the “Verdict”) was rendered in this matter on August 6, 2025. The Verdict included a determination by the jury th…

Material Impairments As referenced in the Company’s Form 10-K for the 2024 fiscal year under Part I, Item 1 “ Business – Factors Significant to the Company’s Operations – Technology ”, the Company offers tools to participants within our network, including the following transportation management systems (“TMSs”): • Landstar TMS: A cloud-based platform for truckload freight agent workflow; and • Blue TMS: A cloud-based platform built specifically to service the truckload brokerage contract serv…

Results of Operations and Financial Condition On July 29, 2025, Landstar System, Inc. (“Landstar” or the “Company”) issued a press release announcing results for the second quarter of fiscal 2025. A copy of the press release is attached hereto as Exhibit 99.1. The information contained in

Results of Operations and Financial Condition On May 13, 2025, Landstar System, Inc. (“Landstar” or the “Company”) issued a press release announcing results for the first quarter of fiscal 2025. A copy of the press release is attached hereto as Exhibit 99.1. The information contained in

Results of Operations and Financial Condition On April 25, 2025, Landstar System, Inc. (“Landstar” or the “Company”) issued a press release announcing certain first quarter financial highlights. The full text of the press release is attached as Exhibit 99.1 to this Form 8-K and is incorporated herein by reference. The information furnished under

Results of Operations and Financial Condition During the five day period from April 1 through April 5, 2025, Landstar System, Inc. (collectively with its subsidiaries and affiliates, “Landstar” or the “Company”) will be holding its annual agent convention for its independent commission sales agents. During this meeting in Hollywood, Florida, the Company intends to have a separate meeting on April 2, 2025, with approximately twelve sell-side financial analysts from firms currently covering the…

Results of Operations and Financial Condition On January 29, 2025, Landstar System, Inc. (“Landstar” or the “Company”) issued a press release announcing results for the fourth quarter of fiscal 2024. A copy of the press release is attached hereto as Exhibit 99.1. The information contained in

Other Events. On December 9, 2024, the Board of Directors of Landstar System, Inc. (the “Company”) declared a special cash dividend of $2.00 per share to holders of the Company’s common stock, par value $0.01 per share. The dividend will be paid on or about January 21, 2025, to stockholders of record as of the close of business on January 7, 2025. SIGNATURES Pursuant to the requirements of the Securities Exchange Act of 1934, the Registrant has duly caused this report to be signed on its beha…

President — Joseph J. Beacom: The filing announces the internal promotion of Joseph J. Beacom to President and Matthew Miller to Chief Safety and Operations Officer, representing an orderly succession rather than a loss of executive talent.

Results of Operations and Financial Condition On October 29, 2024, Landstar System, Inc. (“Landstar” or the “Company”) issued a press release announcing results for the third quarter of fiscal 2024. A copy of the press release is attached hereto as Exhibit 99.1. The information contained in

Results of Operations and Financial Condition On July 30, 2024, Landstar System, Inc. (“Landstar” or the “Company”) issued a press release announcing results for the second quarter of fiscal 2024. A copy of the press release is attached hereto as Exhibit 99.1. The information contained in

Results of Operations and Financial Condition On April 24, 2024, Landstar System, Inc. (“Landstar” or the “Company”) issued a press release announcing results for the first quarter of fiscal 2024. A copy of the press release is attached hereto as Exhibit 99.1. The information contained in