TAMPA, Fla. – Overseas Shipholding Group, Inc. (the “Company” or “OSG”), a leading provider of energy transportation, announced a comprehensive lifecycle engine upgrade (LCU) program for all four vessels in its Alaskan Class fleet to be achieved through a contract with MAN Energy Solutions SE. The vessels Alaskan Explorer, Alaskan Frontier, Alaskan Legend, and Alaskan Navigator, all approaching 20 years in age, will receive significant engine and operational improvements, resulting in environmental benefits as well as extending their commercially useful life.

The lifecycle engine upgrades involve a series of technical and commercial enhancements, including:

• Engine component replacements with newer, more fuel-efficient models, leading to reduced fuel consumption and lower greenhouse gas emissions.

• Installation of advanced control systems and optimization technologies to allow crews to operate the vessels in a more efficient manner, maximizing performance while reducing overall environmental impact.

• Capability to meet Carbon Intensity Indicator (CII) regulations without sacrificing operational capacity of the vessels for years to come.

• “Ready for Methanol” capability.

The LCU program is scheduled to begin in early 2024 in conjunction with plans to reactivate the recently acquired Alaskan Frontier. The remaining three vessel engine upgrades will be conducted concurrently with scheduled vessel drydocking periods through 2026, which will mark the completion of the project.

“The decision to contract with MAN Energy Solutions for engine Life Cycle Upgrades on all four Alaska class tankers represents a major investment in the future of our company,” stated Sam Norton, President and CEO of OSG. “When combined with previously announced commitments to reactivate the Alaskan Frontier, the aggregate investment we will be making into our Alaskan fleet over the next three years will be close to $100 million.”

Mr. Norton continued, “The benefits of this substantial investment will be multiple. We expect improvements in fuel oil consumption, which will result not only in substantial cost savings, but as importantly in an estimated annual reduction of over 20,000 metric tons of greenhouse gas emissions based on historical trading patterns for each of these vessels. OSG has set a target of achieving a 15% reduction in annual CO₂ emissions by 2030 and this investment alone should account for roughly one-third of that target. In addition, the anticipated improved emissions attained from the engine upgrades should allow all our Alaskan class vessels to operate in their historical trading patterns while maintaining compliance with current Carbon Intensity Index (CII) regulations through at least 2035.”

“The Life Cycle Upgrade is our ‘Roadmap’ solution for the engine type 48/60 installed on the Alaskan Class,” said Marcel Lodder, Strategic Sales Manager at MAN PrimeServ. “With the conversion, the roughly twenty-year-old engines of the Alaskan Fleet will not only profit from being ready for future fuels but are also reset to almost completely new condition in combination with today’s serial new build standards. We are looking forward to performing the conversions together with Alaskan Tanker Company and being part of this success story in decarbonization.”

Chris Merten, Chief Operating Officer of OSG’s wholly owned subsidiary Alaskan Tanker Company added, “These vessels were originally built with a 40 year design life. With Alaskan crude oil production expected to increase by as much as 250,000 barrels per day by the end of this decade, ensuring the extended operating life of these vessels in compliance with environmental regulations has been a top priority for us and our customers. The upgrade of these vessels’ main engines should allow that goal to be achieved over the next decade, adding years of CII compliance for these vessels to generate additional cashflows through 2035. Looking out over the longer term, the methanol fuel option that these upgrades provide allows possibilities for even longer-term operation should green methanol fuel availability emerge in the decade ahead.”

Concurrent with entering into contracts with MAN Energy Solutions, OSG agreed to amend existing charterparties for the Alaskan Navigator and Alaskan Legend. The amendments modify the terms of the charterer’s existing extension options and provide for five additional one-year extension options for each vessel at agreed rates through 2035.

About Overseas Shipholding Group, Inc

Overseas Shipholding Group, Inc. (NYSE: OSG) is a publicly traded company providing liquid bulk transportation services in the U.S. Flag markets. OSG’s U.S. Flag fleet consists of Suezmax crude oil tankers doing business in Alaska, conventional and lightering ATBs, shuttle and conventional MR tankers, and non-Jones Act MR tankers that participate in the U.S. Tanker Security Program.

Headquartered in Tampa, Florida, OSG is committed to setting high standards of excellence for its quality, safety, and environmental programs and is recognized as one of the world’s most customer-focused marine transportation companies. More information is available at www.osg.com.

Forward-Looking Statements

This press release contains forward-looking statements within the meaning of the Private Securities Litigation Reform Act of 1995. All statements other than statements of historical facts should be considered forward-looking statements. Words such as “will”, “plans”, “should”, “expect” and similar expressions are intended to identify forward-looking statements but should not be considered as the only means by which these statements may be made. Such forward-looking statements represent the Company’s reasonable expectations with respect to future events or circumstances based on various factors and are subject to various risks, uncertainties, and assumptions relating to the Company’s operations, financial results, financial condition, business, prospects, growth strategy and liquidity. Undue reliance should not be placed on any forward-looking statements and, when reviewing any forward-looking statements, consideration should be given to factors including, but not limited to, those factors discussed in the Company’s Annual Report on Form 10-K, filed with the SEC on March 9, 2023. Investors should carefully consider these risk factors and the additional risk factors outlined in other reports hereafter filed by the Company with the SEC under the caption “Risk Factors.” The Company assumes no obligation to update or revise any forward-looking statements except as may be required by law. Forward-looking statements in this press release and written and oral forward-looking statements attributable to the Company or its representatives after the date of this press release are qualified in their entirety by the cautionary statement contained in this paragraph and in other reports hereafter filed by the Company with the SEC.

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Investor Relations & Media Contact:

Susan Allan, Overseas Shipholding Group, Inc.

(813) 209-0620

sallan@osg.com