DEBT | NOTE 8 — DEBT Debt consists of the following: SCHEDULE OF LONG-TERM DEBT INSTRUMENTS December 31, 2021 2020 Term loan, due 2024, net of unamortized deferred costs of $398 and $426 $ 21,633 $ 22,972 Term loan, due 2024 398 426 $ 21,633 $ 22,972 Alaska tankers term loan, due 2025 421 623 30,236 50,360 OSG 204 LLC term loan, due 2025 646 636 26,231 31,283 OSG 205 LLC and OSG Courageous II LLC term loan, due 2027 734 564 46,380 48,586 Unsecured senior notes, net of unamortized deferred costs 390 691 Term loan, due 2028 3,343 319,870 — Term loan, due 2023 4,676 — 252,057 Term loan, due 2026 73 — 23,171 Total debt 444,740 429,120 Less current installments of long-term debt (22,225 ) (38,922 ) Total long-term debt $ 422,515 $ 390,198 The weighted average interest rate for debt outstanding at December 31, 2021 and 2020 was 7.20 5.21 Term Loans Capitalized terms used hereafter have the meaning given in this Annual Report on Form 10-K or in the respective transaction documents referred to below, including subsequent amendments thereto. Term loan, due 2028 (the “Borrowers”) 325,000 term loan credit facility with Stonebriar Commercial Finance. Proceeds were used to pay off the Company’s term loan, due 2023 , with The Prudential Insurance Company of America, as administrative agent, and certain other lenders, and the Company’s term loan, due 2026 , with Wintrust Commercial Finance, for $ 237,983 and $ 20,298 , respectively. Additionally, the Company used proceeds to make a prepayment of $ 16,000 , to partially prepay a term loan with Banc of America Leasing & Capital, LLC, the Company’s Alaska tankers term loan, due 2025 . The remaining proceeds will be used for general working capital purposes. The Company recognized an aggregate net loss of $ 7,961 on these transactions, which reflects a write-off of unamortized deferred financing costs and prepayment fees. The new term loan bears interest at a rate of 7.75 % and matures on October 1, 2028 . The performance of the Borrowers’ obligations under the term loan is guaranteed by the Company and certain other subsidiaries and are secured by the Borrowers’ assets, including five tankers, three tugs, and two barges, and by the Company’s equity interests in certain of its subsidiaries. OSG 205 LLC and OSG Courageous II LLC term loan, due 2027 49,150 of which $ 46,711 was drawn down to finance a new 204,000-barrel U.S. Flag oil and chemical ATB barge, OSG 205 OSG Courageous. 15,811 , which included accrued interest on its term loan, due 2023 . The aggregate net loss realized on this transaction, which was not material, reflects a write-off of unamortized original issue discount and deferred financing costs associated with the principal reduction and is included in loss on extinguishment of debt, net on the consolidated statements of operations for the year ended December 31, 2020. On December 3, 2020, upon completion and delivery of the OSG 205, 6.37 %. In March 2021, the Company obtained an amendment for certain financial covenants of the term loan. In connection with the amendment, the interest rate was updated to a fixed interest rate of 6.87% until the end of the first quarter of 2022. Beginning in the second quarter of 2022, the interest rate returns to a fixed interest rate of 6.37%. The loan is guaranteed by the Company and has a seven-year term maturing on December 1, 2027 . The lenders hold a perfected first priority security interest and preferred ship mortgage against the barge and tug. In November 2021, the Company completed an amendment on the term loan to conform the covenants with the Stonebriar $ 325,000 loan. OSG 204 LLC term loan, due 2025 32,933 to finance a new 204,000-barrel U.S. Flag oil and chemical ATB barge. The loan had a fixed interest rate of 5.00 %. On November 5, 2021, the Company amended the loan to conform the covenants with the Stonebriar $ 325,000 3,000 on the outstanding balance of the loan and the loan’s interest rate was updated to a fixed interest rate of 5.75 %. The loan is guaranteed by the Company and has a five-year term maturing on June 1, 2025 . The lender holds a perfected first priority security interest and preferred ship mortgage against the vessel. Alaska tankers term loan, due 2025 54,000 to finance the purchase of three U.S.-flagged crude oil carrier vessels, the Alaskan Explorer Alaskan Legend Alaskan Navigator 16,000 to release the Alaskan Legend 4.43 % and has a maturity date of March 12, 2025 . In November 2021 , the Company completed an amendment on the term loan to conform the covenants with the Stonebriar $ 325,000 loan. Term loan, due 2024 - 50,000 five-year September 30, 2024 Overseas Gulf Coast Overseas Sun Coast. 24,000 Overseas Gulf Coast Overseas Sun Coast 5.54 325,000 Term loan, due 2023 – 325,000 five-year term. In May 2020 and August 2020, in connection with the Company’s sale of two of its ATBs, the Company made mandatory prepayments of $ 1,307 on its term loan due in 2023 . The aggregate losses realized on these transactions, which related to the write-off of unamortized deferred finance costs, were not material. Term loan, due 2026 – 27,500 seven-year term Unsecured Senior Notes 7.5 % Notes – The unsecured senior notes were issued on March 7, 2003 and consisted of $ 146,000 in face value, which are due on February 15, 2024 . Pursuant to the Equity Plan, the Company issued two series of 7.50 % Notes due February 15, 2021 , one series in an aggregate principal amount of $ 6,508 (the “Election 1 Notes”) and the other series in an aggregate principal amount of $ 138,708 (the “Election 2 Notes”) to holders of the 7.50 % Notes due 2024 that elected to receive Election 1 Notes or Election 2 Notes, as the case may be. The outstanding Election 1 Notes were repurchased and retired during the year ended December 31, 2015. The Election 2 Notes matured in February 2021 and the Company paid off the remaining balance of $ 301 . At December 31, 2021, the remaining outstanding balance is related to the 7.50 Interest Expense The following table summarizes interest expense, including amortization of issuance and deferred financing costs, commitment, administrative and other fees, recognized during the two years ended December 31, 2021 with respect to the Company’s debt facilities: SCHEDULE OF DEBT EXPENSES Years Ended December 31, Debt Facility 2021 2020 Term loan, due 2024 $ 1,407 $ 2,383 Alaska tankers term loan, due 2025 2,193 2,014 OSG 204 LLC term loan, due 2025 1,747 1,365 OSG 205 LLC and OSG Courageous II LLC term loan, due 2027 3,423 374 Unsecured senior notes 32 302 Term loan, due 2028 6,550 — Term loan, due 2023 12,618 18,132 Term loan, due 2026 712 1,209 Total interest expense on debt facilities $ 28,682 $ 25,779 Cash paid for interest expense was $ 25,609 23,134 As of December 31, 2021, the aggregate annual principal payments required to be made on the Company’s debt are as follows: SCHEDULE OF AGGREGATE ANNUAL PRINCIPAL PAYMENTS 2022 $ 22,222 2023 23,730 2024 43,184 2025 54,903 2026 19,268 Thereafter 286,972 Total $ 450,279 |