Stockholders’ Equity | 15. Stockholders’ Equity Schedule of Stockholders’ Equity (Shares and dollars in thousands) Shares Amount Shares Amount Capital Deficit Equity Series B Common Stock Paid-in Accumulated Total Stockholders’ (Shares and dollars in thousands) Shares Amount Shares Amount Capital Deficit Equity Balance, December 31, 2021 2,500 $ - 14,791 $ 1 $ 72,003 $ (58,605 ) $ 13,399 Stock-based compensation - - - - 2 - 2 Issuance of common stock for services by third parties - - 125 - 119 - 119 Issuance of common stock for services by employees - - 170 1 206 - 207 Issuance of detachable warrants on notes payable - - - - 948 - 948 Net loss - - - - - (38 ) (38 Net loss - - - - - (2,036 ) (2,036 ) Balance, March 31, 2022 2,500 $ - 15,086 $ 2 $ 73,278 $ (60,679 ) $ 12,601 Series B Preferred Stock Common Stock Paid-in Accumulated Total Shares Amount Shares Amount Capital Deficit (Deficit) Balance, December 31, 2022 2,500 $ - 16,199 $ 2 $ 73,503 $ (75,021 ) $ (1,516 ) Beginning balance 2,500 $ - 16,199 $ 2 $ 73,503 $ (75,021 ) $ (1,516 ) Issuance of common stock for services by third parties - - 225 - 83 - 83 Issuance of common stock for services by employees - - 236 - 60 - 60 Preferred stock dividends - - - - - (38 ) (38 ) Net loss - - - - - (1,598 ) (1,598 ) Balance, March 31, 2023 2,500 $ - 16,660 $ 2 $ 73,646 $ (76,657 ) $ (3,009 ) Ending balance 2,500 $ - 16,660 $ 2 $ 73,646 $ (76,657 ) $ (3,009 ) Issuance of Common Stock During the three months ended March 31, 2023, the Company issued 460,899 0.1 0.25 0.37 During the year ended December 31, 2022, the Company issued 385,306 96,153 6 0.3 0.28 0.96 On April 5, 2022, the Company sold 200,000 0.2 On February 4, 2022, 170,000 1.21 0.2 Issuance of Series B Preferred Stock On October 19, 2021, Company entered into a securities purchase agreement (“Purchase Agreement”) with an accredited investor (“Subscriber”) for its purchase of 2.5 1.00 3.10 850,000 Eastside Distilling, Inc. and Subsidiaries Notes to Consolidated Financial Statements March 31, 2023 (Unaudited) The Series B Preferred Stock accrues dividends at a rate of 6 0.5 460,093 0.33 37,500 Stock-Based Compensation On September 8, 2016, the Company adopted the 2016 Equity Incentive Plan (the “2016 Plan”). Pursuant to the terms of the plan, on January 1, 2022 the number of shares available for grant under the 2016 Plan reset to 5,225,141 8 61,752 7,115,483 The Company also issues, from time to time, options that are not registered under a formal option plan. As of March 31, 2023, there were no options outstanding that were not issued under the Plans. A summary of all stock option activity as of and for the three months ended March 31, 2023 is presented below: Summary of Stock Option Activity # of Options Weighted- Outstanding as of December 31, 2022 51,752 $ 3.16 Outstanding as of March 31, 2023 51,752 $ 3.16 Exercisable as of March 31, 2023 51,752 $ 3.16 The aggregate intrinsic value of options outstanding as of March 31, 2023 was $ 0 The Company uses the Black-Scholes valuation model to measure the grant-date fair value of stock options. The grant-date fair value of stock options issued to employees is recognized on a straight-line basis over the requisite service period. Stock-based awards issued to nonemployees are recorded at fair value on the measurement date and are subject to periodic market adjustments as the underlying stock-based awards vest. To determine the fair value of stock options using the Black-Scholes valuation model, the calculation takes into consideration the effect of the following: ● Exercise price of the option ● Fair value of the Company’s common stock on the date of grant ● Expected term of the option ● Expected volatility over the expected term of the option ● Risk-free interest rate for the expected term of the option The calculation includes several assumptions that require management’s judgment. The expected term of the options is calculated using the simplified method described in GAAP. The simplified method defines the expected term as the average of the contractual term and the vesting period. Estimated volatility is derived from volatility calculated using historical closing prices of common shares of similar entities whose share prices are publicly available for the expected term of the options. The risk-free interest rate is based on the U.S. Treasury constant maturities in effect at the time of grant for the expected term of the options. Eastside Distilling, Inc. and Subsidiaries Notes to Consolidated Financial Statements March 31, 2023 (Unaudited) The Company did not issue any additional options during the three months ended March 31, 2023. For the three months ended March 31, 2023 and 2022, net compensation expense related to stock options was $ 0 1,614 Warrants On March 21, 2022, the Company entered into a promissory note with TQLA LLC to accept a one year loan of $ 3.5 1.20 From April 19, 2021 through May 12, 2021, the Company issued in a private placement Existing Warrants to purchase up to 900,000 2.60 900,000 900,000 3.00 On January 15, 2020, the Company and its subsidiaries entered into a loan agreement (the “Loan Agreement”) between the Company and Live Oak Banking Company (“Live Oak”), a North Carolina banking corporation (the “Lender”) to refinance existing debt of the Company and to provide funding for general working capital purposes In connection with the Loan Agreement, the Company issued to the Lender a warrant to purchase up to 100,000 3.94 A summary of all warrant activity as of and for the three months ended March 31, 2023 is presented below: Summary of Warrant Activity Warrants Weighted- Weighted- Aggregate Outstanding as of December 31, 2022 4,033,333 3.8 $ 1.67 $ - Outstanding as of March 31, 2023 4,033,333 3.8 $ 1.67 $ - |