Merchant Advances
In 2022, the Company obtained several merchant advances. These advances are, for the most part, secured by expected future sales transactions of the Company with expected payments on a weekly basis. As of December 31, 2022, $896,334 remained outstanding. During the nine months ended September 30, 2023, the Company received additional proceeds totaling $2,880,238 and made repayments totaling $3,338,572. As of September 30, 2023, the remaining principal outstanding was $438,000. In connection with these advances, the Company granted 6,095 warrants to purchase common stock at an exercise price of $131.25 to the lender in connection with its merchant advances.
In 2023, the Company obtained merchant advances totaling $902,051 from Shopify Capital and another lender, and made repayments totaling $395,323. As of September 30, 2023, the remaining principal outstanding was $506,728. These advances are, for the most part, secured by expected future sales transactions of the Company with expected payments on a daily basis.
Promissory Note Payable
As of September 30, 2023 and December 31, 2022, the outstanding principal on the note to the sellers of Bailey was $3,500,000. The maturity date was December 31, 2022. On July 5, 2023, the parties agreed to extend the maturity date to June 30, 2024. Interest expense was $105,000 and $105,000 for the three months ended September 30, 2023 and 2022 and $315,000 and $315,000 for the nine months ended September 30, 2023 and 2022, all respectively, which was accrued and unpaid as of September 30, 2023.
The Company issued a promissory note in the principal amount of $5,500,000 to the Sundry Holders pursuant to the Sundry acquisition. The note bears interest at 8% per annum and matures on February 15, 2023. In February 2023, the parties verbally agreed to extend the maturity date to December 31, 2023. Interest expense was $149,177 and $259,177 for the three and six months ended June 30, 2023, respectively. On June 21, 2023, the Company and the Sundry Holders executed a Securities Purchase Agreement (the “Sundry SPA”) whereby the Company issued 5,761 shares of Series C Convertible Preferred Stock to the Sundry Holders for $1,000 per share (see Note 7). The shares were issued pursuant to the cancellation of the Sundry Holders’ entire principal amount of $5,500,000 and accrued interest of $259,177.
In March 2023, the Company and various purchasers executed a Securities Purchase Agreement (“March 2023 Notes”) whereby the investors purchased from the Company promissory notes in the aggregate principal amount of $2,458,750, consisting of original issue discount of $608,750. The Company received net proceeds of $1,850,000 after additional fees. The March 2023 Notes are due and payable on September 30, 2023 (the “Maturity Date”). The Company will also have the option to prepay the Notes with no penalties at any time prior to the Maturity Date. If the Company completes a debt or equity financing of less than $7,500,000, the Company is required to repay 50% of the remaining balance of the March 2023 Notes. Following such 50% repayment, the Company must also use any proceeds from any subsequent debt or equity financing to repay the March 2023 Notes. Upon the closing of any debt or equity financing of $7,500,000 or greater, the Company is required to repay 100% of the Notes with no penalties. There is no additional interest after the 20% original interest discount. Upon the Company’s equity financing in September 2023, the Company repaid an aggregate $1,059,732 in principal to the respective noteholders. The Company recognized a debt discount of $608,750, which was fully amortized through September 30, 2023. This note is currently in default, however the parties are currently working on an extension to the Maturity Date.
The following is a summary of promissory notes payable, net:
| | | | | | |
| | September 30, | | December 31, |
| | 2023 | | 2022 |
Bailey Note | | $ | 3,500,000 | | $ | 3,500,000 |
Sundry Note | | | — | | | 5,500,000 |
March 2023 Notes - principal | | | 1,399,018 | | | — |
Promissory note payable, net | | $ | 4,899,018 | | $ | 9,000,000 |
NOTE 8: STOCKHOLDERS’ DEFICIT
On January 11, 2023, the Company, entered into a Securities Purchase Agreement with a certain accredited investor, pursuant to which the Company agreed to issue and sell, in a private placement (the “January Private Placement”), an aggregate of 475,000 shares of the Company’s common stock (“Common Stock”), and accompanying warrants to purchase 475,000 shares of Common Stock, at a