Company: BLNE
Filing Date: 2025-09-12
Form Type: DRS
Source: 0001493152-25-013186
Chunk: 10

Company: Beeline Holdings, Inc.
Filing Date: 2025-09-12
Form: DRS
Chunk 10
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 ● | Up                                                                                                                              
 to 2,583,273 shares of common stock available for issuance pursuant to the Company’s Amended and Restated 2025 Equity Incentive 
 Plan and grants thereunder.                                                                                                     |

The share amounts and prices do not give effect to (i) an estimated 5,868 warrants with an exercise price of $231.20 per share which we are obligated to issue to former Beeline Financial warrant holders as a result of the Merger, or (ii) potential adjustment to the numbers of conversion and exercise prices and underlying shares pursuant to provisions in the respective securities described herein.

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<div align='center'>RISK FACTORS</div>

Any investment in our common stock involves a high degree of risk. Investors should carefully consider the risks described below and all of the information contained in this prospectus before deciding whether to purchase our common stock. Our business, financial condition and results of operations could be materially adversely affected by these risks if any of them actually occur. This prospectus also contains forward-looking statements that involve risks and uncertainties. Our actual results could differ materially from those anticipated in these forward-looking statements as a result of certain factors, including the risks we face as described below and elsewhere in this prospectus.

Before making an investment decision, you should consider carefully the risks, uncertainties and other factors described in our most recent Annual Report on Form 10-K, updated by subsequent quarterly reports on Form 10-Q and current reports on Form 8-K that we have filed or will file with the SEC, which are incorporated by reference into this prospectus.

Our business, affairs, prospects, assets, financial condition, results of operations and cash flows could be materially and adversely affected by these risks. For more information about our SEC filings, please see “Where You Can Find More Information”.

Risks Related to the Purchase Agreement with C/M

The sale or issuance of our common stock to C/M will create dilution to our other stockholders and the sale of the shares of common stock acquired by C/M, or the perception that such sales may occur, could cause the price of our common stock to fall.

Pursuant to the Purchase Agreement with C/M, C/M has committed to purchase up to $12,500,000 of our common stock. The shares of common stock that may be sold pursuant to the Purchase Agreement may be sold by us to C/M at our discretion from time-to-time. The purchase price for the shares that we may sell to C/M under the Purchase