Company: BLNE
Filing Date: 2025-08-07
Form Type: PRE 14A
Source: 0001641172-25-022594
Chunk: 2

Company: Beeline Holdings, Inc.
Filing Date: 2025-08-07
Form: PRE 14A
Chunk 2
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 Answers Regarding the Annual Meeting                                                                        |    1 |
| Proposal 1. Election of Directors                                                                                         |    8 |
| Executive Officers                                                                                                        |   10 |
| Corporate Governance                                                                                                      |   10 |
| Certain Relationships and Related Party Transactions                                                                      |   15 |
| Security Ownership of Certain Beneficial Owners and Management                                                            |   21 |
| Proposal 2. Approval of the Amended and Restated 2025 Equity Incentive Plan                                               |   24 |
| Executive Compensation                                                                                                    |   31 |
| Director Compensation                                                                                                     |   33 |
| Proposal 3. Approval of the Increase in Common Stock Issuable Under our Series G Convertible Preferred Stock and Warrants |   34 |
| Proposal 4. Adjournment                                                                                                   |   37 |
| Other Matters                                                                                                             |   37 |

| iii |

<div align='center'>Beeline Holdings, Inc.

188 Valley Street, Suite 225,

Providence, RI, 02909

888-810-5760

2025 ANNUAL MEETING OF STOCKHOLDERS

PROXY STATEMENT</div>

This Proxy Statement is being made available to the holders of shares of the voting stock of Beeline Holdings, Inc., a Delaware corporation (“Beeline” or the “Company”) in connection with the solicitation of proxies by our Board of Directors (the “Board”) for use at the 2025 Annual Meeting of Stockholders of Beeline (the “Annual Meeting”) to be held at 11:00 a.m. Eastern Time on October 2, 2025. The Annual Meeting will be a virtual meeting conducted via an audio conference call and no in person meeting will be held. To attend the Annual Meeting, vote your shares, and submit your questions during the Annual Meeting, dial 1-877-407-3088 (Toll Free) and present your unique 12-digit control number. The Notice of Internet availability of proxy materials is first being mailed to our stockholders on or about August 18, 2025.

Why did I receive a notice in the mail regarding the internet availability of proxy materials instead of a full set of proxy materials?

In accordance with the Securities and Exchange Commission (the “SEC”) rules, we may furnish proxy materials, including this Proxy Statement and our Annual Report on Form 10-K (our “Annual Report”), to our stockholders by providing access to such documents on the Internet instead of mailing printed copies. Accordingly, we