Beeline CAO’s family accounts buy 15,000 shares

Beeline Holdings, Inc. Chief Accounting Officer Milton Tiffany reported indirect open-market purchases of the company’s common stock through family and retirement accounts.

Rhea-AI Filing Summary

Beeline Holdings, Inc. Chief Accounting Officer Milton Tiffany reported indirect open-market purchases of the company’s common stock through family and retirement accounts. On May 19, 2026, accounts held by his spouse and IRA bought a total of 15,000 shares at $1.02 per share in open-market transactions. Following these purchases, reported indirect holdings included 10,003 shares held by his spouse and 15,003 shares held by an IRA, alongside 491 shares held directly and small additional indirect holdings by his daughter and a Roth IRA. A footnote states that Tiffany disclaims beneficial ownership of these securities.

Insider Trade Summary

Net Buyer: 15,000 shares

Net Buy 6 txns

Insider Milton Tiffany

Role Chief Accounting Officer

Bought 15,000 shs ($15K)

Type	Security	Shares	Price	Value
Purchase	Common Stock	5,000	$1.02	$5K
Purchase	Common Stock	10,000	$1.02	$10K
holding	Common Stock	--	--	--
holding	Common Stock	--	--	--
holding	Common Stock	--	--	--
holding	Common Stock	--	--	--

Holdings After Transaction: Common Stock — 15,003 shares (Indirect, By IRA); Common Stock — 10,003 shares (Indirect, By Spouse); Common Stock — 5 shares (Indirect, By Roth IRA); Common Stock — 10 shares (Indirect, By Daughter); Common Stock — 491 shares (Direct)

Footnotes (1)

1. F1. The reporting person disclaims beneficial ownership of these securities, and this report shall not be deemed an admission that the reporting person is the beneficial owner of such securities for purposes of Section 16 or for any other purpose.

Key Figures

Spouse purchase: 10,000 shares at $1.02 IRA purchase: 5,000 shares at $1.02 Net insider buying: 15,000 shares +3 more

6 metrics

Spouse purchase 10,000 shares at $1.02 Open-market purchase on May 19, 2026, indirect by spouse

IRA purchase 5,000 shares at $1.02 Open-market purchase on May 19, 2026, indirect by IRA

Net insider buying 15,000 shares Net buy reported in transaction summary

Spouse holdings after trade 10,003 shares Indirect ownership by spouse following transactions

IRA holdings after trade 15,003 shares Indirect ownership by IRA following transactions

Direct holdings 491 shares Direct ownership of common stock reported by officer

Key Terms

open-market purchase, indirect ownership, Roth IRA, Section 16, +1 more

5 terms

open-market purchase financial

"transaction_action: open-market purchase"

An open-market purchase is when an investor or a company buys shares on a public stock exchange at the going market price, rather than through a private deal. It matters to investors because these purchases change how many shares are available, can push the stock price up or signal confidence from large buyers, and often affect per-share metrics like earnings—think of it like someone buying lots of apples off a grocery shelf, reducing supply and potentially raising the price.

indirect ownership financial

"ownership_type: indirect with nature of ownership By Spouse or By IRA"

Roth IRA financial

"nature_of_ownership: By Roth IRA"

A Roth IRA is a retirement savings account you fund with money that’s already been taxed, and withdrawals taken in retirement under the account rules are tax-free. It matters to investors because it shifts the tax bill to today instead of retirement, potentially increasing after-tax income later—think of it like paying for a lifetime subscription now so you can use it without extra charges in the future—helpful for long-term tax planning and flexibility.

Section 16 regulatory

"beneficial ownership disclaimer for purposes of Section 16"

Section 16 is a U.S. securities law rule that governs the trading and disclosure obligations of company insiders — typically officers, directors and large shareholders — to promote transparency and deter unfair profit-taking. It requires insiders to publicly report their stock trades and allows companies or the issuer to reclaim quick, short-term profits from certain insider trades, like a scoreboard and a refund policy that help investors see and limit possible insider advantage.

beneficial ownership regulatory

"The reporting person disclaims beneficial ownership of these securities"

Beneficial ownership means the person or entity that actually enjoys the benefits of owning shares or other assets — such as receiving dividends, voting rights, or price gains — even if the legal title is held in another name. For investors it matters because knowing who truly controls and profits from a company reveals who can influence decisions, exposes potential conflicts of interest or hidden concentration of power, and affects transparency and risk in the stock.

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

What insider transactions did Beeline Holdings (BLNE) report for Milton Tiffany?

Beeline’s Chief Accounting Officer reported indirect open-market purchases of common stock totaling 15,000 shares. The transactions were made through a spouse account and an IRA, both reported as indirect ownership.

At what price were the Beeline Holdings (BLNE) shares purchased?

The reported indirect purchases were made at $1.02 per share. Two separate open-market transactions were disclosed, one for 10,000 shares and another for 5,000 shares, both executed at this same price.

How many Beeline Holdings (BLNE) shares are held through the spouse account after the trades?

After the reported transactions, the spouse’s indirect account holds 10,003 shares of Beeline common stock. This figure reflects the position reported following the 10,000-share open-market purchase at $1.02 per share.

How many Beeline Holdings (BLNE) shares are held through the IRA after the trades?

Following the filing’s reported activity, the IRA account indirectly associated with the officer holds 15,003 shares. This post-transaction balance reflects the 5,000-share open-market purchase at $1.02 per share reported in the Form 4.

Does Milton Tiffany directly own Beeline Holdings (BLNE) shares?

Yes. The Form 4 shows 491 shares of Beeline common stock held under direct ownership. Additional small positions are reported as indirect holdings by a daughter and a Roth IRA, separate from the larger spouse and IRA accounts.

What does it mean that Milton Tiffany disclaims beneficial ownership of these Beeline (BLNE) shares?

The filing notes that Tiffany disclaims beneficial ownership of the reported securities. This legal language indicates he should not be deemed the beneficial owner of those shares for Section 16 or any other purpose.

AI-generated analysis. How Rhea-AI works. Not financial advice.

Form 4 Insider Transactions: What Each Field Means →

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Accepted by SEC EDGAR 05/19/2026 - 04:01 PM EDT Learn about SEC filing dates

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

Milton Tiffany

(Last) (First) (Middle)

188 VALLEY STREET

SUITE 225

(Street)

PROVIDENCE RHODE ISLAND 02909

(City) (State) (Zip)

UNITED STATES

(Country)

2. Issuer Name and Ticker or Trading Symbol
Beeline Holdings, Inc. [ BLNE ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	Chief Accounting Officer

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
05/19/2026

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

4. If Amendment, Date of Original Filed (Month/Day/Year)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
Common Stock	05/19/2026		P		5,000	A	$1.02	15,003	I	By IRA
Common Stock	05/19/2026		P		10,000	A	$1.02	10,003	I	By Spouse(1)
Common Stock								5	I	By Roth IRA
Common Stock								5	I	By Daughter
Common Stock								5	I	By Daughter
Common Stock								491	D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares

Explanation of Responses:

1. The reporting person disclaims beneficial ownership of these securities, and this report shall not be deemed an admission that the reporting person is the beneficial owner of such securities for purposes of Section 16 or for any other purpose.

	/s/ Tiffany Milton	05/19/2026
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.
* Form 4: SEC 1474 (03-26)