High Roller Technologies (ROLR) files Form 144 to sell 100,000 shares via Morgan Stanley

Rhea-AI Filing Summary

High Roller Technologies, Inc. reports a proposed sale of Common Stock under a Form 144 notice. The filing lists 100,000 shares tied to a broker dealer relationship with Morgan Stanley and an aggregate dollar figure of $552,000.00, with an as of date of 05/26/2026. The excerpt also shows a prior in‑kind distribution of 787,648 shares received by the filer on 04/28/2026 following a redemption/buy‑back by Cascadia Holdings Limited.

Insights

Securities Attorney

Notice describes a proposed resale under Rule 144 with context on source and distribution.

The filing identifies Common Stock intended for sale through a broker relationship with Morgan Stanley and lists $552,000.00 associated with 05/26/2026. It states the shares were acquired in a private placement by Cascadia and later distributed in kind.

Careful review of transfer restrictions, holding periods under Regulation D/Section 4(a)(2), and any legends is warranted; timing and sale mechanics are limited to the notice entries in the excerpt.

Capital Markets Analyst

Filing signals potential secondary supply but does not quantify market impact.

The notice lists 100,000 shares and an earlier distribution of 787,648 shares received on 04/28/2026. The excerpt ties transactions to a redemption/buy‑back and a pro rata in‑kind distribution.

Whether these shares enter the market depends on holder decisions and transferability; subsequent SEC or broker disclosures may show execution details.

Key Figures

Proposed shares to sell: 100,000 shares Aggregate dollar amount: $552,000.00 Prior in‑kind distribution: 787,648 shares +2 more

5 metrics

Proposed shares to sell 100,000 shares listed with Morgan Stanley, as of <date>05/26/2026</date>

Aggregate dollar amount $552,000.00 associated with the listing, as of <date>05/26/2026</date>

Prior in‑kind distribution 787,648 shares distributed to filer in connection with Cascadia redemption on <date>04/28/2026</date>

Context date 05/26/2026 date shown on the securities line for the proposed sale

Acquisition basis private placement under Regulation D/Section 4(a)(2) source of shares acquired by Cascadia (statement in excerpt)

Key Terms

Regulation D/Section 4(a)(2), in‑kind distribution, Form 144, pro rata distribution

4 terms

Regulation D/Section 4(a)(2) regulatory

"acquired in a private placement under Regulation D/Section 4(a)(2)"

in‑kind distribution financial

"distributed in kind to filer in connection with the redemption/buy-back"

Form 144 regulatory

"Securities Sold During The Past 3 Months 144: Remarks and Signature"

Form 144 is a document that investors must file with the government when they plan to sell a large number of shares of a company's stock. It helps ensure transparency so everyone knows how many shares are being sold and when, which can impact the stock's price.

pro rata distribution financial

"No cash consideration; pro rata distribution"

A pro rata distribution is when a company or organization shares out money, assets, or benefits evenly among all eligible people based on their size or share. For example, if a company makes a profit and distributes it to shareholders, each person gets a portion proportional to how many shares they own. It ensures everyone gets their fair part based on their ownership or stake.

Form 144 Filer Information	UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 144 NOTICE OF PROPOSED SALE OF SECURITIES PURSUANT TO RULE 144 UNDER THE SECURITIES ACT OF 1933
FORM 144

144: Filer Information

Filer CIK
Filer CCC
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer

SEC File Number

Address of Issuer

Phone

Name of Person for Whose Account the Securities are To Be Sold

See the definition of "person" in paragraph (a) of Rule 144. Information is to be given not only as to the person for whose account the securities are to be sold but also as to all other persons included in that definition. In addition, information shall be given as to sales by all persons whose sales are required by paragraph (e) of Rule 144 to be aggregated with sales for the account of the person filing this notice.

Relationship to Issuer

144: Securities Information

Title of the Class of Securities To Be Sold	Name and Address of the Broker	Number of Shares or Other Units To Be Sold	Aggregate Market Value	Number of Shares or Other Units Outstanding	Approximate Date of Sale	Name the Securities Exchange
Common Stock	Morgan Stanley 5250 N. Palm Ave Suite 321 Fresno CA 93704	100000	552000.00	10968987	05/26/2026	NYSE American

Furnish the following information with respect to the acquisition of the securities to be sold and with respect to the payment of all or any part of the purchase price or other consideration therefor:

144: Securities To Be Sold

Title of the Class	Date you Acquired	Nature of Acquisition Transaction	Name of Person from Whom Acquired	Is this a Gift?	Date Donor Acquired	Amount of Securities Acquired	Date of Payment	Nature of Payment *
Common Stock	01/16/2024	Securities acquired by Cascadia Holdings Limited in a private placement under Regulation D/Section 4(a)(2); distributed in kind to filer in connection with the redemption/buy-back of filer's interest in Cascadia	High Roller Technologies, Inc			787648	04/28/2026	No cash consideration; pro rata distribution

* If the securities were purchased and full payment therefor was not made in cash at the time of purchase, explain in the table or in a note thereto the nature of the consideration given. If the consideration consisted of any note or other obligation, or if payment was made in installments describe the arrangement and state when the note or other obligation was discharged in full or the last installment paid.

Furnish the following information as to all securities of the issuer sold during the past 3 months by the person for whose account the securities are to be sold.

144: Securities Sold During The Past 3 Months

Nothing to Report

144: Remarks and Signature

Remarks

Date of Notice

ATTENTION:

The person for whose account the securities to which this notice relates are to be sold hereby represents by signing this notice that he does not know any material adverse information in regard to the current and prospective operations of the Issuer of the securities to be sold which has not been publicly disclosed. If such person has adopted a written trading plan or given trading instructions to satisfy Rule 10b5-1 under the Exchange Act, by signing the form and indicating the date that the plan was adopted or the instruction given, that person makes such representation as of the plan adoption or instruction date.

Signature

ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)

FAQ

What does High Roller Technologies' Form 144 say about the number of shares proposed for sale?

The notice lists 100,000 shares of Common Stock associated with a broker relationship and an aggregate figure of $552,000.00. The filing also shows a prior in‑kind distribution of 787,648 shares on 04/28/2026.

How were the shares acquired that are referenced in the Form 144 for ROLR?

The excerpt states the shares were acquired by Cascadia Holdings Limited in a private placement under Regulation D/Section 4(a)(2) and then distributed in kind to the filer in connection with a redemption/buy‑back.

Does the Form 144 specify the broker or method for selling the shares?

The notice references Morgan Stanley (address shown) and lists the sale amount and date; the excerpt indicates broker involvement but does not detail exact sale methods beyond the broker listing.

Are there dates attached to the proposed sale and prior distribution in the filing?

Yes. The proposed sale line includes an as of date of 05/26/2026, and the earlier in‑kind distribution from Cascadia is dated 04/28/2026 in the excerpt.