[144] Oscar Health, Inc. SEC Filing

Rhea-AI Filing Summary

OSCR submitted a Form 144 notice relating to the proposed sale of 110,000 shares of Common Stock consisting of restricted stock units. The filing also records recent 10b5-1 sales by Richard Scott Blackley of 100,000 shares on 05/14/2026 and 19,221 shares on 03/02/2026.

Insights

Corporate Governance Analyst

Rule 144 notice records proposed resale and recent 10b5-1 transactions.

The filing lists 110,000 restricted stock units identified for sale and documents prior 10b5-1 dispositions of 100,000 and 19,221 shares by Richard Scott Blackley on the dates shown. This is a standard disclosure of planned resale activity under resale rules.

Timing and execution depend on broker procedures and compliance with Rule 144 conditions; subsequent filings will show actual transfer or sale amounts and settlement details.

Key Figures

Proposed resale: 110,000 shares 10b5-1 sale: 100,000 shares 10b5-1 sale: 19,221 shares

3 metrics

Proposed resale 110,000 shares restricted stock units

10b5-1 sale 100,000 shares sold on <date>05/14/2026</date> for <money>$2,315,890</money>

10b5-1 sale 19,221 shares sold on <date>03/02/2026</date> for <money>$257,369.19</money>

Key Terms

Rule 144, 10b5-1, Restricted Stock Units

3 terms

Rule 144 regulatory

"Form 144 notice of proposed sale under resale rule"

Rule 144 is a U.S. securities regulation that sets conditions under which restricted or insider-held shares can be legally resold to the public, such as required holding periods, availability of public information, limits on how much can be sold at once, and certain filing requirements. For investors it matters because it determines when previously locked-up shares can enter the market — like a release valve that can increase supply, affect share price, and signal insider intent.

10b5-1 regulatory

"10b5-1 Sales for RICHARD SCOTT BLACKLEY recorded in the filing"

A 10b5-1 plan is a pre-set schedule that lets company insiders buy or sell shares according to written instructions made when they do not possess material, nonpublic information. Think of it as a timed automatic payment for stock trades: it helps insiders avoid accusations of trading on secret information and gives outside investors a clearer signal about whether sales are routine or potentially informative about the company’s prospects.

Restricted Stock Units financial

"Securities To Be Sold lists Restricted Stock Units dated 08/28/2024"

Restricted stock units are a type of company reward where employees are promised shares of stock, but they only fully own these shares after meeting certain conditions, like staying with the company for a set time. They matter because they can become valuable assets and are often used to motivate employees to help the company succeed.

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	Morgan Stanley Smith Barney LLC Executive Financial Services 1 New York Plaza 8th Floor New York NY 10004	110000	2565200.00	265902000	05/18/2026	NYSE

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	08/28/2024	Restricted Stock Units	Issuer			110000	08/28/2024	N/A

* 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

Name and Address of Seller	Title of Securities Sold	Date of Sale	Amount of Securities Sold	Gross Proceeds
10b5-1 Sales for RICHARD SCOTT BLACKLEY 75 Varick Street, 5th Floor New York NY 10013	Common	05/14/2026	100000	2315890.00
RICHARD SCOTT BLACKLEY 75 Varick Street, 5th Floor New York NY 10013	Common	03/02/2026	19221	257369.19

144: Remarks and Signature

Remarks

Date of Notice

Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1

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 OSCR's Form 144 disclose?

The Form 144 notifies the market of a proposed sale of 110,000 shares of Common Stock (restricted stock units). It also records recent 10b5-1 sales by Richard Scott Blackley of 100,000 and 19,221 shares on the listed dates.

Who is the selling party in the OSCR Form 144?

The filing names Morgan Stanley Smith Barney LLC as the broker and identifies Richard Scott Blackley as the source of recent 10b5-1 sales. The Form 144 lists the securities and sale notices tied to that individual and broker.

What recent sales are reported in the filing for OSCR?

The excerpt records two 10b5-1 sales by Richard Scott Blackley: 100,000 shares on 05/14/2026 for $2,315,890 and 19,221 shares on 03/02/2026 for $257,369.19, as disclosed in the filing.

Do these Form 144 filings mean shares have been sold?

A Form 144 is a notice of proposed resale under Rule 144; it indicates intent to sell but does not itself confirm settlement. The filing also documents prior 10b5-1 sales that show actual transactions on the dates disclosed.