OSCR Form 144: 66,085 RSU Shares Listed for Sale

OSCR submitted a Form 144 reporting the proposed sale of 66,085 shares tied to restricted stock units vesting under a registered plan on 06/01/2026.

Rhea-AI Filing Summary

OSCR submitted a Form 144 reporting the proposed sale of 66,085 shares tied to restricted stock units vesting under a registered plan on 06/01/2026.

The filing also discloses prior sales by Richard Scott Blackley: 19,221 shares on 03/02/2026 ($257,369.19), 91,259 shares on 05/14/2026 ($2,108,082.90), 8,741 shares on 05/14/2026 ($207,948.39), and 110,000 shares on 05/18/2026 ($2,753,300.00).

Insights

Equity Compensation Specialist

Documents planned resale of vested RSUs and records recent insider dispositions.

The filing lists 66,085 shares tied to restricted stock units vesting on 06/01/2026, described as "Services Rendered." This is a standard disclosure when holders plan to sell vested compensation shares.

Prior dispositions by Richard Scott Blackley are recorded with exact share counts and gross proceeds; cash‑flow treatment for the proposed sale is not stated in the excerpt.

Securities Compliance Analyst

Form 144 entries document resale mechanics and recent transactions for reporting persons.

The filing itemizes several transactions by Richard Scott Blackley with dates, share counts, and dollar amounts. These entries align with Form 144's role in reporting proposed or recent sales by affiliates.

Regulatory qualifiers or sale methods are not included in the provided text; subsequent filings may show distribution methods or broker details.

Key Figures

RSU shares proposed for sale: 66,085 shares Sale — 03/02/2026: 19,221 shares Sale — 05/14/2026 (large): 91,259 shares +3 more

6 metrics

RSU shares proposed for sale 66,085 shares vesting under a registered plan on 06/01/2026

Sale — 03/02/2026 19,221 shares proceeds $257,369.19

Sale — 05/14/2026 (large) 91,259 shares proceeds $2,108,082.90

Sale — 05/14/2026 (additional) 8,741 shares proceeds $207,948.39

Sale — 05/18/2026 110,000 shares proceeds $2,753,300.00

Record number (ambiguous line) 34,808 appears in securities line of the excerpt

Key Terms

Form 144, Restricted stock units, Issuer, Services Rendered

4 terms

Form 144 regulatory

"144: Securities To Be Sold"

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.

Restricted stock units financial

"Restricted stock units vesting under a registered plan"

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.

Issuer regulatory

"Restricted stock units vesting under a registered plan | Issuer"

Services Rendered other

"66085 | 06/01/2026 | Services Rendered"

FAQ

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

What does OSCR's Form 144 report about RSUs?

It lists a proposed sale of 66,085 shares from restricted stock units vesting on 06/01/2026. The entry labels the shares as issued for Services Rendered under a registered plan.

Who sold shares recently according to the filing for OSCR?

Richard Scott Blackley completed multiple sales: 19,221 shares on 03/02/2026, 91,259 and 8,741 shares on 05/14/2026, and 110,000 shares on 05/18/2026. Each sale lists corresponding proceeds.

How much did the reported sales by Richard Scott Blackley generate?

The filing shows gross proceeds for each sale: $257,369.19, $2,108,082.90, $207,948.39, and $2,753,300.00. These amounts are reported next to the respective trade dates.

Are the shares for sale described as issuer or affiliate shares?

The RSUs tied to 66,085 shares are listed with the label Issuer, indicating they arise from an issuer plan. The filing text identifies the source as restricted stock units under a registered plan.

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

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Accepted by SEC EDGAR 06/02/2026 - 04:05 PM EDT Learn about SEC filing dates

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	0001525020
Filer CCC	XXXXXXXX
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer	Oscar Health, Inc.
SEC File Number	001-40154
Address of Issuer	75 Varick Street, 5th Floor New York NEW YORK 10013
Phone	646-403-3677
Name of Person for Whose Account the Securities are To Be Sold	Richard Scott Blackley
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	CFO

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 Smith Barney LLC Executive Financial Services 1 New York Plaza, 8th Floor New York NY 10004	34808	773781.84	265902000	06/02/2026	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 Stock	06/01/2026	Restricted stock units vesting under a registered plan	Issuer			66085	06/01/2026	Services Rendered

* 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
Richard Scott Blackley 75 Varick Street, 5th Floor New York NY 10013	Common Stock	03/02/2026	19221	257369.19
Richard Scott Blackley 75 Varick Street, 5th Floor New York NY 10013	Common Stock	05/14/2026	91259	2108082.90
Richard Scott Blackley 75 Varick Street, 5th Floor New York NY 10013	Common Stock	05/14/2026	8741	207948.39
Richard Scott Blackley 75 Varick Street, 5th Floor New York NY 10013	Common Stock	05/18/2026	110000	2753300.00

144: Remarks and Signature

Remarks
Date of Notice	06/02/2026
Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1	08/08/2025
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	Melissa Curtin, Attorney-in-Fact for Richard Scott Blackley
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)