OSCR Insider Trading
Oscar Health, Inc. | Hospital & Medical Service Plans
Comprehensive Trading Performance Summary
The investment history of corporate insiders at Oscar Health, Inc. provides a unique lens into the internal conviction of the company's leadership. By analyzing SEC Form 4 filings, investors can track how directors and officers are allocating their own capital. High-conviction buying often signals that management believes the current market price significantly undervalues future growth prospects, while strategic selling might occur for personal liquidity or portfolio diversification. Monitoring these shifts in ownership is essential for understanding the alignment between management and shareholders in the Hospital & Medical Service Plans sector.
Transactions on Chart
Open Full Chart| Filing Date | Trade Date | Reporting Person | Relationship | Type | Price | Qty | Total, $ | Owned After | Change, % |
|---|---|---|---|---|---|---|---|---|---|
| 2026-07-06 20:11 | 2026-07-01 | Schlosser Mario | Director | SELL | $31.24 | 47,500 | $1,484,014 | 0 | -100.0% |
| 2026-07-01 20:16 | 2026-06-29 | Bertolini Mark T | Director, Officer - Chief Executive Officer | SELL | $28.87 | 1,238,996 | $35,767,337 | 7,751,570 | -13.8% |
| 2026-06-29 20:17 | 2026-06-25 | Bertolini Mark T | Director, Officer - Chief Executive Officer | SELL | $28.94 | 1,206,310 | $34,912,059 | 8,990,566 | -11.8% |
| 2026-06-25 20:17 | 2026-06-23 | Schlosser Mario | Director | OPT+S | $29.38 | 1,027,500 | $30,183,429 | 0 | 0.0% |
| 2026-06-04 20:15 | 2026-06-02 | Blackley Richard Scott | Officer - Chief Financial Officer | SELL | $21.94 | 31,683 | $695,163 | 1,074,977 | -2.9% |
| 2026-06-04 20:16 | 2026-06-02 | Liang Janet | Officer - President, Oscar Insurance | SELL | $21.94 | 12,475 | $273,716 | 259,057 | -4.6% |
| 2026-06-04 20:16 | 2026-06-02 | McAnaney Adam | Officer - Chief Legal Officer | SELL | $21.94 | 9,859 | $216,318 | 218,096 | -4.3% |
| 2026-06-04 20:16 | 2026-06-02 | Schlosser Mario | Director | SELL | $21.94 | 34,120 | $748,634 | 480,866 | -6.6% |
| 2026-06-04 20:17 | 2026-06-02 | Baltrus Victoria | Officer - Chief Accounting Officer | SELL | $21.94 | 1,523 | $33,417 | 214,589 | -0.7% |
| 2026-05-20 20:17 | 2026-05-18 | Blackley Richard Scott | Officer - Chief Financial Officer | SELL | $25.03 | 110,000 | $2,753,300 | 1,106,660 | -9.0% |
| 2026-05-18 20:15 | 2026-05-14 | Blackley Richard Scott | Officer - Chief Financial Officer | SELL | $23.16 | 100,000 | $2,316,030 | 1,216,660 | -7.6% |
| 2026-04-07 20:16 | 2026-04-06 | Bertolini Mark T | Director, Officer - Chief Executive Officer | BUY | $11.92 | 1,000,000 | $11,920,000 | 10,196,876 | +10.9% |
| 2026-03-05 00:23 | 2026-03-02 | Liang Janet | Officer - President, Oscar Insurance | SELL | $13.39 | 7,453 | $99,796 | 271,532 | -2.7% |
| 2026-03-05 00:19 | 2026-03-02 | Baltrus Victoria | Officer - Chief Accounting Officer | SELL | $13.39 | 4,638 | $62,103 | 216,112 | -2.1% |
| 2026-03-05 00:18 | 2026-03-02 | McAnaney Adam | Officer - Chief Legal Officer | SELL | $13.39 | 18,710 | $250,527 | 227,955 | -7.6% |
| 2026-03-05 00:17 | 2026-03-02 | Schlosser Mario | Director, Officer - President of Technology & CTO | SELL | $13.39 | 24,335 | $325,846 | 514,986 | -4.5% |
| 2026-03-05 00:17 | 2026-03-02 | Blackley Richard Scott | Officer - Chief Financial Officer | SELL | $13.39 | 19,221 | $257,369 | 1,466,660 | -1.3% |
| 2026-01-13 00:18 | 2026-01-08 | Schlosser Mario | Director, Officer - President of Technology & CTO | SELL | $17.65 | 23,038 | $406,621 | 350,180 | -6.2% |
| 2026-01-09 00:17 | 2026-01-06 | Schlosser Mario | Director, Officer - President of Technology & CTO | SELL | $17.01 | 76,962 | $1,309,124 | 350,180 | -18.0% |
| 2026-01-07 00:18 | 2026-01-02 | Schlosser Mario | Director, Officer - President of Technology & CTO | SELL | $15.28 | 234,861 | $3,587,713 | 350,180 | -40.1% |
| 2025-12-31 00:16 | 2025-12-24 | Schlosser Mario | Director, Officer - President of Technology & CTO | SELL | $15.00 | 38,835 | $582,525 | 438,348 | -8.1% |
| 2025-12-05 00:16 | 2025-12-02 | Baltrus Victoria | Officer - Chief Accounting Officer | SELL | $16.59 | 4,149 | $68,832 | 203,450 | -2.0% |
| 2025-12-05 00:17 | 2025-12-02 | Liang Janet | Officer - President, Oscar Insurance | SELL | $16.59 | 7,338 | $121,737 | 172,527 | -4.1% |
| 2025-12-05 00:17 | 2025-12-02 | Schlosser Mario | Director, Officer - President of Technology & CTO | SELL | $16.59 | 23,965 | $397,579 | 477,183 | -4.8% |
| 2025-12-05 00:17 | 2025-12-02 | McAnaney Adam | Officer - Chief Legal Officer | SELL | $16.59 | 1,852 | $30,725 | 179,241 | -1.0% |
| 2025-12-05 00:16 | 2025-12-02 | Blackley Richard Scott | Officer - Chief Financial Officer | SELL | $16.59 | 25,135 | $416,990 | 1,351,034 | -1.8% |
| 2025-11-14 00:18 | 2025-11-11 | Schlosser Mario | Director, Officer - President of Technology & CTO | OPT+S | $15.21 | 391,482 | $5,954,754 | 501,148 | 0.0% |
| 2025-09-24 23:20 | 2025-09-22 | Schlosser Mario | Director, Officer - President of Technology & CTO | OPT+S | $18.43 | 395,000 | $7,279,850 | 501,148 | 0.0% |
| 2025-05-14 23:20 | 2025-05-12 | Robinson Elbert O. Jr. | Director | SELL | $16.43 | 25,000 | $410,750 | 64,512 | -27.9% |
| 2024-12-10 00:41 | 2024-12-06 | Quane Alessandrea C. | Officer - EVP, Chief Insurance Officer | OPT+S | $16.16 | 16,793 | $271,293 | 430,216 | 0.0% |
| 2024-12-10 00:40 | 2024-12-06 | Blackley Richard Scott | Officer - Chief Financial Officer | OPT+S | $16.16 | 29,939 | $483,668 | 914,402 | 0.0% |
| 2024-12-04 00:16 | 2024-12-02 | Wolin Steven | Officer - Chief Operating Officer | OPT+S | $18.08 | 19,580 | $353,955 | 102,598 | 0.0% |
| 2024-12-04 00:16 | 2024-12-02 | Schlosser Mario | Director, Officer - President of Technology & CTO | OPT+S | $18.08 | 6,516 | $117,792 | 81,962 | 0.0% |
| 2024-12-04 00:16 | 2024-12-02 | Bopitiya Ranmali | Officer - EVP & Chief Legal Officer | OPT+S | $18.08 | 19,157 | $346,309 | 241,488 | 0.0% |
| 2024-12-04 00:16 | 2024-12-02 | Quane Alessandrea C. | Officer - EVP, Chief Insurance Officer | OPT+S | $18.08 | 26,895 | $486,192 | 415,759 | 0.0% |
| 2024-12-04 00:15 | 2024-12-02 | Baltrus Victoria | Officer - Chief Accounting Officer | OPT+S | $18.08 | 8,078 | $146,029 | 146,036 | 0.0% |
| 2024-12-04 00:15 | 2024-12-02 | Blackley Richard Scott | Officer - Chief Financial Officer | OPT+S | $18.08 | 25,279 | $456,979 | 881,841 | 0.0% |
| 2024-11-23 00:21 | 2024-11-20 | Robinson Elbert O. Jr. | Director | SELL | $17.05 | 25,000 | $426,250 | 89,512 | -21.8% |
| 2024-11-23 00:33 | 2024-11-20 | Thrive Partners VII Growth GP, LLC | Director, 10% owner | BUY | $16.91 | 188,395 | $3,185,684 | 6,343,617 | +3.1% |
| 2024-11-23 00:29 | 2024-11-20 | Kushner Joshua | Director, Officer, 10% owner - Co-Founder and Vice Chairman | BUY | $16.91 | 188,395 | $3,185,684 | 6,343,617 | +3.1% |
| 2024-11-19 01:02 | 2024-11-14 | Thrive Partners VII Growth GP, LLC | Director, 10% owner | BUY | $15.80 | 344,522 | $5,444,343 | 6,155,222 | +5.9% |
| 2024-11-19 00:55 | 2024-11-14 | Kushner Joshua | Director, Officer, 10% owner - Co-Founder and Vice Chairman | BUY | $15.80 | 344,522 | $5,444,343 | 6,155,222 | +5.9% |
| 2024-11-14 05:13 | 2024-11-11 | Kushner Joshua | Director, Officer, 10% owner - Co-Founder and Vice Chairman | BUY | $13.67 | 1,055,478 | $14,429,967 | 5,810,700 | +22.2% |
| 2024-11-14 05:11 | 2024-11-11 | Thrive Partners VII Growth GP, LLC | Director, 10% owner | BUY | $13.67 | 1,055,478 | $14,429,967 | 5,810,700 | +22.2% |
| 2024-09-09 23:52 | 2024-09-06 | Quane Alessandrea C. | Officer - EVP, Chief Insurance Officer | OPT+S | $17.06 | 16,793 | $286,489 | 392,607 | 0.0% |
| 2024-09-09 23:51 | 2024-09-06 | Blackley Richard Scott | Officer - Chief Financial Officer | OPT+S | $17.06 | 29,957 | $511,066 | 853,875 | 0.0% |
| 2024-09-05 03:42 | 2024-09-03 | Schlosser Mario | Director, Officer - President of Technology & CTO | OPT+S | $17.82 | 6,114 | $108,956 | 74,066 | 0.0% |
| 2024-09-05 03:42 | 2024-09-03 | Bopitiya Ranmali | Officer - EVP & Chief Legal Officer | OPT+S | $17.82 | 69,153 | $1,232,362 | 218,907 | 0.0% |
| 2024-09-05 03:41 | 2024-09-03 | Wolin Steven | Officer - Chief Operating Officer | OPT+S | $17.82 | 19,579 | $348,913 | 83,714 | 0.0% |
| 2024-09-05 03:36 | 2024-09-03 | Baltrus Victoria | Officer - Chief Accounting Officer | OPT+S | $17.82 | 8,078 | $143,956 | 136,796 | 0.0% |
How to Interpret $OSCR Trades
Not every insider transaction in Oscar Health, Inc. is a signal for immediate action. Professional investors look for "cluster buying"—when multiple executives simultaneously purchase $OSCR shares on the open market. It is crucial to distinguish between scheduled sales (under Rule 10b5-1) and voluntary increases in ownership, which demonstrate management’s true conviction that the stock is undervalued.
Data Source & Accuracy for OSCR
Insider activity data for Oscar Health, Inc. is streamed in real-time directly from the SEC EDGAR system. We analyze raw Form 4 filings, filtering out technical adjustments and complex derivative transactions. This provides a transparent view of how ownership structure is evolving in $OSCR, allowing you to follow the capital of those with the most intimate knowledge of the company.
UNDERSTANDING THE DATA
FILING DATE: The date and time when the transaction was reported to the SEC. This is when the public first receives the information.
TRADE DATE: The actual day the insider executed the purchase or sale in the market.
INDUSTRY: The specific market sector the company operates in. Useful for identifying broader institutional capital flows across sectors.
OWNED AFTER: The total number of shares held by the insider following the transaction. This highlights the insider's remaining conviction in the company.
CHANGE %: The percentage increase or decrease of the insider's total position. Large percentage changes often carry more weight than the dollar amount alone.
TRADE TYPES DEFINITIONS
BUY: An open market purchase. Typically indicates an insider's belief that the stock is undervalued or poised for growth.
SELL: An open market sale. While often used for diversification or liquidity, large or unexpected sales can be a warning signal.
OPT+S (OPTION EXERCISE & SALE): This occurs when an insider exercises their stock options and sells them immediately. Often part of a structured compensation plan.