SEC Insider Transactions from Blackley Richard Scott.

Last updated: 2026-03-19 21:03 UTC | Total transactions: 71

Richard Scott Blackley, CFO of Oscar Health ($OSCR), sold shares on the open market twice in the past year for a total of $674 thousand. His most recent sale occurred on March 2, 2026. These sales rank 5,830th among 11,700 insiders, below the average of $8.6 million per seller across 6.4 transactions. He made no open market purchases.

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Transaction Date Company Ticker Insider Name Title Transaction Type Security Shares Price Shares Owned Following Total Shares Outstanding % of Owned % of Outstanding
March 18, 2026 SLM Corp $SLM Blackley Richard Scott Director A Common Stock 1402 $0.00 33,040.3000 199,268,318 4.43% 0.00%
March 12, 2026 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer G Class A Common Stock 75000 $0.00 1,466,660.0000 262,388,000 4.86% 0.03%
March 12, 2026 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer G Class A Common Stock 75000 $0.00 1,391,660.0000 262,388,000 5.70% 0.03%
March 12, 2026 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer G Class A Common Stock 75000 $0.00 1,391,660.0000 262,388,000 5.11% 0.03%
March 12, 2026 SLM Corp $SLM Blackley Richard Scott Director G Common Stock 11702 $0.00 31,603.6790 199,268,318 27.02% 0.01%
March 2, 2026 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer A Class A Common Stock 134847 $0.00 1,485,881.0000 262,388,000 9.98% 0.05%
March 2, 2026 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer S Class A Common Stock 19221 $13.39 1,466,660.0000 262,388,000 1.29% 0.01%
Dec. 17, 2025 SLM Corp $SLM Blackley Richard Scott Director A Common Stock 1023 $0.00 43,306.6073 203,038,649 2.42% 0.00%
Dec. 2, 2025 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer S Class A Common Stock 25135 $16.59 1,351,034.0000 259,273,000 1.83% 0.01%
Sept. 17, 2025 SLM Corp $SLM Blackley Richard Scott Director A Common Stock 977 $0.00 42,257.5698 208,481,380 2.37% 0.00%
Sept. 2, 2025 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer F Class A Common Stock 28166 $16.66 1,376,169.0000 265,853,000 2.01% 0.01%
June 17, 2025 SLM Corp $SLM Blackley Richard Scott Director A Common Stock 5281 $0.00 40,388.9277 210,382,294 15.04% 0.00%
June 18, 2025 SLM Corp $SLM Blackley Richard Scott Director A Common Stock 867 $0.00 41,255.9277 210,382,294 2.15% 0.00%
June 2, 2025 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer F Class A Common Stock 28185 $13.80 1,404,335.0000 265,853,000 1.97% 0.01%
March 19, 2025 SLM Corp $SLM Blackley Richard Scott Director A Common Stock 913 $0.00 35,078.6322 210,382,294 2.67% 0.00%
March 5, 2025 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer A Class A Common Stock 103426 $0.00 1,432,520.0000 265,853,000 7.78% 0.04%
March 1, 2025 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer F Class A Common Stock 22428 $14.61 1,329,094.0000 265,853,000 1.66% 0.01%
Dec. 18, 2024 SLM Corp $SLM Blackley Richard Scott Director A Common Stock 1023 $0.00 34,134.3783 212,330,467 3.09% 0.00%
Dec. 6, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer S Class A Common Stock 18516 $15.93 925,825.0000 301,459,000 1.96% 0.01%
Dec. 5, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Class A Common Stock 62500 $0.00 944,341.0000 301,459,000 7.09% 0.02%
Dec. 6, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer S Class A Common Stock 11423 $16.52 914,402.0000 301,459,000 1.23% 0.00%
Dec. 5, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Restricted Stock Units 62500 $0.00 0.0000 301,459,000 100.00% 0.02%
Dec. 1, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Class A Common Stock 37577 $0.00 898,467.0000 301,459,000 4.36% 0.01%
Dec. 1, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Restricted Stock Units 8653 $0.00 77,872.0000 301,459,000 10.00% 0.00%
Dec. 1, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Restricted Stock Units 37577 $0.00 338,200.0000 301,459,000 10.00% 0.01%
Dec. 1, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Class A Common Stock 7015 $0.00 860,890.0000 301,459,000 0.82% 0.00%
Dec. 1, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Restricted Stock Units 7015 $0.00 21,048.0000 301,459,000 25.00% 0.00%
Dec. 2, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer S Class A Common Stock 456 $18.48 881,841.0000 301,459,000 0.05% 0.00%
Dec. 2, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer S Class A Common Stock 24823 $18.07 882,297.0000 301,459,000 2.74% 0.01%
Dec. 1, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Class A Common Stock 8653 $0.00 907,120.0000 301,459,000 0.96% 0.00%
Sept. 18, 2024 SLM Corp $SLM Blackley Richard Scott Director A Common Stock 1264 $0.00 33,078.0907 217,461,360 3.97% 0.00%
Sept. 6, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer S Class A Common Stock 29957 $17.06 853,875.0000 221,655,000 3.39% 0.01%
Sept. 5, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Class A Common Stock 62500 $0.00 883,832.0000 221,655,000 7.61% 0.03%
Sept. 5, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Restricted Stock Units 62500 $0.00 62,500.0000 221,655,000 50.00% 0.03%
Sept. 1, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Restricted Stock Units 7016 $0.00 28,063.0000 221,655,000 20.00% 0.00%
Sept. 4, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer S Class A Common Stock 28257 $17.85 821,332.0000 221,655,000 3.33% 0.01%
Sept. 4, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer S Class A Common Stock 34624 $17.46 849,589.0000 221,655,000 3.92% 0.02%
Sept. 3, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer S Class A Common Stock 68978 $17.99 884,213.0000 221,655,000 7.24% 0.03%
Sept. 1, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Class A Common Stock 7016 $0.00 682,458.0000 221,655,000 1.04% 0.00%
Sept. 1, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Class A Common Stock 8652 $0.00 953,191.0000 221,655,000 0.92% 0.00%
Sept. 1, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Class A Common Stock 224503 $0.00 944,539.0000 221,655,000 31.18% 0.10%
Sept. 1, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Class A Common Stock 37578 $0.00 720,036.0000 221,655,000 5.51% 0.02%
Sept. 1, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Restricted Stock Units 8652 $0.00 86,525.0000 221,655,000 9.09% 0.00%
Sept. 1, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Restricted Stock Units 37578 $0.00 375,777.0000 221,655,000 9.09% 0.02%
June 18, 2024 SLM Corp $SLM Blackley Richard Scott Director A Common Stock 7069 $0.00 30,628.4638 220,343,884 30.00% 0.00%
June 20, 2024 SLM Corp $SLM Blackley Richard Scott Director A Common Stock 1149 $0.00 31,777.4638 220,343,884 3.75% 0.00%
June 5, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Restricted Stock Units 62500 $0.00 125,000.0000 221,655,000 33.33% 0.03%
June 5, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Class A Common Stock 62500 $0.00 705,420.0000 221,655,000 9.72% 0.03%
June 6, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer S Class A Common Stock 29978 $19.58 675,442.0000 221,655,000 4.25% 0.01%
June 1, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Class A Common Stock 8652 $0.00 667,562.0000 221,655,000 1.31% 0.00%
May 31, 2024 SLM Corp $SLM Blackley Richard Scott Director P Common Stock 11702 $21.31 23,517.8380 220,343,884 99.04% 0.01%
June 1, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Class A Common Stock 7016 $0.00 621,332.0000 221,655,000 1.14% 0.00%
June 1, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Class A Common Stock 37578 $0.00 658,910.0000 221,655,000 6.05% 0.02%
June 4, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer S Class A Common Stock 626 $19.09 642,920.0000 221,655,000 0.10% 0.00%
June 3, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer S Class A Common Stock 24016 $19.46 643,546.0000 221,655,000 3.60% 0.01%
June 1, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Restricted Stock Units 8652 $0.00 95,177.0000 221,655,000 8.33% 0.00%
June 1, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Restricted Stock Units 37578 $0.00 413,355.0000 221,655,000 8.33% 0.02%
June 1, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Restricted Stock Units 7016 $0.00 35,079.0000 221,655,000 16.67% 0.00%
March 20, 2024 SLM Corp $SLM Blackley Richard Scott Director A Common Stock 1125 $0.00 11,815.8380 220,343,884 10.52% 0.00%
March 10, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer A Restricted Stock Units 103829 $0.00 103,829.0000 221,655,000 9999.99% 0.05%
March 6, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer S Class A Common Stock 27043 $14.12 614,316.0000 221,655,000 4.22% 0.01%
March 5, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Class A Common Stock 62500 $0.00 641,359.0000 221,655,000 10.80% 0.03%
March 5, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Restricted Stock Units 62500 $0.00 187,500.0000 221,655,000 25.00% 0.03%
March 1, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Restricted Stock Units 37577 $0.00 450,933.0000 221,655,000 7.69% 0.02%
March 1, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Class A Common Stock 37577 $0.00 593,205.0000 221,655,000 6.76% 0.02%
March 1, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Class A Common Stock 7015 $0.00 555,628.0000 221,655,000 1.28% 0.00%
March 1, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer M Restricted Stock Units 7015 $0.00 42,095.0000 221,655,000 14.28% 0.00%
March 4, 2024 Oscar Health, Inc. $OSCR Blackley Richard Scott Chief Financial Officer S Class A Common Stock 14346 $15.88 578,859.0000 221,655,000 2.42% 0.01%
Dec. 20, 2023 SLM Corp $SLM Blackley Richard Scott Director A Common Stock 1276 $0.00 10,649.6355 240,675,444 13.61% 0.00%
Sept. 20, 2023 SLM Corp $SLM Blackley Richard Scott Director A Common Stock 1680 $0.00 9,327.5407 240,675,444 21.97% 0.00%
June 21, 2023 SLM Corp $SLM Blackley Richard Scott Director A Common Stock 7589 $0.00 7,589.0000 240,675,444 9999.99% 0.00%