144 ·Filed Aug 18, 2026

OSCR

Oscar Health, Inc.
BEARISH
Impact 4/10
Horizondays Processed1mo ago SEC0001193125-26-355649
Form 144 — notice of proposed sale of securities
Actionable Insight ▼ Bearish

The CFO's repeated selling pattern in 2026, combined with this new intent to sell, warrants monitoring for further insider sales ahead of the next earnings report. The small size relative to market cap suggests limited immediate price impact, but the cumulative selling by a key executive could signal a lack of conviction at current elevated levels. Traders should watch for any acceleration in insider selling or a Form 4 filing confirming the sale.

DirectionBearish
Confidencemedium
Horizondays
Latest settled — T+5d
OSCR ▼ -3.28% at T+5d
SHORT call ✓ call won +3.28% · α vs SPY +2.89% · entry $32.30 → $31.24
Next anchor: T+20d due 16d ago
Latest observation: T+28 +10.28% FF3 residual α
Entry anchored
Aug 18, 04:50 PM ET
via 1-min bar
T+1d
-2.26%
call +2.26% · α +1.42%
$31.57
settled 6w ago
T+5d
-3.28%
call +3.28% · α +2.89%
$31.24
settled 5w ago
T+20d
—
call — · α —
—
due 16d ago
T+60d
—
call — · α —
—
in 6w

Price Chart

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Executive Summary

Oscar Health CFO Richard Scott Blackley filed a Form 144 to sell 18,750 shares of common stock, with an estimated aggregate market value of $614,250 based on a filing price of $32.76. The shares were acquired via restricted stock unit vesting for services rendered. While the dollar amount is modest relative to the company's $9.7B market cap, the CFO's intent to sell is notable given the stock's strong recent performance and the insider's prior selling pattern in 2026. The filing signals potential near-term selling pressure from a key executive, but the small size limits material impact on the stock's trajectory.

Key Facts

  • CFO Richard Scott Blackley filed Form 144 to sell 18,750 shares of Oscar Health common stock.
  • Estimated aggregate market value of the proposed sale is $614,250 (based on $32.76 per share).
  • Shares were acquired via restricted stock unit vesting on 12/01/2024 (14,498 shares) and 03/01/2024 (7,015 shares) for services rendered.
  • The filing is an advance notice of intent to sell; the sale may not occur.
  • Blackley has sold shares multiple times in 2026, including sales on 05/14, 05/18, and 06/02, totaling over 240,000 shares sold prior to this filing.
  • Oscar Health has a $9.7B market cap and 47% analyst bullish rating (2 Strong Buy, 7 Buy, 9 Hold).

Financial Impact

Proposed sale of 18,750 shares valued at ~$614,250, representing less than 0.01% of market cap.

dilutioninsider selling

Risk Factors

  • Insider selling by CFO may signal lack of confidence in near-term valuation or fundamentals.
  • Form 144 is only an intent to sell; the sale may not be executed.
  • Stock has appreciated significantly (historical reports show large positive moves), creating potential for profit-taking by insiders.

Market Snapshot

Exchange
NYSE
Sector
Hospital & Medical Service Plans
Analyst Consensus
47% bullish (19 analysts)

Investment Themes

Traditional Finance

Documents Analyzed

This report is based on 3 SEC documents filed with EDGAR.

DocumentAccession Number
144 Filing (Primary)0001193125-26-355649
Document: 0001193125-26-355649-index.html0001193125-26-355649
Document: 0001193125-26-355649.txt0001193125-26-355649
13 reports for OSCR
Performance horizon
67% Hit rate 4 of 6 directional calls best @ T+60▲ +57.36%May 6, 2026
Filters
Rows
Reports for OSCR — sortable, filterable
TypeNow
Sep 16, 2026
16d ago
8-K
BULLISH ★ 7/10
$32.34 $31.29▼ −3.25%▼ −6.08%$30.94 (−4.33%)
Aug 18, 2026
6w ago
144
BEARISH ★ 4/10
$32.30 $31.24▲ +3.28%▲ +2.89%$30.94 (+4.21%)
Aug 10, 2026
7w ago
144
NEUTRAL ★ 2/10
$27.97 $31.28▲ +11.83%▲ +12.24%$30.94 (+10.62%)
Jul 6, 2026
12w ago
Insider Cluster
BEARISH ★ 5/10
$31.44 $30.54▲ +2.86%▲ +3.35%$30.94 (+1.59%)
Jul 1, 2026
13w ago
Insider Cluster
BEARISH ★ 5/10
$31.90 $31.12▲ +2.45%▲ +2.71%$30.94 (+3.01%)
Jun 11, 2026
16w ago
Institutional Cluster
BULLISH ★ 7/10
$28.91 $28.27▼ −2.21%▼ −2.65%$30.94 (+7.02%)
Jun 8, 2026
16w ago
8-K
NEUTRAL ★ 3/10
$27.39 $29.14▲ +6.39%▲ +4.28%$30.94 (+12.96%)
Jun 4, 2026
17w ago
Insider Cluster
NEUTRAL ★ 2/10
$24.51 $28.26▲ +15.30%▲ +14.73%$30.94 (+26.23%)
Jun 2, 2026
17w ago
144
BEARISH ★ 4/10
$20.50 $27.85▼ −35.85%▼ −39.67%$30.94 (−50.93%)
Jun 2, 2026
17w ago
8-K
NEUTRAL ★ 2/10
$21.14 $27.22▲ +28.76%▲ +31.73%$30.94 (+46.36%)
Showing 10 of 13

US Market Status

Market Closed — Opens Mon (64h 20m)

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