144 ·Filed Jun 2, 2026

OSCR

Oscar Health, Inc.
BEARISH
Impact 4/10
Horizondays Processed4mo ago SEC0001193125-26-253471
Form 144 — notice of proposed sale of securities
Actionable Insight ▼ Bearish

CFO's repeated insider selling (three separate transactions in May 2026 plus this new intent) creates a negative signal. Monitor for any Form 4 filings confirming execution. The selling pattern may indicate insider caution ahead of Q2 results or a perceived peak in valuation. Consider reducing position or setting tight stops.

DirectionBearish
Confidencemedium
Horizondays
Final — all horizons settled through T+60d
OSCR ▲ +46.59% at T+60d
SHORT call ✗ call lost -46.59% · α vs SPY -44.09% · entry $20.50 → $30.05
Entry anchored
Jun 2, 04:00 PM ET
via exchange tick
T+1d
+15.12%
call -15.12% · α -14.72%
$23.60
settled 4mo ago
T+5d
+35.85%
call -35.85% · α -39.67%
$27.85
settled 4mo ago
T+20d
+56.98%
call -56.98% · α -57.98%
$32.18
settled 3mo ago
T+60d
+46.59%
call -46.59% · α -44.09%
$30.05
settled 5w ago

Price Chart

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Executive Summary

Oscar Health CFO Richard Scott Blackley filed a Form 144 on June 2, 2026, indicating intent to sell 34,808 shares of common stock (~$774K at the filing date). The shares stem from restricted stock unit vesting under a registered plan. Blackley has sold ~$5.5M worth of stock in the prior 90 days (including a 110,000-share sale on May 18). While the dollar amount is modest relative to the $6.9B market cap, the CFO's repeated selling pattern warrants attention.

Key Facts

  • CFO Richard Scott Blackley filed Form 144 to sell 34,808 shares of common stock.
  • Estimated proceeds: ~$773,782 based on filing date price.
  • Shares originate from RSU vesting under a registered plan on June 1, 2026.
  • Blackley has sold ~$5.5M in stock over the prior 90 days, including 110,000 shares on May 18, 2026.
  • The filing is an advance notice of intent to sell; the actual sale may or may not occur.

Financial Impact

~$774K proposed sale; cumulative insider selling ~$5.5M over 90 days

dilutioninsider selling

Risk Factors

  • Form 144 is only an intent to sell — the sale may not be executed.
  • RSU vesting sales are often pre-planned under 10b5-1 plans; this may be routine portfolio diversification.
  • The company's strong historical performance (avg +25% T+20 on prior reports) may continue despite insider selling.

Market Snapshot

Exchange
NYSE
Sector
Hospital & Medical Service Plans
Analyst Consensus
42% 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)0001193125-26-253471
Document: 0001193125-26-253471-index.html0001193125-26-253471
Document: 0001193125-26-253471.txt0001193125-26-253471
13 reports for OSCR
Performance horizon
83% Hit rate 5 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%$30.90 (−4.47%)
Aug 18, 2026
6w ago
144
BEARISH ★ 4/10
$32.30 $31.24▲ +3.28%▲ +2.89%$30.90 (+4.35%)
Aug 10, 2026
7w ago
144
NEUTRAL ★ 2/10
$27.97 $31.28▲ +11.83%▲ +12.24%$30.90 (+10.46%)
Jul 6, 2026
12w ago
Insider Cluster
BEARISH ★ 5/10
$31.44 $30.54▲ +2.86%▲ +3.35%$30.90 (+1.73%)
Jul 1, 2026
13w ago
Insider Cluster
BEARISH ★ 5/10
$31.90 $31.12▲ +2.45%▲ +2.71%$30.90 (+3.15%)
Jun 11, 2026
16w ago
Institutional Cluster
BULLISH ★ 7/10
$28.91 $28.27▼ −2.21%▼ −2.65%$30.90 (+6.87%)
Jun 8, 2026
16w ago
8-K
NEUTRAL ★ 3/10
$27.39 $29.14▲ +6.39%▲ +4.28%$30.90 (+12.80%)
Jun 4, 2026
17w ago
Insider Cluster
NEUTRAL ★ 2/10
$24.51 $28.26▲ +15.30%▲ +14.73%$30.90 (+26.05%)
Jun 2, 2026
17w ago
144
BEARISH ★ 4/10
$20.50 $27.85▼ −35.85%▼ −39.67%$30.90 (−50.71%)
Jun 2, 2026
17w ago
8-K
NEUTRAL ★ 2/10
$21.14 $27.22▲ +28.76%▲ +31.73%$30.90 (+46.14%)
Showing 10 of 13

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