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OSCR
NYSE Finance

CEO Mark Bertolini Makes $11.9M Private Placement Purchase and Vests $77M in PSUs, Significantly Increasing Stake

Analysis by Wiseek AI
Sentiment info
Positive
Importance info
10
Price
$13.43
Mkt Cap
$3.4B
52W Low
$10.69
52W High
$23.8
Market data snapshot near publication time

Summary

CEO Mark Bertolini demonstrated strong conviction by purchasing $11.9 million in Class A Common Stock via a private placement and vesting over $76 million in performance stock units, substantially increasing his direct ownership in Oscar Health.


Key Events

  • CEO Private Placement Purchase

    CEO Mark Bertolini purchased 1,000,000 shares of Class A Common Stock for $11,920,000.00 in a private placement transaction at $11.92 per share on April 6, 2026.

  • Significant PSU Vesting

    Mark Bertolini acquired 5,733,334 shares through the vesting of performance stock units (PSUs) on April 3, 2026, representing a substantial increase in his direct holdings.

  • Increased Insider Ownership

    The combined transactions, net of tax withholdings, resulted in a significant increase in the CEO's direct ownership, demonstrating strong conviction in the company's prospects.


Analysis

This Form 4 filing reveals a highly significant increase in CEO Mark Bertolini's direct ownership of Oscar Health. The $11.9 million private placement purchase of 1,000,000 shares at $11.92 per share is a strong discretionary signal of confidence in the company's future, especially following a reported net loss of $443.15 million for fiscal year 2025. Additionally, the vesting of 5,733,334 performance stock units, valued at approximately $77 million, further aligns the CEO's interests with long-term shareholder value. While a portion of shares were withheld for tax obligations, the net effect is a substantial increase in the CEO's stake, signaling strong insider conviction. This move could be interpreted as a bullish indicator, particularly given the company's recent financial performance.

At the time of this filing, OSCR was trading at $13.43 on NYSE in the Finance sector, with a market capitalization of approximately $3.4B. The 52-week trading range was $10.69 to $23.80. This filing was assessed with positive market sentiment and an importance score of 10 out of 10.

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OSCR - Latest Insights

OSCR
Jun 02, 2026, 6:31 AM EDT
Filing Type: 8-K
Importance Score:
7
Price at Filing: $22.85
Real-time Price: $28.28 info
Change: +$5.43 (+24%) info
Market Cap: $7.514B info
OSCR
May 07, 2026, 4:24 PM EDT
Filing Type: 10-Q
Importance Score:
9
Price at Filing: $20.73
Real-time Price: $28.28 info
Change: +$7.55 (+36%) info
Market Cap: $7.514B info
OSCR
May 06, 2026, 6:19 AM EDT
Filing Type: 8-K
Importance Score:
8
Price at Filing: $19.86
Real-time Price: $28.28 info
Change: +$8.42 (+42%) info
Market Cap: $7.514B info
OSCR
May 06, 2026, 6:00 AM EDT
Source: Reuters
Importance Score:
8
Price at Filing: $19.00
Real-time Price: $28.28 info
Change: +$9.28 (+49%) info
Market Cap: $7.514B info
OSCR
Apr 22, 2026, 4:16 PM EDT
Filing Type: DEF 14A
Importance Score:
8
Price at Filing: $16.26
Real-time Price: $28.28 info
Change: +$12.02 (+74%) info
Market Cap: $7.514B info
OSCR
Apr 07, 2026, 4:16 PM EDT
Filing Type: 4
Importance Score:
10
Price at Filing: $13.43
Real-time Price: $28.28 info
Change: +$14.85 (+111%) info
Market Cap: $7.514B info
OSCR
Feb 13, 2026, 4:27 PM EST
Filing Type: 10-K
Importance Score:
9
Price at Filing: $13.41
Real-time Price: $28.28 info
Change: +$14.87 (+111%) info
Market Cap: $7.514B info
OSCR
Feb 10, 2026, 6:25 AM EST
Filing Type: 8-K
Importance Score:
9
Price at Filing: $12.17
Real-time Price: $28.28 info
Change: +$16.11 (+132%) info
Market Cap: $7.514B info