Baldwin Trevor

CEO Baldwin Trevor sold 175,000 shares ($6.9M) in 3 transactions at $38.48-$39.99 (June 11-12); holding reduced 86.3%

Baldwin Trevor (Chief Executive Officer) executed 3 separate sales totaling 175,000 shares for $6,892,106.00 between June 11-12, selling at prices ranging from $38.48 to $39.99 (blended average $39.38). The scale of this transaction is material: his post-transaction holding of 27,676 shares represents an 86.3% reduction from his prior stake of 202,676 shares. This is a substantial portfolio adjustment by the company's top executive. The stock currently trades at $39.12, within the 52-week range of $32.68–$55.29 and down 29.2% from the 52-week high. At the same ticker (BWIN), his prior 5 sales show a 60% well-timed rate at the 90-day mark, suggesting some historical pattern of favorable timing around decision points. However, the derivative-conversion FLAG indicates this sale may involve conversion mechanics; the insider's actual total position extends beyond the Table I shares and warrants independent verification of the full economic exposure post-filing.

CEO Baldwin Trevor sold 136,101 shares for $5,444,677.39 across 5 transactions on BWIN while company posts negative earnings.

Baldwin Trevor, Chief Executive Officer of Baldwin Insurance Group, Inc., executed 5 separate sales totaling 136,101 shares for $5,444,677.39 between March 12–14, 2025, reducing his holdings from 149,403 shares to 13,302 shares (a reduction of 91.1% of pre-transaction holdings). The sales occurred at prices ranging from $39.22 to $41.13, with a blended average of $40.00, against a current price of $39.97 and a 52-week high of $55.29. This massive liquidation by the company's CEO occurs in a notably unfavorable context: the company reported negative net income of $-8,377,000.00 in its latest quarter and was unprofitable over its most recent full fiscal year. While annual revenue growth of +14.0% indicates top-line health, the earnings deterioration and the CEO's near-complete exit from equity ownership stand in stark contrast. Investors should examine whether operational or financial pressures prompted this substantial departure and whether management confidence in near-term recovery has diminished.