Timm Alexander E.

CEO Timm Alexander sold 6,336 shares of ROOT at $83.00 (Dec 10); stock now -54.4% from 52-week high.

CEO Timm Alexander sold 6,336 shares at $83.00, reducing holdings by 4.0% to 151,412 shares. The sale occurred when ROOT was trading well above its current price of $81.02, which now sits 54.4% below the 52-week high of $177.69. Notably, Alexander's prior five trades at ROOT were all well-timed at the 90-day mark, with negative 90-day returns ranging from -10.8% to -29.4%, suggesting a pattern of selling into weakness or ahead of further declines. His cross-ticker track record shows a 87.50% well-timed selling rate, demonstrating consistent execution relative to subsequent price action. The current valuation backdrop—P/E of 60.46 with recent quarterly net income of -$5.4M—may be relevant context for investor assessment of the company's trajectory and insider positioning.

ROOT CEO Timm Alexander sells 10,861 shares across 4 transactions for $965,360.28; stock down 25.2% in 30 days

Timm Alexander, CEO of Root, Inc., executed 4 separate sales on 2025-09-02 totaling 10,861 shares for $965,360.28 at an average price of $88.88, reducing his holdings by 6.4% to 157,748 shares. The timing is noteworthy: the stock has declined 25.2% over the past 30 days and 38.1% over 90 days, placing it 47.1% below its 52-week high. Across his 4 prior sales at ROOT, Alexander's timing was strong, with 3 of 4 preceding sales showing negative 90-day returns (well-timed sells), though the most recent pair in June experienced a 5.3% 30-day decline followed by a 29.4% 90-day decline. The scale of this transaction—nearly $1M in proceeds—and the sharp recent price deterioration against a 158.6% annual revenue growth backdrop raises questions about near-term headwinds or valuation concerns despite strong top-line expansion.

CEO Timm Alexander E. sells 8,290 shares at $130.60 for $1,082,674.00 at ROOT

Chief Executive Officer Timm Alexander E. executed 2 separate sales totaling 8,290 shares for $1,082,674.00 at a blended average price of $130.60 on 2025-06-02, reducing his holdings by 4.7% to 168,609 shares post-transaction. The current price of $133.99 is -24.6% from the 52-week high of $177.69, and the stock has declined 6.7% over the past 30 days, suggesting the sale occurred near a local peak relative to recent performance. His 2 prior same-ticker sales at ROOT (on 2025-04-02 and 2025-04-01) showed positive 30-day returns of +14.7% and +2.0% respectively, indicating prior sales were followed by further gains rather than declines; however, those outcomes remain within the near-term window and lack 90-day measurability. The company fundamentals show accelerating growth with annual revenue growth of +158.6%, net income of $18,400,000.00 on quarterly revenue of $349,400,000.00, though the P/E of 102.28 reflects a richly valued profile. This sale represents a discretionary reduction in a highly profitable stake rather than a full exit, and its significance is moderated by the absence of broader insider selling patterns or material adverse signals in the narrative.

ROOT CEO Timm Alexander E. sells 8,497 shares in 2 transactions for $1,070,814.78 on April 1-2, 2025.

CEO Timm Alexander E. executed 2 separate sales totaling 8,497 shares for $1,070,814.78 over April 1-2, 2025, reducing holdings from 185,396 shares to 176,899 shares (a -4.6% reduction). The blended average sale price of $126.02 sits 4.6% above the current price of $120.43 and well below the 52-week high of $177.69. Root's recent fundamentals show strong growth with annual revenue growth of +158.6% and latest quarterly revenue of $305,700,000.00, though the stock is down -32.2% from its 52-week high and -9.0% over the past 30 days. The CEO retains 176,899 shares post-sale, maintaining substantial equity exposure to the company.