Torben Ostergaard, who serves as CEO of Spinnaker at Hippo Holdings Inc (NYSE: HIPO), sold 600 shares of the insurer's common stock on February 25, 2026, yielding approximately $18,266 in proceeds.
The sales were executed at prices ranging from $30.19 to $30.56 per share. As of the reporting in the filing, Hippo's stock is trading at $28.76, which is below the prices at which Ostergaard sold. An InvestingPro valuation cited a Fair Value of $34.97 for the company, suggesting a divergence between the market price and the assessed intrinsic value.
According to a Form 4 filed with the Securities and Exchange Commission, the sales were made pursuant to a Rule 10b5-1 trading plan dated August 22, 2025. The filing shows that after the disposition, Ostergaard directly owns 46,094 shares of Hippo Holdings Inc. That total includes 42,427 Restricted Stock Units, or RSUs.
The timing of the sale is notable because it took place seven days prior to Hippo's scheduled earnings report on March 6, 2026. At the time of the report, the company's shares were carrying a price-to-earnings ratio of 12.36.
Separately, Hippo published financial results for the fourth quarter of 2025 that the company described as strong. The quarterly report highlighted a meaningful uptick in gross written premium, which indicates top-line growth in the firm's insurance operations. Management also has been pursuing a strategic shift toward diversifying the company's insurance portfolio, a move the company believes will support future performance.
These operational developments - higher gross written premium and a broader portfolio composition - have been framed in the earnings report as signs of improving operational health. The report noted these trends may be supporting renewed investor confidence and overall positive momentum in the business.
Investors and market observers will be watching Hippo's upcoming earnings release closely, given the insider sale and the recent financial disclosures. The Form 4 filing and the company's own quarterly statements together provide the current factual record on ownership, recent insider activity, and reported operational progress.