AI-picked stocks now up 150%+; an 111% outperformance vs. the S&P 500
Lemonade (NYSE:LMND), the $3.7 billion insurtech company whose stock has surged 166% over the past year, reported that Chief Business Officer Maya Prosor sold 282 shares of common stock on September 3, 2025, at a price of $50.34, for a total transaction value of $14,195. According to InvestingPro data, the stock is currently trading near its Fair Value.
Following the transaction, Prosor directly owns 7,825 shares of Lemonade. Prosor also indirectly owns 29,286 shares through Cohen Holdings, LLC.
The sale was to cover tax withholding obligations related to the vesting and settlement of Restricted Stock Units, and was not a discretionary transaction.
In other recent news, Lemonade Inc . reported its second-quarter earnings for 2025, exceeding revenue expectations with a total of $164 million, surpassing the anticipated $160.39 million. Despite reporting a negative earnings per share (EPS) of -$0.60, the company performed better than the forecasted EPS of -$0.79. Additionally, Lemonade showed a marked improvement in its gross loss ratio. In the realm of analyst updates, BMO Capital raised its price target for Lemonade from $23 to $42, maintaining an Underperform rating. The firm highlighted that Lemonade’s growth might require less capital compared to its peers due to its rating by Demotech rather than A.M. Best. Similarly, Jefferies increased its price target to $37 from $30, also keeping an Underperform rating, pointing to increased premium retention as a driver for stronger revenue growth, albeit with higher leverage. These developments reflect a mix of optimism and caution from analysts regarding Lemonade’s financial trajectory.
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