Transaction details
On January 23, 2026, Lemonade Inc. (NASDAQ: LMND) Chief Executive Officer Daniel A. Schreiber sold 9,108 shares of the company’s common stock for approximately $902,056. The shares were disposed at a price of $99.04, a level that nearly matched the stock’s 52-week high of $99.90.
Holding position after sale
Following the transaction, Schreiber continues to hold 1,514,426 Lemonade shares directly through Dan and Dan Ltd. The sale was carried out under a pre-arranged Rule 10b5-1 trading plan that Schreiber adopted on December 11, 2024.
Market movement since the sale
Since the January 23 sale, LMND has fallen to $74.18. The report notes that the stock registered an 18.7% decline over the past week. Over longer horizons, Lemonade’s share price has shown pronounced volatility - the company has returned 112% over the past year and 54.8% over the last six months, and the stock’s beta is reported at 2.05.
Corporate developments and product initiatives
Separately, Lemonade has rolled out a new insurance product designed for Tesla vehicles equipped with Full Self-Driving (FSD) technology. Developed in collaboration with Tesla, the offering is structured to reduce per-mile rates by about 50% when FSD is engaged, based on data the company says shows lower risk during autonomous driving.
Analyst coverage and price targets
Recent analyst activity includes Truist Securities initiating coverage on Lemonade with a Buy rating and a $98 price target, citing the company’s digital-first model. Keefe, Bruyette & Woods adjusted its price target higher from $35 to $40, noting favorable loss trends while maintaining an Underperform rating.
Warrants and exchange actions
In addition to the other items noted, Lemonade announced the expiration of 7,846,646 warrants tied to its Metromile acquisition, scheduled for February 9, 2026. The New York Stock Exchange will suspend trading of those warrants on February 5, 2026, to facilitate settlement.
Upcoming calendar item
Investors tracking the company should note Lemonade’s upcoming earnings report, which is scheduled for February 19, 2026.
What this episode shows
The transaction is an example of an insider sale executed under a pre-established trading plan, occurring near a multi-week high, followed by a material pullback in share price and several corporate milestones that could affect near-term trading dynamics.