Lemonade, Inc. filings document operating results, governance, and capital-structure matters for its digital insurance business. Form 8-K reports furnish shareholder letters covering insurance operating metrics, financial condition, underwriting performance, profitability measures, and cash-flow disclosures.
The company's proxy materials address board and executive compensation matters, including equity-award and pay-versus-performance disclosures. Its SEC record also includes capital-structure and security-status filings related to warrants to purchase common stock, including exchange suspension, expiration, and Form 25 removal from listing and registration on NYSE American.
Lemonade, Inc. (LMND) says its board approved CFO Tim Bixby’s transition to a Class III director and Nick Stead’s appointment as CFO, both effective January 1, 2027. Bixby will continue as CFO through that date.
As a director, Bixby will receive an annual $50,000 cash retainer and, beginning with the 2027 Annual Meeting of Stockholders, an annual restricted stock unit award with $185,000 grant date fair value, vesting on the first anniversary subject to continued service. He will receive no initial equity award; his existing equity awards continue vesting during director service, and the agreement provides no severance or separation payments. Stead’s annual base salary is $412,500, with 80,000 restricted stock units vesting quarterly over four years beginning March 1, 2027, subject to continued service.
Lemonade, Inc. (LMND) reported that Chief Business Officer Maya Prosor had 1,040 shares of common stock sold on September 3, 2026 at $54.63 per share. A footnote states these shares were sold to cover tax withholding obligations from the vesting of Restricted Stock Units and were not a discretionary trade. After this transaction, she held 186,533 shares directly and 29,286 shares indirectly through Cohen Holdings, LLC, over which she has voting and dispositive control. No Rule 10b5-1 trading plan is reported.
Lemonade, Inc. (LMND) reported that its Chief Financial Officer, Timothy E. Bixby, had 1,893 shares of common stock sold on September 3, 2026 at $54.63 per share. According to the company’s disclosure, this sale was not a discretionary trade but shares withheld and sold to cover tax obligations arising from the vesting and settlement of restricted stock units. After this transaction, Bixby’s direct holdings were 172,370 shares of Lemonade common stock.
Lemonade, Inc. (LMND) reported that Chief Insurance Officer John Sheldon Peters disposed of common stock in two transactions. On September 3, 2026, 859 shares were sold at $54.63 per share in a non-discretionary transaction to cover tax withholding obligations related to vesting and settlement of Restricted Stock Units. On September 4, 2026, 2,249 shares were sold at $54.45 per share pursuant to a Rule 10b5-1 trading plan, with no post-transaction holdings reported in this filing.
Lemonade, Inc. (LMND) reported that President and director Shai Wininger made a bona fide gift of 1,876 shares of common stock on September 2, 2026. The gift was made to a third party, and no value was received. Following this transaction, he directly holds 4,416,873 shares of Lemonade common stock.
Lemonade, Inc. (LMND) has a notice of proposed sale of securities filed on behalf of officer John S. Peters under Rule 144. The notice covers 2,249 shares of common stock to be sold through Fidelity Brokerage Services LLC, acquired via restricted stock vesting on September 1, 2026 as compensation.
The filing also lists prior sales of Lemonade common stock by John S. Peters over the preceding three months, including multiple transactions between June and September 2026 with stated share counts and dollar amounts.
Lemonade, Inc. (LMND) was notified that officer John S. Peters intends to sell 859 shares of common stock under Rule 144 through Fidelity Brokerage Services LLC. The shares have an aggregate market value of $46,928.03 based on recent prices, out of 77,396,615 shares outstanding. The securities relate to restricted stock that vested on September 1, 2026, and the sale includes shares to cover a tax obligation arising from this equity award.
Lemonade, Inc. (LMND) received a notice under Rule 144 that officer Timothy E. Bixby intends to sell common stock. The notice covers 1,893 shares of common stock held at Fidelity Brokerage Services LLC, with an indicated aggregate market value of $103,416.49. A remark states that the sale includes shares to cover a tax obligation from the settlement of a vested equity award.
Lemonade, Inc. (LMND) is the issuer of common stock that an officer, Maya Prosor, has filed to sell under Rule 144. The notice covers a proposed sale of 1,040 shares of common stock held at Fidelity Brokerage Services LLC, with an aggregate value of $56,816.24.
The filing also reports that during the prior three months, Maya Prosor sold 1,220 shares of Lemonade common stock for $64,871.30
Lemonade, Inc. (LMND) reported that Chief Insurance Officer John Sheldon Peters sold 11,000 shares of common stock on 2026-08-13 in an open market or private transaction at a weighted average price of $52.55 per share, as described in a footnote. Following this sale, he directly holds 76,942 shares of Lemonade common stock. The transaction was not reported as made under a Rule 10b5-1 trading plan.