Welcome to our dedicated page for Lemonade SEC filings (Ticker: LMND), a comprehensive resource for investors and traders seeking official regulatory documents including 10-K annual reports, 10-Q quarterly earnings, 8-K material events, and insider trading forms.
This page provides access to Lemonade, Inc. (NYSE: LMND) SEC filings, offering a view into how the digital insurer reports its business, risks, and governance. Lemonade operates full stack insurance carriers in the US and EU and offers renters, homeowners, car, pet, and life insurance powered by artificial intelligence and social impact. Its filings with the U.S. Securities and Exchange Commission detail financial results, material agreements, and board-level changes.
Investors can review current and historical reports such as annual reports on Form 10-K and quarterly reports on Form 10-Q, which include discussions of risk factors like profitability, reinsurance availability, regulatory oversight, reliance on artificial intelligence and telematics, catastrophe exposure, and its status as a public benefit corporation and Certified B-Corp. These reports also describe how Lemonade uses technology, data, and reinsurance to support its property and casualty insurance operations.
Current reports on Form 8-K highlight specific events, including earnings announcements via shareholder letters, entry into material definitive agreements such as its reinsurance program with reinsurers Hannover Ruck SE and MAPFRE Re, and appointments of new directors to the board. These filings outline key terms of reinsurance arrangements, changes in quota share levels, and compensation structures for non-employee directors.
On Stock Titan, Lemonade’s SEC filings are updated in near real time as they appear on EDGAR. AI-powered summaries help explain lengthy documents by extracting the main points from 10-K and 10-Q reports, clarifying complex risk disclosures and business descriptions. Users can also review Form 8-K items related to results of operations, governance changes, and material contracts, as well as monitor other filing types and any reported insider-related information through the underlying SEC documents.
LMND shareholder Adina Eckstein filed a notice to sell 7,919 shares of common stock through broker Oppenheimer & Co. Inc. on the NYSE, with an aggregate market value of 626,947.00. The filing reports that 74,731,027 shares of this class were outstanding. The shares to be sold relate to common stock, and the form confirms the filer’s representation that they are unaware of any undisclosed material adverse information about the issuer.
The notice also details that Eckstein previously acquired 56,252 common shares on 02/07/2023 via an RSU transaction with the issuer. Over the past three months, she sold multiple blocks of common shares, including 40,000 shares on 11/07/2025 and 41,557 shares on 12/08/2025, generating significant gross proceeds. This document outlines planned and recent sales rather than changes to the issuer’s operations.
LMND filed a Form 144 notice for a planned sale of common stock under Rule 144. The notice covers 70,794 shares of common stock to be sold through broker Oppenheimer & Co. Inc. on the NYSE, with an aggregate market value of $5,590,602.18. The filing states that 74,731,027 shares of the issuer’s common stock are outstanding. The securities relate to stock acquired through an employee stock option plan and restricted stock units over several years.
The notice also discloses that Adina Eckstein has sold common shares of the issuer during the prior three months, including 40,000 shares on 11/07/2025 for gross proceeds of $2,920,868.00 and 5,988 shares on 11/17/2025 for gross proceeds of $467,064.00. By signing the notice, the seller represents that they are not aware of any material adverse, nonpublic information about the issuer’s current or prospective operations.
Lemonade, Inc. reported that its Chief Financial Officer, Timothy Bixby, sold 2,862 shares of common stock on 12/02/2025 at a price of $72.74 per share. According to the filing, the sale was not a discretionary trade, but shares sold to cover tax withholding obligations tied to the vesting and settlement of Restricted Stock Units. After this transaction, Bixby beneficially owned 251,625 Lemonade common shares directly.
Lemonade, Inc. insider activity: Chief Business Officer Maya Prosor reported a small sale of Lemonade common stock. On 12/02/2025, 198 shares of common stock were sold at a price of $72.74 per share. The filing explains that this sale was not a discretionary trade, but shares sold to cover tax withholding obligations tied to the vesting and settlement of Restricted Stock Units.
After this transaction, Prosor beneficially owns 7,627 shares directly and 29,286 shares indirectly through Cohen Holdings, LLC, over which she has voting and dispositive control. The form is filed as an individual Form 4 for one reporting person.
Lemonade, Inc. reported insider share sales by its Chief Insurance Officer, John Peters. On 12/02/2025, Peters sold 2,677 shares of common stock at $72.74 per share to cover tax withholding obligations tied to the vesting and settlement of Restricted Stock Units. On 12/03/2025, he sold an additional 2,667 shares at $72.37 per share under a Rule 10b5-1 trading plan, which is a pre-arranged program for trading company stock. After these transactions, Peters beneficially owned 74,325 shares of Lemonade common stock, held directly.
A shareholder of LMND has filed a Rule 144 notice to sell common stock through Fidelity Brokerage Services on the NYSE. The filing covers a proposed sale of 2,667 common shares with an aggregate market value of $193,010.79, against 74,731,027 common shares outstanding. These shares were acquired on 12/01/2025 through restricted stock vesting from the issuer as compensation, with payment also dated 12/01/2025.
The same shareholder, identified as John S. Peters, reports prior sales of common stock over the last three months, including 2,718 shares on 09/03/2025 for $136,830.37 and 18,930 shares on 11/20/2025 for $1,377,536.10, among other transactions. By signing the notice, the seller represents that they do not know of any undisclosed material adverse information about the issuer’s operations.
Lemonade, Inc. (LMND) insider plans additional share sale under Rule 144. A holder has filed to sell 2,677 shares of Lemonade common stock through Fidelity Brokerage Services on the NYSE, with an aggregate market value of $194,711.06 and an approximate sale date of 12/02/2025. The filing notes that 74,731,027 shares of Lemonade common stock are outstanding.
The 2,677 shares to be sold were acquired on 12/01/2025 via restricted stock vesting from the issuer as compensation. Over the past three months, the same seller reported additional sales of Lemonade common stock, including 2,718 shares on 09/03/2025 for gross proceeds of $136,830.37, 18,930 shares on 11/20/2025 for $1,377,536.10, and 3,789 shares on 11/24/2025 for $278,205.02. The signer represents that they are not aware of undisclosed material adverse information about Lemonade.
Lemonade, Inc. insider plans small Rule 144 stock sale. A holder intends to sell 198 shares of Lemonade common stock through Fidelity Brokerage Services on 12/02/2025 on the NYSE, with an indicated aggregate market value of $14,401.49. These shares were acquired on 12/01/2025 through restricted stock vesting from the issuer as compensation.
The notice also reports that the same seller, Maya Prosor, sold 282 shares of Lemonade common stock on 09/03/2025 for gross proceeds of $14,196.53. The filer represents that they are not aware of any material adverse, nonpublic information about Lemonade’s current or prospective operations.
Lemonade, Inc. (LMND) reported an insider stock sale by its Chief Insurance Officer, John Peters. On 11/20/2025 he sold 18,930 shares of common stock at $72.77 per share, and on 11/24/2025 he sold an additional 3,798 shares at $73.25 per share, all coded as sales. After these transactions, he beneficially owned 79,669 shares of Lemonade common stock in direct ownership. The filing states that the 11/20/2025 sale was made pursuant to a Rule 10b5-1 trading plan adopted on August 22, 2025.
Shareholder John S. Peters filed a Form 144 for issuer LMND to sell 3,798 shares of common stock through Fidelity Brokerage Services LLC. The filing lists an aggregate market value of $278,205.02 for this planned sale, with 74,731,027 shares of the issuer’s common stock outstanding. The shares to be sold were acquired on 09/01/2024 via restricted stock vesting from the issuer as compensation.
The notice also reports prior sales by Peters over the past three months, including 18,930 shares of common stock sold on 11/20/2025 for gross proceeds of $1,377,536.10 and 2,718 shares sold on 09/03/2025 for $136,830.37. The planned sale is expected around 11/24/2025 on the NYSE.
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