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.
Lemonade, Inc. reported an insider equity transaction by Chief Insurance Officer John Sheldon Peters. On January 8, 2026, Peters exercised a stock option to acquire 18,457 shares of Lemonade common stock at an exercise price of
After the transaction, Peters beneficially owned 79,228 shares of Lemonade common stock in direct form and held 10,000 stock options directly. The filing notes that the option involved in the transaction was fully vested and exercisable.
Lemonade, Inc. disclosed that Chief Insurance Officer John Peters sold shares of company stock. On January 6, 2026, he sold 10,000 shares of common stock at $80 per share in a planned transaction under a Rule 10b5-1 trading plan adopted on August 22, 2025. After this sale, he directly owned 60,771 shares of Lemonade common stock.
LMND – Planned insider sale under Rule 144
An affiliate of the issuer has filed a notice to sell 10,000 shares of common stock through Fidelity Brokerage Services on the NYSE, with an approximate sale date of 01/06/2026. The filing shows 74,731,027 common shares outstanding for the issuer.
The 10,000 shares to be sold were acquired on 12/31/2024 via a stock option exercise from the issuer, paid in cash. Over the past three months, the filer, identified as John S. Peters of New York, has already sold several blocks of common shares, including 18,930 shares for gross proceeds of $1,377,536.10 on 11/20/2025, along with multiple smaller trades in late November and December 2025.
Lemonade, Inc. reported an insider stock sale by Chief Operating Officer Adina Eckstein. On December 11, 2025, Eckstein sold 7,919 shares of Lemonade common stock in an open market transaction coded as a sale. The shares were sold at a weighted average price of $84.15 per share, with the trade executed in multiple transactions at different prices.
The filing states that the sale was made pursuant to a Rule 10b5-1 trading plan adopted on September 8, 2025. After this transaction, Eckstein beneficially owned 188,391 shares of Lemonade common stock, held directly.
Lemonade, Inc. director Debra Schwartz reported selling 4,200 shares of common stock on 12/11/2025 at a weighted average price of $83.59 per share.
After this transaction, she beneficially owns 21,567 shares directly. The sale was executed through multiple trades, with individual prices ranging from $83.56 to $83.76.
Lemonade, Inc.’s Chief Operating Officer Adina Eckstein reported a sale of 7,919 shares of common stock on December 10, 2025. The transaction, coded as a sale, was carried out under a pre-arranged Rule 10b5-1 trading plan adopted on September 8, 2025, which is designed to allow insiders to trade according to a preset schedule. The weighted average price for the shares was $81.15 per share.
Following this transaction, Eckstein beneficially owns 196,310 shares of Lemonade common stock in direct ownership. The filing notes that the reported price reflects multiple trades and that full trade-by-trade pricing details are available on request.
Lemonade, Inc. reported an insider stock sale by its Chief Insurance Officer, John Peters. On 12/10/2025, he sold 3,554 shares of common stock at a price of $81 per share, in a transaction coded "S" for sale.
After this transaction, Peters beneficially owns 70,771 shares of Lemonade common stock, held directly. The filing is a routine Form 4 report of insider trading activity and does not describe any derivative securities transactions.
Lemonade, Inc. insider plans to sell a small block of shares under Rule 144. The notice covers the proposed sale of 4,200 shares of common stock through Fidelity Brokerage Services LLC on or about 12/11/2025, to be sold on the NYSE. The aggregate market value of the shares listed is $351,081.78, compared with 74,731,027 common shares shown as outstanding. The securities to be sold stem from restricted stock vesting awards from the issuer, including 3,641 shares acquired on 11/21/2024 and 559 shares acquired on 11/21/2025, both recorded as compensation rather than cash purchases. The signer represents that they are not aware of undisclosed material adverse information about Lemonade’s operations.
Lemonade, Inc.’s Chief Operating Officer, Adina Eckstein, reported multiple stock transactions in early December 2025. On December 8 and 9, 2025, she exercised employee stock options with exercise prices of $24.47 and $44.57 per share, converting them into Lemonade common stock. She also reported several open-market sales of common shares on those dates at prices ranging from about $77.17 to $78.97 per share.
After the reported transactions, Eckstein directly beneficially owned 204,229 shares of Lemonade common stock. The filing notes that the reported sales were made pursuant to a pre-arranged Rule 10b5-1 trading plan adopted on September 8, 2025. The derivative securities table shows the corresponding option exercises and the remaining stock options held following these transactions.
Lemonade insider plans additional stock sale under Rule 144. A holder of Lemonade common stock filed a notice to sell 3,554 shares through Fidelity Brokerage Services on the NYSE, with an aggregate market value of $287,874 and 74,731,027 common shares outstanding. The shares to be sold were acquired on 12/01/2024 via restricted stock vesting as compensation from the issuer. The same seller has already completed multiple common stock sales over the prior three months, including 18,930 shares on 11/20/2025 for gross proceeds of $1,377,536.10.
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