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LMND SEC Filing News — Lemonade, Inc.

Latest SEC filings for Lemonade, Inc. (LMND) explained in plain English: insider buying and selling (Form 4), proposed insider sales (Form 144), material company events (8-K), and quarterly & annual reports (10-Q / 10-K). Sourced directly from SEC EDGAR.

What you’re looking at: Each item below is parsed from an actual SEC filing. Form 4 = confirmed insider transaction · Form 144 = proposed sale notice · 8-K = material event (earnings, M&A, leadership change, etc.) · 10-Q / 10-K = quarterly / annual report.
Form 4 Tax / Compensation Filing 2026-03-20

LMND insider Form 4 filed for equity award, exercise, or tax withholding

Wininger Shai (Director, President) filed a Form 4 covering compensation-related activity such as stock awards, option exercises, conversions, or tax withholding. These filings are usually neutral.

Filing: Form 4 (Insider Transaction) Insider: Wininger Shai (Director, President) Shares: 1,000,000
Form 4 Tax / Compensation Filing 2026-03-20

LMND insider Form 4 filed for equity award, exercise, or tax withholding

Schreiber Daniel A. (Director, Chief Executive Officer) filed a Form 4 covering compensation-related activity such as stock awards, option exercises, conversions, or tax withholding. These filings are usually neutral.

Filing: Form 4 (Insider Transaction) Insider: Schreiber Daniel A. (Director, Chief Executive Officer) Shares: 1,000,000
Form 4 Tax / Compensation Filing 2026-03-12

LMND insider Form 4 filed for equity award, exercise, or tax withholding

Angelidis-Smith Maria (Director) filed a Form 4 covering compensation-related activity such as stock awards, option exercises, conversions, or tax withholding. These filings are usually neutral.

Filing: Form 4 (Insider Transaction) Insider: Angelidis-Smith Maria (Director) Shares: 8,740
Form 4 Tax / Compensation Filing 2026-03-10

LMND insider Form 4 filed for equity award, exercise, or tax withholding

Eckstein Adina (Chief Operating Officer) filed a Form 4 covering compensation-related activity such as stock awards, option exercises, conversions, or tax withholding. These filings are usually neutral.

Filing: Form 4 (Insider Transaction) Insider: Eckstein Adina (Chief Operating Officer) Shares: 145,112
Form 4 Tax / Compensation Filing 2026-03-10

LMND insider Form 4 filed for equity award, exercise, or tax withholding

Prosor Maya (Chief Business Officer) filed a Form 4 covering compensation-related activity such as stock awards, option exercises, conversions, or tax withholding. These filings are usually neutral.

Filing: Form 4 (Insider Transaction) Insider: Prosor Maya (Chief Business Officer) Shares: 181,389
Form 4 Insider Selling 2026-03-05

LMND insider BIXBY TIMOTHY E (Chief Financial Officer) sold 2,135 shares (~$107.0K)

BIXBY TIMOTHY E, listed as Chief Financial Officer at Lemonade, Inc., reported an open-market sale of 2,135 LMND shares in a Form 4 filing. This is a confirmed insider sale, not just a proposed sale notice.

Filing: Form 4 (Insider Transaction) Insider: BIXBY TIMOTHY E (Chief Financial Officer) Shares: 2,135 Est. Value: $107.0K
Form 4 Insider Selling 2026-03-05

LMND insider Peters John Sheldon (Chief Insurance Officer) sold 5,344 shares (~$276.3K)

Peters John Sheldon, listed as Chief Insurance Officer at Lemonade, Inc., reported an open-market sale of 5,344 LMND shares in a Form 4 filing. This is a confirmed insider sale, not just a proposed sale notice.

Filing: Form 4 (Insider Transaction) Insider: Peters John Sheldon (Chief Insurance Officer) Shares: 5,344 Est. Value: $276.3K
Form 4 Insider Selling 2026-03-05

LMND insider Prosor Maya (Chief Business Officer) sold 223 shares (~$11.2K)

Prosor Maya, listed as Chief Business Officer at Lemonade, Inc., reported an open-market sale of 223 LMND shares in a Form 4 filing. This is a confirmed insider sale, not just a proposed sale notice.

Filing: Form 4 (Insider Transaction) Insider: Prosor Maya (Chief Business Officer) Shares: 223 Est. Value: $11.2K
Form 144 Proposed Insider Sale 2026-03-04

LMND Form 144 filed for proposed insider sale by Peters John Sheldon (3,571 shares) ~$375.0K

Peters John Sheldon filed a Form 144 with the SEC indicating intent to sell LMND (Lemonade, Inc.) shares. Form 144 reflects a proposed sale, not a completed transaction. The actual execution, if any, would typically appear later in a Form 4.

Filing: Form 144 (Proposed Sale Notice) Insider: Peters John Sheldon Shares: 3,571 Est. Value: $375.0K
Form 144 Proposed Insider Sale 2026-03-03

LMND Form 144 filed for proposed insider sale by BIXBY TIMOTHY E (2,135 shares) ~$214.0K

BIXBY TIMOTHY E filed a Form 144 with the SEC indicating intent to sell LMND (Lemonade, Inc.) shares. Form 144 reflects a proposed sale, not a completed transaction. The actual execution, if any, would typically appear later in a Form 4.

Filing: Form 144 (Proposed Sale Notice) Insider: BIXBY TIMOTHY E Shares: 2,135 Est. Value: $214.0K
Form 144 Proposed Insider Sale 2026-03-03

LMND Form 144 filed for proposed insider sale by Prosor Maya (223 shares) ~$22.4K

Prosor Maya filed a Form 144 with the SEC indicating intent to sell LMND (Lemonade, Inc.) shares. Form 144 reflects a proposed sale, not a completed transaction. The actual execution, if any, would typically appear later in a Form 4.

Filing: Form 144 (Proposed Sale Notice) Insider: Prosor Maya Shares: 223 Est. Value: $22.4K
Form 144 Proposed Insider Sale 2026-03-03

LMND Form 144 filed for proposed insider sale by Peters John Sheldon (1,773 shares) ~$177.7K

Peters John Sheldon filed a Form 144 with the SEC indicating intent to sell LMND (Lemonade, Inc.) shares. Form 144 reflects a proposed sale, not a completed transaction. The actual execution, if any, would typically appear later in a Form 4.

Filing: Form 144 (Proposed Sale Notice) Insider: Peters John Sheldon Shares: 1,773 Est. Value: $177.7K
Form 10-K Annual Report 2026-02-25

LMND filed Annual Report (10-K)

Lemonade, Inc. filed its annual report with the SEC. This report includes audited financial statements, business overview, risk factors, and management discussion.

Filing: 10-K (Annual Report)
Form 8-K Material Company Update 2026-02-19

LMND filed 8-K — material company event

Lemonade, Inc. filed an 8-K with the SEC reporting a material event. Filing excerpt: XBRL Viewer

Filing: 8-K (Material Event)
Form 4 Tax / Compensation Filing 2026-02-17

LMND insider Form 4 filed for equity award, exercise, or tax withholding

Peters John Sheldon (Chief Insurance Officer) filed a Form 4 covering compensation-related activity such as stock awards, option exercises, conversions, or tax withholding. These filings are usually neutral.

Filing: Form 4 (Insider Transaction) Insider: Peters John Sheldon (Chief Insurance Officer) Shares: 11,845
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