Lemonade, Inc. (LMND) is a publicly traded company in the Unknown sector. Across all available filings, 23 corporate insiders have executed 381 transactions totaling $379.0M, demonstrating a bearish sentiment with -$378.0M in net insider flow. The most recent transaction on Jan 23, 2026 involved a sale of 9,108 shares valued at $902.1K.
No significant insider buying has been recorded for LMND in the recent period.
No significant insider selling has been recorded for LMND in the recent period.
Based on recent SEC filings, insider sentiment for LMND is bearish with an Insider Alignment Score of 0/100 and a net flow of -$378.0M. Insiders are reducing their positions, though this can be driven by factors unrelated to company outlook.
Insider trading at Lemonade, Inc. (LMND) refers to stock transactions made by corporate insiders—executives, directors, and beneficial owners holding more than 10% of the company's shares. These individuals have access to material non-public information and are required by law to report their trades to the SEC within two business days. Currently, 23 insiders are actively trading LMND stock, having executed 381 transactions in the past 90 days. The most active insider is Joel E. Cutler (Executive), who has made 14 transactions totaling $136.3M.
Get notified when executives and directors at LMND file new Form 4 transactions
Date | Insider | Title | Type | Shares | Price | Value | Flags |
|---|---|---|---|---|---|---|---|
| Jan 23, 2026 | A. Schreiber Daniel | Executive | Sale | 9,108 | $99.04 | $902.1K | Large |
| Jan 8, 2026 | Sheldon Peters John | Chief Insurance Officer | Option Exercise | 18,457 | $5.26 | $97.1K | |
| Jan 8, 2026 | Sheldon Peters John | Chief Insurance Officer | Option Exercise | 18,457 | $5.26 | $97.1K | |
| Dec 11, 2025 | Schwartz Debra | Executive | Sale | 4,200 | $83.59 | $351.1K | |
| Dec 11, 2025 | Eckstein Adina | Executive | Sale | 7,919 | $84.15 | $666.4K | Large |
| Dec 10, 2025 | Sheldon Peters John | Executive | Sale | 3,554 | $81.00 | $287.9K | |
| Dec 10, 2025 | Eckstein Adina | Executive | Sale | 7,919 | $81.15 | $642.6K | Large |
| Dec 9, 2025 | Eckstein Adina | Executive | Option Exercise | 29,237 | $44.57 | $1.3M | Large |
| Dec 9, 2025 | Eckstein Adina | Executive | Sale | 29,237 | $77.17 | $2.3M | Large |
| Dec 8, 2025 | Eckstein Adina | Executive | Option Exercise | 16,250 | $24.47 | $397.6K | |
| Dec 8, 2025 | Eckstein Adina | Executive | Option Exercise | 1,549 | $44.57 | $69.0K | |
| Dec 8, 2025 | Eckstein Adina | Executive | Sale | 17,799 | $78.97 | $1.4M | Large |
| Dec 8, 2025 | Eckstein Adina | Executive | Sale | 15,839 | $78.92 | $1.3M | Large |
| Dec 8, 2025 | Eckstein Adina | Executive | Sale | 7,919 | $78.94 | $625.1K | Large |
| Dec 3, 2025 | Sheldon Peters John | Executive | Sale | 2,667 | $72.37 | $193.0K |
| TYPE | COUNT | VALUE | % |
|---|---|---|---|
Sale(S) | 279 | $378.5M | 98.3% |
Exercise(M) | 28 | $5.4M | 1.4% |
Purchase(P) | 3 | $470.1K | 0.1% |
Award(A) | 32 | $450.0K | 0.1% |
Gift(G) | 6 | $0 | 0.0% |
Other(J) | 23 | $0 | 0.0% |
Conversion(C) | 10 | $0 | 0.0% |
Insider selling pressure at Lemonade, Inc. has increased, with 23 insiders executing 381 transactions across all time. Total sales of $378.5M significantly outpace purchases of $470.1K, resulting in a net outflow of $378.0M. This selling activity appears largely discretionary, which may warrant closer attention from investors.