NYSE · CIK 0001691421
LMND Lemonade, Inc.
Insider trading from SEC Form 4. Last filing 35 d ago. Close $46.46 on Oct 9, 2026, +6% from the 52-week low and -52% from the high.
Lemonade, Inc. (LMND) has 95 SEC Form 4 filings on file from 13 insiders, the latest filed on Sep 8, 2026. In the last 90 days insiders made 0 open-market buys worth $0 and 3 open-market sells worth $330k, net -$330k.
64 open-market trades have been scored at LMND. The newest: Timothy E Bixby (Chief Financial Officer) sold $103k of stock on Sep 3, 2026, filed Sep 8, 2026, scored 47 (moderate). The largest of the 50 shown: SoftBank Group Capital Ltd (10% owner) sold $30M on May 8, 2025, scored 42 (moderate). 3 insiders sold within 14 days of each other around Sep 3, 2026.
LMND closed at $46.46 on Oct 9, 2026, 6% above its 52-week low and 52% below its 52-week high.
25 Form 144 notices of planned sales are on file, the latest filed Sep 4, 2026.
Last 90 days
Net insider value
-$330k
more sold than bought
Buys
0
$0 by 0 insiders
Sells
3
$330k by 3 insiders
Insiders on file
13
with a Form 4 at this company
Price and insider trades, last year
LMNDOct 9, 2026 · close 46.46
Daily candles, adjusted for splits and dividends. Green arrows are insider buys, red are sells, sized by value. Click a marked bar to open the signal.Charts by TradingView Lightweight Charts™
Signals
Open-market buys and sells at Lemonade, Inc., scored: the newest 50 of 64.
| Score | Insider | Value | Holdings | Price context | Filed |
|---|---|---|---|---|---|
| 47Moderate | Timothy E Bixby Chief Financial Officer sell | $103k 1,893 shares | -1% | +16% from low-43% from high | |
| 21Weak | John Sheldon Peters Chief Insurance Officer sell | $169k 3,108 shares | -4% | +16% from low-43% from high | |
| 37Weak | Maya Prosor Chief Business Officer sell | $57k 1,040 shares | -1% | +16% from low-43% from high | |
| 37Weak | Timothy E Bixby Chief Financial Officer sell | $5.8M 73,000 shares | -30% | +114% from low-20% from high | |
| 47Moderate | Timothy E Bixby Chief Financial Officer sell | $118k 2,227 shares | -1% | +50% from low-45% from high | |
| 24Weak | John Sheldon Peters Chief Insurance Officer sell | $283k 5,343 shares | -6% | +50% from low-45% from high | |
| 38Weak | Maya Prosor Chief Business Officer sell | $65k 1,220 shares | -1% | +50% from low-45% from high | |
| 51Moderate | Maria Angelidis-Smith director buy | $485k 8,740 shares | +76% | +121% from low-43% from high | |
| 47Moderate | Timothy E Bixby Chief Financial Officer sell | $107k 2,135 shares | -1% | +106% from low-46% from high | |
| 24Weak | John Sheldon Peters Chief Insurance Officer sell | $276k 5,344 shares | -7% | +106% from low-46% from high | |
| 30Weak | Maya Prosor Chief Business Officer sell | $11k 223 shares | -3% | +106% from low-46% from high | |
| 37Weak | Daniel A. Schreiber Chief Executive Officer sell | $902k 9,108 shares | -1% | +271% from low-3% from high | |
| 38Weak | Daniel A. Schreiber Chief Executive Officer sell | $12M 126,625 shares | -8% | +284% from low0% from high | |
| 30Weak | John Sheldon Peters Chief Insurance Officer sell | $810k 9,000 shares | -11% | +284% from low0% from high | |
| 22Weak | John Sheldon Peters Chief Insurance Officer sell | $800k 10,000 shares | -14% | +219% from low-3% from high | |
| 35Weak | Adina Eckstein Chief Operating Officer sell | $666k 7,919 shares | -4% | +226% from low0% from high | |
| 50Moderate | Debra Schwartz director sell | $351k 4,200 shares | -16% | +226% from low0% from high | |
| 35Weak | Adina Eckstein Chief Operating Officer sell | $643k 7,919 shares | -4% | +212% from low-1% from high | |
| 44Moderate | John Sheldon Peters Chief Insurance Officer sell | $288k 3,554 shares | -5% | +212% from low-1% from high | |
| 35Weak | Adina Eckstein Chief Operating Officer sell | $5.5M 70,794 shares | -29% | +207% from low-2% from high | |
| 49Moderate | Timothy E Bixby Chief Financial Officer sell | $208k 2,862 shares | -1% | +187% from low-9% from high | |
| 26Weak | John Sheldon Peters Chief Insurance Officer sell | $388k 5,344 shares | -7% | +187% from low-9% from high | |
| 30Weak | Maya Prosor Chief Business Officer sell | $14k 198 shares | -3% | +187% from low-9% from high | |
| 40Moderate | John Sheldon Peters Chief Insurance Officer sell | $1.7M 22,728 shares | -22% | +171% from low-14% from high | |
| 82Strong | Timothy E Bixby Chief Financial Officer sell | $2.3M 30,000 shares | -100% | +215% from low0% from high | |
| 30Weak | Adina Eckstein Chief Operating Officer sell | $3.4M 45,988 shares | -19% | +199% from low-5% from high | |
| 48Moderate | Timothy E Bixby Chief Financial Officer sell | $146k 2,906 shares | -1% | +219% from low-17% from high | |
| 41Moderate | John Sheldon Peters Chief Insurance Officer sell | $137k 2,718 shares | -3% | +219% from low-17% from high | |
| 30Weak | Maya Prosor Chief Business Officer sell | $14k 282 shares | -3% | +219% from low-17% from high | |
| 7Weak | Adina Eckstein Chief Operating Officer sell | $290k 5,000 shares | -3% | +281% from low0% from high | |
| 23Weak | John Sheldon Peters Chief Insurance Officer sell | $2.3M 38,155 shares | -27% | +281% from low0% from high | |
| 6Weak | Adina Eckstein Chief Operating Officer sell | $245k 5,000 shares | -3% | +206% from low-7% from high | |
| 1Weak | Timothy E Bixby Chief Financial Officer sell | $298k 7,000 shares | -3% | +169% from low-19% from high | |
| 0Weak | Timothy E Bixby Chief Financial Officer sell | $191k 5,000 shares | -2% | +157% from low-22% from high | |
| 19Weak | Timothy E Bixby Chief Financial Officer sell | $466k 11,000 shares | -4% | +172% from low-18% from high | |
| 19Weak | Timothy E Bixby Chief Financial Officer sell | $470k 11,000 shares | -4% | +180% from low-15% from high | |
| 20Weak | Timothy E Bixby Chief Financial Officer sell | $477k 11,000 shares | -4% | +193% from low-12% from high | |
| 12Weak | Adina Eckstein Chief Operating Officer sell | $225k 5,000 shares | -3% | +193% from low-12% from high | |
| 9Weak | John Sheldon Peters Chief Insurance Officer sell | $294k 6,543 shares | -6% | +193% from low-12% from high | |
| 19Weak | Timothy E Bixby Chief Financial Officer sell | $460k 11,000 shares | -4% | +168% from low-19% from high | |
| 15Weak | Timothy E Bixby Chief Financial Officer sell | $255k 6,000 shares | -2% | +171% from low-18% from high | |
| 14Weak | Timothy E Bixby Chief Financial Officer sell | $202k 5,000 shares | -2% | +162% from low-21% from high | |
| 14Weak | Timothy E Bixby Chief Financial Officer sell | $188k 5,000 shares | -2% | +129% from low-31% from high | |
| 45Moderate | Timothy E Bixby Chief Financial Officer sell | $68k 1,916 shares | -1% | +124% from low-32% from high | |
| 30Weak | Maya Prosor Chief Business Officer sell | $8,883 252 shares | -3% | +124% from low-32% from high | |
| 37Weak | John Sheldon Peters Chief Insurance Officer sell | $53k 1,494 shares | -1% | +124% from low-32% from high | |
| 42Moderate | SoftBank Group Capital Ltd owner sell | $29M 887,282 shares | -11% | +104% from low-38% from high | |
| 42Moderate | SoftBank Group Capital Ltd owner sell | $30M 971,960 shares | -11% | +99% from low-40% from high | |
| 37Weak | SoftBank Group Capital Ltd owner sell | $9.8M 316,122 shares | -3% | +95% from low-41% from high | |
| 37Weak | SoftBank Group Capital Ltd owner sell | $22M 729,179 shares | -7% | +92% from low-42% from high |
Planned sales
Form 144 notices filed before a sale of restricted or control stock, newest first. The sale itself usually reaches a Form 4 within days. All planned sales
| Filed | Seller | Shares | Value | Sale date | Past 3 months |
|---|---|---|---|---|---|
| Sep 4, 2026 | Peters John Sheldon Officer | 2,249 0.00% of outstanding | $122k | Sep 4, 2026 | $1.1M |
| Sep 3, 2026 | BIXBY TIMOTHY E Officer | 1,893 0.00% of outstanding | $103k | Sep 3, 2026 | $118k |
| Sep 3, 2026 | Prosor Maya Officer | 1,040 0.00% of outstanding | $57k | Sep 3, 2026 | $65k |
| Sep 3, 2026 | Peters John Sheldon Officer | 859 0.00% of outstanding | $47k | Sep 3, 2026 | $1.1M |
| Aug 13, 2026 | Peters John Sheldon Officer | 11,000 0.01% of outstanding | $578k | Aug 13, 2026 | $555k |
| Jul 7, 2026 | BIXBY TIMOTHY E Officer | 73,000 0.10% of outstanding | $5.8M | Jul 7, 2026 | $118k |
| Jul 6, 2026 | Peters John Sheldon Officer | 3,444 0.00% of outstanding | $272k | Jul 6, 2026 | $283k |
| Jun 4, 2026 | Peters John Sheldon Officer | 3,608 0.00% of outstanding | $191k | Jun 4, 2026 | $280k |
| Jun 3, 2026 | BIXBY TIMOTHY E Officer | 2,227 0.00% of outstanding | $118k | Jun 3, 2026 | $107k |
| Jun 3, 2026 | Prosor Maya Officer | 1,220 0.00% of outstanding | $65k | Jun 3, 2026 | $11k |
| Jun 3, 2026 | Peters John Sheldon Officer | 1,735 0.00% of outstanding | $92k | Jun 3, 2026 | $276k |
| Mar 4, 2026 | Peters John Sheldon Officer | 3,571 0.00% of outstanding | $187k | Mar 4, 2026 | $2.0M |
| Mar 3, 2026 | BIXBY TIMOTHY E Officer | 2,135 0.00% of outstanding | $107k | Mar 3, 2026 | none |
| Mar 3, 2026 | Peters John Sheldon Officer | 1,773 0.00% of outstanding | $89k | Mar 3, 2026 | $2.1M |
| Mar 3, 2026 | Prosor Maya Officer | 223 0.00% of outstanding | $11k | Mar 3, 2026 | none |
| Jan 22, 2026 | Daniel Schreiber Director | 144,000 0.19% of outstanding | $14M | Jan 22, 2026 | $2.8M |
| Jan 22, 2026 | Peters John Sheldon Officer | 9,000 0.01% of outstanding | $810k | Jan 22, 2026 | $3.1M |
| Jan 6, 2026 | Peters John Sheldon Officer | 10,000 0.01% of outstanding | $800k | Jan 6, 2026 | $2.3M |
| Dec 11, 2025 | Eckstein Adina Officer | 7,919 0.01% of outstanding | $621k | Dec 11, 2025 | $9.6M |
| Dec 11, 2025 | Schwartz Debra Director | 4,200 0.01% of outstanding | $351k | Dec 11, 2025 | none |
| Dec 10, 2025 | Eckstein Adina Officer | 7,919 0.01% of outstanding | $627k | Dec 10, 2025 | $8.9M |
| Dec 10, 2025 | Peters John Sheldon Officer | 3,554 0.00% of outstanding | $288k | Dec 10, 2025 | $2.0M |
| Dec 8, 2025 | Eckstein Adina Officer | 70,794 0.09% of outstanding | $5.6M | Dec 8, 2025 | $3.4M |
| Dec 3, 2025 | Peters John Sheldon Officer | 2,667 0.00% of outstanding | $193k | Dec 3, 2025 | $2.0M |
| Dec 2, 2025 | BIXBY TIMOTHY E Officer | 2,862 0.00% of outstanding | $208k | Dec 2, 2025 | $146k |
Transactions
The newest 50 of 199 rows filed, every code.
| Date | Insider | Transaction | Shares | Price | Value | Holdings after | Filed |
|---|---|---|---|---|---|---|---|
| Sep 3, 2026 | John Sheldon Peters Chief Insurance Officer | SOpen-market sale COMMON STOCK10b5-1 | -859 | $54.63 | $47k | 76,083 | 35 d ago |
| Sep 3, 2026 | Timothy E Bixby Chief Financial Officer | SOpen-market sale COMMON STOCK | -1,893 | $54.63 | $103k | 172,370 | 35 d ago |
| Sep 3, 2026 | Maya Prosor Chief Business Officer | SOpen-market sale COMMON STOCK | -1,040 | $54.63 | $57k | 186,533 | 35 d ago |
| Sep 4, 2026 | John Sheldon Peters Chief Insurance Officer | SOpen-market sale COMMON STOCK10b5-1 | -2,249 | $54.45 | $122k | 73,834 | 35 d ago |
| Sep 2, 2026 | Shai Wininger President | GGift COMMON STOCK | -1,876 | $0.00 | $0 | 4,416,873 | 39 d ago |
| Jul 7, 2026 | Timothy E Bixby Chief Financial Officer | SOpen-market sale COMMON STOCK10b5-1 | -73,000 | $79.18 | $5.8M | 174,263 | Jul 9, 2026 |
| Jun 10, 2026 | Michael A Eisenberg director | GGift COMMON STOCK | -5,000 | $0.00 | $0 | 195,452 | Jun 12, 2026 |
| Jun 3, 2026 | Prashant Ratanchandani director | AGrant or award COMMON STOCK | +2,848 | $0.00 | $0 | 6,185 | Jun 5, 2026 |
| Jun 3, 2026 | Maria Angelidis-Smith director | AGrant or award COMMON STOCK | +2,848 | $0.00 | $0 | 17,744 | Jun 5, 2026 |
| Jun 3, 2026 | Timothy E Bixby Chief Financial Officer | SOpen-market sale COMMON STOCK | -2,227 | $53.17 | $118k | 247,263 | Jun 5, 2026 |
| Jun 3, 2026 | John Sheldon Peters Chief Insurance Officer | SOpen-market sale COMMON STOCK10b5-1 | -1,735 | $53.17 | $92k | 84,994 | Jun 5, 2026 |
| Jun 3, 2026 | Debra Schwartz director | AGrant or award COMMON STOCK | +2,848 | $0.00 | $0 | 24,415 | Jun 5, 2026 |
| Jun 3, 2026 | Samer Haj-Yehia director | AGrant or award COMMON STOCK | +2,848 | $0.00 | $0 | 27,187 | Jun 5, 2026 |
| Jun 3, 2026 | Maya Prosor Chief Business Officer | SOpen-market sale COMMON STOCK | -1,220 | $53.17 | $65k | 187,573 | Jun 5, 2026 |
| Jun 3, 2026 | Geoff Seeley director | AGrant or award COMMON STOCK | +2,848 | $0.00 | $0 | 5,967 | Jun 5, 2026 |
| Jun 4, 2026 | John Sheldon Peters Chief Insurance Officer | SOpen-market sale COMMON STOCK10b5-1 | -3,608 | $52.94 | $191k | 81,386 | Jun 5, 2026 |
| Mar 10, 2026 | Maria Angelidis-Smith director | POpen-market purchase COMMON STOCK | +3,350 | $55.30 | $185k | 14,896 | Mar 30, 2026 |
| Mar 10, 2026 | Maria Angelidis-Smith director | POpen-market purchase COMMON STOCKindirect: Held by Smith Family Trust | +5,390 | $55.70 | $300k | 38,944 | Mar 30, 2026 |
| Mar 18, 2026 | Shai Wininger President | AGrant or award COMMON STOCK | +820,000 | $0.00 | $0 | 4,238,749 | Mar 20, 2026 |
| Mar 18, 2026 | Daniel A. Schreiber Chief Executive Officer | AGrant or award COMMON STOCK | +820,000 | $0.00 | $0 | 844,327 | Mar 20, 2026 |
| Mar 18, 2026 | Shai Wininger President | AGrant or award COMMON STOCK | +180,000 | $0.00 | $0 | 4,418,749 | Mar 20, 2026 |
| Mar 18, 2026 | Daniel A. Schreiber Chief Executive Officer | AGrant or award COMMON STOCK | +180,000 | $0.00 | $0 | 1,024,327 | Mar 20, 2026 |
| Mar 10, 2026 | Maria Angelidis-Smith director | AGrant or award COMMON STOCK | +3,350 | $55.30 | $185k | 14,896 | Mar 12, 2026 |
| Mar 10, 2026 | Maria Angelidis-Smith director | AGrant or award COMMON STOCKindirect: Held by Smith Family Trust | +5,390 | $55.70 | $300k | 38,944 | Mar 12, 2026 |
| Mar 8, 2026 | Adina Eckstein Chief Operating Officer | AGrant or award COMMON STOCK | +145,112 | $0.00 | $0 | 333,503 | Mar 10, 2026 |
| Mar 8, 2026 | Maya Prosor Chief Business Officer | AGrant or award COMMON STOCK | +181,389 | $0.00 | $0 | 188,793 | Mar 10, 2026 |
| Mar 8, 2026 | Adina Eckstein Chief Operating Officer | AGrant or award STOCK OPTIONderivative | +54,417 | $0.00 | $0 | 54,417 | Mar 10, 2026 |
| Mar 3, 2026 | Timothy E Bixby Chief Financial Officer | SOpen-market sale COMMON STOCK | -2,135 | $50.12 | $107k | 249,490 | Mar 5, 2026 |
| Mar 3, 2026 | John Sheldon Peters Chief Insurance Officer | SOpen-market sale COMMON STOCK10b5-1 | -1,773 | $50.12 | $89k | 80,300 | Mar 5, 2026 |
| Mar 3, 2026 | Maya Prosor Chief Business Officer | SOpen-market sale COMMON STOCK | -223 | $50.12 | $11k | 7,404 | Mar 5, 2026 |
| Mar 4, 2026 | John Sheldon Peters Chief Insurance Officer | SOpen-market sale COMMON STOCK10b5-1 | -3,571 | $52.50 | $187k | 76,729 | Mar 5, 2026 |
| Feb 12, 2026 | John Sheldon Peters Chief Insurance Officer | MOption exercise COMMON STOCK | +11,845 | $11.61 | $138k | 82,073 | Feb 17, 2026 |
| Feb 12, 2026 | John Sheldon Peters Chief Insurance Officer | MOption exercise STOCK OPTIONderivative | -11,845 | $11.61 | $138k | 0 | Feb 17, 2026 |
| Jan 23, 2026 | Daniel A. Schreiber Chief Executive Officer | SOpen-market sale COMMON STOCKindirect: Directly held by Dan and Dan Ltd.10b5-1 | -9,108 | $99.04 | $902k | 1,514,426 | Feb 4, 2026 |
| Jan 22, 2026 | Daniel A. Schreiber Chief Executive Officer | SOpen-market sale COMMON STOCKindirect: Directly held by Dan and Dan Ltd.10b5-1 | -126,625 | $94.74 | $12M | 1,523,534 | Jan 23, 2026 |
| Jan 22, 2026 | John Sheldon Peters Chief Insurance Officer | SOpen-market sale COMMON STOCK10b5-1 | -9,000 | $90.00 | $810k | 70,228 | Jan 23, 2026 |
| Jan 8, 2026 | John Sheldon Peters Chief Insurance Officer | MOption exercise COMMON STOCK | +18,457 | $5.26 | $97k | 79,228 | Jan 13, 2026 |
| Jan 8, 2026 | John Sheldon Peters Chief Insurance Officer | MOption exercise STOCK OPTIONderivative | -18,457 | $5.26 | $97k | 10,000 | Jan 13, 2026 |
| Jan 6, 2026 | John Sheldon Peters Chief Insurance Officer | SOpen-market sale COMMON STOCK10b5-1 | -10,000 | $80.00 | $800k | 60,771 | Jan 8, 2026 |
| Dec 11, 2025 | Adina Eckstein Chief Operating Officer | SOpen-market sale COMMON STOCK10b5-1 | -7,919 | $84.15 | $666k | 188,391 | Dec 15, 2025 |
| Dec 11, 2025 | Debra Schwartz director | SOpen-market sale COMMON STOCK | -4,200 | $83.59 | $351k | 21,567 | Dec 15, 2025 |
| Dec 10, 2025 | Adina Eckstein Chief Operating Officer | SOpen-market sale COMMON STOCK10b5-1 | -7,919 | $81.15 | $643k | 196,310 | Dec 11, 2025 |
| Dec 10, 2025 | John Sheldon Peters Chief Insurance Officer | SOpen-market sale COMMON STOCK | -3,554 | $81.00 | $288k | 70,771 | Dec 11, 2025 |
| Dec 8, 2025 | Adina Eckstein Chief Operating Officer | MOption exercise COMMON STOCK10b5-1 | +16,250 | $24.47 | $398k | 244,237 | Dec 10, 2025 |
| Dec 8, 2025 | Adina Eckstein Chief Operating Officer | MOption exercise COMMON STOCK10b5-1 | +1,549 | $44.57 | $69k | 245,786 | Dec 10, 2025 |
| Dec 8, 2025 | Adina Eckstein Chief Operating Officer | SOpen-market sale COMMON STOCK10b5-1 | -17,799 | $78.97 | $1.4M | 227,987 | Dec 10, 2025 |
| Dec 8, 2025 | Adina Eckstein Chief Operating Officer | SOpen-market sale COMMON STOCK10b5-1 | -15,839 | $78.92 | $1.3M | 212,148 | Dec 10, 2025 |
| Dec 8, 2025 | Adina Eckstein Chief Operating Officer | SOpen-market sale COMMON STOCK10b5-1 | -7,919 | $78.94 | $625k | 204,229 | Dec 10, 2025 |
| Dec 9, 2025 | Adina Eckstein Chief Operating Officer | MOption exercise COMMON STOCK10b5-1 | +29,237 | $44.57 | $1.3M | 233,466 | Dec 10, 2025 |
| Dec 9, 2025 | Adina Eckstein Chief Operating Officer | SOpen-market sale COMMON STOCK10b5-1 | -29,237 | $77.17 | $2.3M | 204,229 | Dec 10, 2025 |
50 of 199 rows shown.
Insiders
Everyone who has filed a Form 4 here.
- Maria Angelidis-Smithdirector
- Timothy E BixbyChief Financial Officer
- Adina EcksteinChief Operating Officer
- Michael A Eisenbergdirector
- Samer Haj-Yehiadirector
- John Sheldon PetersChief Insurance Officer
- Maya ProsorChief Business Officer
- Prashant Ratanchandanidirector
- Daniel A. SchreiberChief Executive Officer
- Debra Schwartzdirector
- Geoff Seeleydirector
- SoftBank Group Capital Ltdowner
- Shai WiningerPresident
Questions about LMND
Answered from the filings on this page, as of the latest one.
Are insiders buying LMND?
As of Sep 8, 2026, SEC Form 4 filings show 0 open-market buys worth $0 by 0 insiders and 3 open-market sells worth $330k by 3 insiders at Lemonade, Inc. in the last 90 days, net -$330k. Only purchases (code P) and sales (code S) count; grants, option exercises and tax withholding do not.
Who was the last insider to trade LMND on the open market?
Timothy E Bixby (Chief Financial Officer) sold $103k of LMND on Sep 3, 2026 and filed the Form 4 on Sep 8, 2026. InsiderTell scored 47 (moderate), with 3 insiders on the same side within 14 days.
How many insiders file Form 4 at Lemonade, Inc.?
13 people have filed a Form 4 at Lemonade, Inc., among them Maria Angelidis-Smith (director), Timothy E Bixby (Chief Financial Officer), Adina Eckstein (Chief Operating Officer). Officers, directors and holders of more than 10% of a share class must report their trades within two business days.
Not investment advice. Scores and forward returns are decision support built from public SEC filings and past prices; they describe what happened after comparable filings, not what will happen after this one. Do your own research and size your risk.