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Lemonade, Inc.

LMND
Exchange
NYSE
Industry
Fire, Marine & Casualty Insurance
SEC CIK
0001691421

In the last 90 days, Lemonade, Inc. insiders filed 0 open-market purchases and 6 sales; 339 institutions reported holding it in 13F filings for Q2 2026, worth $2.92B in total; no superinvestor holds it.

Open-market trades, last 90 days

Open-market purchases (P) and sales (S) by Lemonade, Inc. insiders, counted by Form 4 filing. Trades with a flagged price and duplicate filings are left out.

Open-market buys
0 filings
Open-market sells
6 filings
3 insiders, $6.96M in total
Insiders trading
3
Net value
−$6.96M
Purchases minus sales

Insider roster

Directors, officers and 10% owners who have filed a Form 4 for Lemonade, Inc., current and former, most recent filer first. Last reported holding is the position after the last non-derivative trade in their latest filing.

Insider roster for Lemonade, Inc.
NameTitleLast reported holdingLast filingFilings, past year
Prosor MayaChief Business Officer186,533Sep 8, 20265
Bixby Timothy EChief Financial Officer172,370Sep 8, 20266
Peters John SheldonChief Insurance Officer73,834Sep 8, 202613
Wininger ShaiPresident4,416,873Sep 4, 20262
Eisenberg Michael ADirector195,452Jun 12, 20261
Schwartz DebraDirector24,415Jun 5, 20262
Haj-Yehia SamerDirector27,187Jun 5, 20261
Angelidis-Smith MariaDirector17,744Jun 5, 20262
Seeley GeoffDirector5,967Jun 5, 20262
Ratanchandani PrashantDirector6,185Jun 5, 20262
Schreiber Daniel A.Chief Executive Officer1,024,327Mar 20, 20264
Eckstein AdinaChief Operating Officer333,503Mar 10, 20265
SoftBank Group Capital Ltd10% Owner7,111,441May 14, 20250
Nyatta Mwashuma KamataDirector23,189Jun 26, 20240
Martincevic SilvijaDirector18,462Jun 9, 20230
Novoselsky IrinaDirector18,462Jun 9, 20230
Clavel AlexOther: Former 10% Owner0IndirectApr 4, 20230
Espinel JorgeCBDO–Dec 8, 20210

Insider trades

Each row adds up one type of transaction in one Form 4 filing. Only open-market purchases (P) and sales (S) are shown by default; use the filters to see grants, option exercises and other codes.

Insider trades
Filed (ET)Trade dateFiling delayInsiderTransactionSharesAvg priceValueHolding changeFlags
Sep 8, 2026 (view filing)5:36 PM ETSep 35 daysProsor MayaChief Business OfficerSSale−1.04K$54.63−$56.8K−0.6%186.5K after
Sep 8, 2026 (view filing)5:33 PM ETSep 35 daysBixby Timothy EChief Financial OfficerSSale−1.89K$54.63−$103.4K−1.1%172.4K after
Sep 8, 2026 (view filing)5:33 PM ETSep 3-45 daysPeters John SheldonChief Insurance OfficerSSale−3.11K$54.50−$169.4K−4.0%73.8K after2 lots10b5-1
Aug 17, 2026 (view filing)5:05 PM ETAug 134 daysPeters John SheldonChief Insurance OfficerSSale−11.0K$52.55−$578.0K−12.5%76.9K after
Jul 9, 2026 (view filing)3:03 PM ETJul 72 daysBixby Timothy EChief Financial OfficerSSale−73.0K$79.18−$5.78M−29.5%174.3K after10b5-1
Jul 8, 2026 (view filing)9:40 PM ETJul 62 daysPeters John SheldonChief Insurance OfficerSSale−3.44K$79.00−$272.1K−4.2%77.9K after
Jun 5, 2026 (view filing)Jun 32 daysProsor MayaChief Business OfficerSSale−1.22K$53.17−$64.9K−0.6%187.6K after
Jun 5, 2026 (view filing)Jun 3-42 daysPeters John SheldonChief Insurance OfficerSSale−5.34K$53.01−$283.3K−6.2%81.4K after2 lots10b5-1
Jun 5, 2026 (view filing)Jun 32 daysBixby Timothy EChief Financial OfficerSSale−2.23K$53.17−$118.4K−0.9%247.3K after
Mar 30, 2026 (view filing)Mar 1020 daysAngelidis-Smith MariaDirectorPPurchase+3.35K$55.30+$185.3K+29.0%14.9K afterAmended
Mar 30, 2026 (view filing)Mar 1020 daysAngelidis-Smith MariaDirectorPPurchase+5.39K$55.70+$300.2K+16.1%38.9K afterAmended
Mar 5, 2026 (view filing)Mar 32 daysProsor MayaChief Business OfficerSSale−223$50.12−$11.2K−2.9%7.40K after
Mar 5, 2026 (view filing)Mar 3-42 daysPeters John SheldonChief Insurance OfficerSSale−5.34K$51.71−$276.3K−6.5%76.7K after2 lots10b5-1
Mar 5, 2026 (view filing)Mar 32 daysBixby Timothy EChief Financial OfficerSSale−2.13K$50.12−$107.0K−0.8%249.5K after
Feb 4, 2026 (view filing)Jan 2312 daysLateSchreiber Daniel A.Chief Executive OfficerSSale−9.11K$99.04−$902.1K−0.6%1.51M after10b5-1
Jan 23, 2026 (view filing)Jan 221 dayPeters John SheldonChief Insurance OfficerSSale−9.00K$90.00−$810.0K−11.4%70.2K after10b5-1
Jan 23, 2026 (view filing)Jan 221 daySchreiber Daniel A.Chief Executive OfficerSSale−126.6K$94.74−$12.0M−7.7%1.52M after10b5-1
Jan 8, 2026 (view filing)Jan 62 daysPeters John SheldonChief Insurance OfficerSSale−10.0K$80.00−$800.0K−14.1%60.8K after10b5-1
Dec 15, 2025 (view filing)Dec 114 daysSchwartz DebraDirectorSSale−4.20K$83.59−$351.1K−16.3%21.6K after
Dec 15, 2025 (view filing)Dec 114 daysEckstein AdinaChief Operating OfficerSSale−7.92K$84.15−$666.4K−4.0%188.4K after10b5-1
Dec 11, 2025 (view filing)Dec 101 dayEckstein AdinaChief Operating OfficerSSale−7.92K$81.15−$642.6K−3.9%196.3K after10b5-1
Dec 11, 2025 (view filing)Dec 101 dayPeters John SheldonChief Insurance OfficerSSale−3.55K$81.00−$287.9K−4.8%70.8K after
Dec 10, 2025 (view filing)Dec 8-92 daysEckstein AdinaChief Operating OfficerSSale−70.8K$78.21−$5.54M−25.7%204.2K after4 lots10b5-1
Dec 4, 2025 (view filing)Dec 22 daysProsor MayaChief Business OfficerSSale−198$72.74−$14.4K−2.5%7.63K after
Dec 4, 2025 (view filing)Dec 2-32 daysPeters John SheldonChief Insurance OfficerSSale−5.34K$72.56−$387.7K−6.7%74.3K after2 lots10b5-1
Dec 4, 2025 (view filing)Dec 22 daysBixby Timothy EChief Financial OfficerSSale−2.86K$72.74−$208.2K−1.1%251.6K after
Nov 24, 2025 (view filing)Nov 20-244 daysPeters John SheldonChief Insurance OfficerSSale−22.7K$72.85−$1.66M−22.2%79.7K after2 lots10b5-1
Nov 12, 2025 (view filing)Nov 7-105 daysEckstein AdinaChief Operating OfficerSSale−46.0K$73.67−$3.39M−16.8%228.0K after3 lots10b5-1
Nov 12, 2025 (view filing)Nov 111 dayBixby Timothy EChief Financial OfficerSSale−30.0K$75.51−$2.27M−100.0%0 after
Sep 5, 2025 (view filing)Sep 32 daysProsor MayaChief Business OfficerSSale−282$50.34−$14.2K−3.5%7.83K after
Sep 5, 2025 (view filing)Sep 32 daysPeters John SheldonChief Insurance OfficerSSale−2.72K$50.34−$136.8K−2.6%102.4K after
Sep 5, 2025 (view filing)Sep 32 daysBixby Timothy EChief Financial OfficerSSale−2.91K$50.34−$146.3K−1.1%260.5K after
Aug 15, 2025 (view filing)Aug 132 daysPeters John SheldonChief Insurance OfficerSSale−38.2K$60.00−$2.29M−26.6%105.1K after
Aug 15, 2025 (view filing)Aug 132 daysEckstein AdinaChief Operating OfficerSSale−5.00K$58.00−$290.0K−2.6%189.7K after10b5-1
Aug 13, 2025 (view filing)Aug 112 daysEckstein AdinaChief Operating OfficerSSale0–$00.0%189.7K after10b5-1
Aug 7, 2025 (view filing)Aug 52 daysEckstein AdinaChief Operating OfficerSSale−5.00K$49.00−$245.0K−2.6%189.7K after10b5-1
Jul 22, 2025 (view filing)Jul 18-214 daysBixby Timothy EChief Financial OfficerSSale−7.00K$42.53−$297.7K−2.6%263.4K after2 lots10b5-1
Jul 16, 2025 (view filing)Jul 142 daysBixby Timothy EChief Financial OfficerSSale−5.00K$38.16−$190.8K−1.9%263.4K after10b5-1
Jul 9, 2025 (view filing)Jul 72 daysBixby Timothy EChief Financial OfficerSSale−11.0K$42.40−$466.4K−4.0%263.4K after2 lots10b5-1
Jul 2, 2025 (view filing)Jun 302 daysBixby Timothy EChief Financial OfficerSSale−11.0K$42.69−$469.6K−4.0%263.4K after10b5-1
Jun 25, 2025 (view filing)Jun 232 daysEckstein AdinaChief Operating OfficerSSale−5.00K$45.00−$225.0K−2.6%189.7K after10b5-1
Jun 25, 2025 (view filing)Jun 232 daysBixby Timothy EChief Financial OfficerSSale−11.0K$43.36−$477.0K−4.0%263.4K after10b5-1
Jun 25, 2025 (view filing)Jun 232 daysPeters John SheldonChief Insurance OfficerSSale−6.54K$45.00−$294.4K−5.8%106.1K after10b5-1
Jun 18, 2025 (view filing)Jun 162 daysBixby Timothy EChief Financial OfficerSSale−11.0K$41.85−$460.3K−4.0%263.4K after2 lots10b5-1
Jun 12, 2025 (view filing)Jun 111 dayBixby Timothy EChief Financial OfficerSSale−6.00K$42.50−$255.0K−2.2%263.4K after10b5-1
Jun 11, 2025 (view filing)Jun 92 daysBixby Timothy EChief Financial OfficerSSale−5.00K$40.30−$201.5K−1.9%263.4K after10b5-1
Jun 9, 2025 (view filing)Jun 54 daysBixby Timothy EChief Financial OfficerSSale−5.00K$37.50−$187.5K−1.9%263.4K after10b5-1
Jun 5, 2025 (view filing)Jun 32 daysPeters John SheldonChief Insurance OfficerSSale−1.49K$35.25−$52.7K−1.4%106.1K after
Jun 5, 2025 (view filing)Jun 32 daysBixby Timothy EChief Financial OfficerSSale−1.92K$35.25−$67.5K−0.7%263.4K after
Jun 5, 2025 (view filing)Jun 32 daysProsor MayaChief Business OfficerSSale−252$35.25−$8.88K−3.0%8.11K after