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sellWeak cluster of 210b5-1 plan

John Sheldon Peters sold $2.3M of LMND

Chief Insurance Officer at Lemonade, Inc.. 38,155 shares at an average of $60.00, traded Aug 13, 2025, filed Aug 15, 2025.

Warning score
23
Value
$2.3M
38,155 shares
Holdings after
105,115
-27% from before
From 52-week low
+281%
low $15.65, close $59.70
From 52-week high
0%
high $59.70, as of Aug 13, 2025

Score components

  • Role
    Officer
    +15
  • Trade size
    $2.3M at market
    +25
  • Share of holdings sold
    Sold 27% of holdings
    +10
  • Cluster
    2 insiders selling within 14 days
    +8
  • Exercise and sell
    Shares came from an option exercise in the same filing
    -15
  • 10b5-1 plan
    Pre-scheduled under a 10b5-1 plan
    -20

What happened after comparable sells

Same side and tier, against the S&P 500, at 1, 3 and 6 months. Shown to Pro users; the whole table is on the backtest page.

This signal so far: 1m -8.4%, 3m +22.9%, 6m +11.1%.

Price around the trade, and since

From a quarter before the trade to today. The arrow is the trade, the circle the day the filing reached EDGAR, which is the first day anyone outside could act; the dotted line is the S&P 500 rebased to that day's close.

LMNDOct 9, 2026 · close 46.46
Since filing Aug 15, 2025: -19.0%SPY +22.6% · excess -41.6%

Daily candles, adjusted for splits and dividends. Green arrows are insider buys, red are sells, sized by value; the dashed line is the close on the filing day, the dotted line SPY rebased to it.Charts by TradingView Lightweight Charts™

Rows in this filing

Every transaction in Form 4 0001816299-25-000006, as filed. Open on EDGAR

DateTransactionSharesPriceValueHoldings afterFiled
Aug 12, 2025GGift
COMMON STOCK
-1,000$0.00$0105,115Aug 15, 2025
Aug 13, 2025MOption exercise
COMMON STOCK
+38,155$11.61$443k143,270Aug 15, 2025
Aug 13, 2025SOpen-market sale
COMMON STOCK10b5-1
-38,155$60.00$2.3M105,115Aug 15, 2025
Aug 13, 2025MOption exercise
STOCK OPTIONderivative
-38,155$11.61$443k11,845Aug 15, 2025

Related signals

Other insiders at Lemonade, Inc. and this insider’s other filings.

ScoreCompanyInsiderValueHoldingsFiled
47Moderate
LMNDsell 3
Lemonade, Inc.
Timothy E Bixby
Chief Financial Officer
$103k
1,893 shares
-1%
21Weak
LMNDsell 310b5-1
Lemonade, Inc.
John Sheldon Peters
Chief Insurance Officer
$169k
3,108 shares
-4%
37Weak
LMNDsell 3
Lemonade, Inc.
Maya Prosor
Chief Business Officer
$57k
1,040 shares
-1%
39Weak
LMNDsell
Lemonade, Inc.
John Sheldon Peters
Chief Insurance Officer
$578k
11,000 shares
-13%
45Moderate
LMNDsell 210b5-1
Lemonade, Inc.
Timothy E Bixby
Chief Financial Officer
$5.8M
73,000 shares
-30%
16Weak
LMNDsell 210b5-1
Lemonade, Inc.
John Sheldon Peters
Chief Insurance Officer
$272k
3,444 shares
-4%
47Moderate
LMNDsell 3
Lemonade, Inc.
Timothy E Bixby
Chief Financial Officer
$118k
2,227 shares
-1%
24Weak
LMNDsell 310b5-1
Lemonade, Inc.
John Sheldon Peters
Chief Insurance Officer
$283k
5,343 shares
-6%
38Weak
LMNDsell 3
Lemonade, Inc.
Maya Prosor
Chief Business Officer
$65k
1,220 shares
-1%
51Moderate
LMNDbuy
Lemonade, Inc.
Maria Angelidis-Smith
director
$485k
8,740 shares
+76%

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.

John Sheldon Peters sold $2.3M of LMND | InsiderTell