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sellWeak cluster of 510b5-1 plan

Matthew Skaruppa sold $3.5M of DUOL

Chief Financial Officer at Duolingo, Inc.. 10,937 shares at an average of $317.39, traded Aug 26, 2025, filed Aug 28, 2025.

Warning score
32
Value
$3.5M
10,937 shares
Holdings after
43,345
-20% from before
From 52-week low
+42%
low $223.18, close $316.02
From 52-week high
-42%
high $540.68, as of Aug 26, 2025

Score components

  • Role
    CFO
    +22
  • Trade size
    $3.5M at market
    +25
  • Share of holdings sold
    Sold 20% of holdings
    +5
  • Cluster
    5 insiders selling within 14 days
    +15
  • 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 +1.1%, 3m -41.6%, 6m -63.6%.

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.

DUOLOct 12, 2026 · close 147.74
Since filing Aug 28, 2025: -54.2%SPY +21.5% · excess -75.8%

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 0001562088-25-000198, as filed. Open on EDGAR

DateTransactionSharesPriceValueHoldings afterFiled
Aug 26, 2025MOption exercise
Class A Common Stock10b5-1
+1,378$14.42$20k54,282Aug 28, 2025
Aug 26, 2025SOpen-market sale
Class A Common Stock10b5-1
-500$311.38$156k53,782Aug 28, 2025
Aug 26, 2025SOpen-market sale
Class A Common Stock10b5-1
-300$312.67$94k53,482Aug 28, 2025
Aug 26, 2025SOpen-market sale
Class A Common Stock10b5-1
-755$314.16$237k52,727Aug 28, 2025
Aug 26, 2025SOpen-market sale
Class A Common Stock10b5-1
-1,402$315.27$442k51,325Aug 28, 2025
Aug 26, 2025SOpen-market sale
Class A Common Stock10b5-1
-2,301$316.24$728k49,024Aug 28, 2025
Aug 26, 2025SOpen-market sale
Class A Common Stock10b5-1
-800$317.44$254k48,224Aug 28, 2025
Aug 26, 2025SOpen-market sale
Class A Common Stock10b5-1
-1,501$318.36$478k46,723Aug 28, 2025
Aug 26, 2025SOpen-market sale
Class A Common Stock10b5-1
-700$319.33$224k46,023Aug 28, 2025
Aug 26, 2025SOpen-market sale
Class A Common Stock10b5-1
-1,100$320.50$353k44,923Aug 28, 2025
Aug 26, 2025SOpen-market sale
Class A Common Stock10b5-1
-1,578$321.33$507k43,345Aug 28, 2025
Aug 26, 2025MOption exercise
Stock Option (Right to Buy)derivative10b5-1
-1,378$0.00$00Aug 28, 2025

Related signals

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

ScoreCompanyInsiderValueHoldingsFiled
Pro nowfree Oct 16, 2026
DUOLsell10b5-1
Duolingo, Inc.
Luis von Ahn
President & CEO, Co-Founder
$17M
110,046 shares
-100%
43Moderate
DUOLsell 210b5-1
Duolingo, Inc.
Luis von Ahn
President & CEO, Co-Founder
$7.0M
46,682 shares
-100%
50Moderate
DUOLsell 310b5-1
Duolingo, Inc.
Luis von Ahn
President & CEO, Co-Founder
$6.2M
40,980 shares
-110%
50Moderate
DUOLsell 310b5-1
Duolingo, Inc.
Luis von Ahn
President & CEO, Co-Founder
$4.3M
28,292 shares
-100%
40Moderate
DUOLsell 310b5-1
Duolingo, Inc.
Stephen C. Chen
General Counsel
$1.2M
8,072 shares
-16%
40Moderate
DUOLsell 310b5-1
Duolingo, Inc.
William B Gordon
director
$1.5M
10,000 shares
-13%
41Moderate
DUOLsell 3
Duolingo, Inc.
Stephen C. Chen
General Counsel
$132k
1,024 shares
-2%
41Moderate
DUOLsell 3
Duolingo, Inc.
Robert Meese
Chief Business Officer
$175k
1,354 shares
-1%
29Weak
DUOLsell 310b5-1
Duolingo, Inc.
Natalie Glance
Chief Engineering Officer
$567k
4,290 shares
-2%
24Weak
DUOLsell 310b5-1
Duolingo, Inc.
Stephen C. Chen
General Counsel
$317k
2,797 shares
-5%

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.

Matthew Skaruppa sold $3.5M of DUOL | InsiderTell