| Insider | Role | Shares | Value | Buys | Sells |
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| Date | Ticker | Insider | Role | Type | Shares | Price | Value | Chg% | SEC |
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| Insider | Role | Shares | Value | Buys | Sells |
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| Date | Ticker | Insider | Role | Type | Shares | Price | Value | Chg% | SEC |
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Chief Financial Officer
1 company
Matthew Skaruppa is Chief Financial Officer at DUOL. Matthew Skaruppa's net worth is not public. Form 4 filings only show shares in the companies where this person is an insider; those holdings are worth an estimated $4.0M at current prices.
Our model assigns Matthew Skaruppa a below-average insider score of 48/100, based on 66 past trades. Over a 12-month horizon, 29.0% of those trades were profitable, with an average 12-month return of -35.2%.
The DUOL filings lean toward selling, a net 392,179 shares.
Matthew Skaruppa has 69 Form 4 filings on record from August 2021 to February 2026, all as Chief Financial Officer at Duolingo (DUOL), 2021–2026.
The 324 reported transactions were 279 open-market sales, 38 option exercises, 5 stock awards and 1 gift, plus smaller numbers of other types.
Counted by filing, the open-market trades come to no purchases and 60 sales worth about $76.8M.
The largest open-market sale was 14,250 shares of DUOL at an average $347.44 on December 16, 2024, about $5.0M. Twelve months later DUOL was down 46%.
31 of the 40 sales since April 2023 were made under a Rule 10b5-1 trading plan; the other 9 were not.
| Date | Ticker | Role | Type | Shares | Price | Value | Chg% | 3M | 12M | SEC |
|---|---|---|---|---|---|---|---|---|---|---|
| Feb 18, 2026 | DUOL Duolingo, Inc. | Chief Financial Officer | Sell10b5-1 | 5,856 | $112.42 | $658,304.07 | -15.6% | +1.5% | - | |
| Nov 18, 2025 | DUOL Duolingo, Inc. | Chief Financial Officer | Sell10b5-1 | 5,858 | $176.81 | $1,035,724.76 | -13.5% | -36.1% | - | |
| Aug 26, 2025 | DUOL Duolingo, Inc. | Chief Financial Officer | Sale+OE10b5-1 | 10,937 | $317.39 | $3,471,321.56 | -20.1% | -45.4% | -55.4% | |
| Aug 15, 2025 | DUOL Duolingo, Inc. | Chief Financial Officer | Sell | 2,797 | $329.03 | $920,296.91 | -5.0% | -42.9% | -59.4% | |
| May 16, 2025 | DUOL Duolingo, Inc. | Chief Financial Officer | Sell10b5-1 | 3,573 | $528.35 | $1,887,802.30 | -5.8% | -37.6% | -78.8% | |
| May 15, 2025 | DUOL Duolingo, Inc. | Chief Financial Officer | Sell | 3,304 | $531.71 | $1,756,769.84 | -5.1% | -38.2% | -78.9% | |
| Feb 19, 2025 | DUOL Duolingo, Inc. | Chief Financial Officer | Sell10b5-1 | 3,591 | $433.01 | $1,554,953.63 | -6.0% | +21.6% | -74.3% | |
| Feb 18, 2025 | DUOL Duolingo, Inc. | Chief Financial Officer | Sell | 3,284 | $435.28 | $1,429,459.52 | -5.2% | +17.9% | -74.5% | |
| Jan 13, 2025 | DUOL Duolingo, Inc. | Chief Financial Officer | Sell10b5-1 | 4,464 | $313.55 | $1,399,697.76 | -6.6% | +3.3% | -47.6% | |
| Jan 2, 2025 | DUOL Duolingo, Inc. | Chief Financial Officer | Sale+OE10b5-1 | 5,000 | $324.48 | $1,622,407.91 | -6.9% | +3.6% | -45.8% |