InsiderTrades

Form 4 for ROOT Root, Inc.

Accepted 2026-04-03 09:18:35 ET · period of report 2026-04-01 · accession 0001977858-26-000001 · SEC index · Original document

Summary rows

Aggregated the way they appear in lists: one row per insider, transaction code and security table.

X Filed Traded Ticker Insider Title Type Price Qty Owned ΔOwn Value
DMT 2026-04-03 09:18 2026-04-01 ROOT Allison Jonathan Chief Administrative Off F - Tax $43.26 -11.0K 77.5K -12% -$473.9K
DT 2026-04-03 09:18 2026-04-01 ROOT Allison Jonathan Chief Administrative Off M - OptEx $0.00 +6,442 80.4K +9% $0
DT 2026-04-03 09:18 2026-04-02 ROOT Allison Jonathan Chief Administrative Off S - Sale+OE $42.33 -4,112 73.4K -5% -$174.1K
DT 2026-04-03 09:18 2026-04-01 ROOT Allison Jonathan Chief Administrative Off M - OptEx $0.00 -6,442 8,589 -43% $0

Purchase Sale Sale after option exercise All abbreviations

Every reported transaction

#TableSecurityDateCodeA/DSharesPriceOwned afterOwnExercise / expiryUnderlyingFootnotes
1 Common Class A Common Stock 2026-04-01 F D 8,081 $43.26 73,918 D — — (F1) These shares of common stock were withheld by the Issuer to satisfy tax withholding obligations associated with the vesting of restricted stock units.
2 Common Class A Common Stock 2026-04-01 M A 6,442 $0.00 80,360 D — —
3 Common Class A Common Stock 2026-04-01 F D 2,874 $43.26 77,486 D — — (F1) These shares of common stock were withheld by the Issuer to satisfy tax withholding obligations associated with the vesting of restricted stock units.
4 Common Class A Common Stock 2026-04-02 S D 4,112 $42.33 73,374 D — — (F2) The shares were sold pursuant to a 10b5-1 trading plan.
5 Derivative Performance-Based Restricted Stock Units 2026-04-01 M D 6,442 $0.00 8,589 D — · — to 2028-04-01 6,442 Class A Common Stock (F3) Each Performance-Based Restricted Stock Unit ("PSU") represents a contingent right to receive one share of ROOT Class A common stock. The PSUs vest in tranches of 2,147 on April 1, 2024; 4,295 on April 1, 2025; 6,442 on April 1, 2026; and 8,589 on April 1, 2027 and upon ROOT Class A common stock achieving a specified price per share over 45 consecutive trading days after such dates. Per share price achievement levels for the four tranches are: $16.76; $25.14; $33.52; and $41.90. (F3) Each Performance-Based Restricted Stock Unit ("PSU") represents a contingent right to receive one share of ROOT Class A common stock. The PSUs vest in tranches of 2,147 on April 1, 2024; 4,295 on April 1, 2025; 6,442 on April 1, 2026; and 8,589 on April 1, 2027 and upon ROOT Class A common stock achieving a specified price per share over 45 consecutive trading days after such dates. Per share price achievement levels for the four tranches are: $16.76; $25.14; $33.52; and $41.90.