InsiderTrades

Form 4 for ROOT Root, Inc.

Accepted 2025-05-23 00:00:00 ET · period of report 2025-05-21 · accession 0001104659-25-052558 · 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
DMI 2025-05-23 2025-05-21 ROOT Drive Capital I (GP) LLC 10% J - Other $0.00 -1.10M 0 -100% $0
DI 2025-05-23 2025-05-21 ROOT Drive Capital I (GP) LLC 10% C - Cnv Deriv — +1.44M 1.44M New —
DI 2025-05-23 2025-05-21 ROOT Drive Capital I (GP) LLC 10% C - Cnv Deriv $0.00 -1.44M 0 -100% $0

Purchase Sale Sale after option exercise All abbreviations

Every reported transaction

#TableSecurityDateCodeA/DSharesPriceOwned afterOwnExercise / expiryUnderlyingFootnotes
1 Common Class A Common Stock 2025-05-21 J A 339,856 $0.00 339,856 I See Footnote — — (F5) The shares are held of record by GP I. Olsen is the managing member of GP I and has voting and dispositive power with respect to the shares held of record by GP I. Olsen disclaims beneficial ownership of such shares except to the extent of his pecuniary interest therein.
2 Common Class A Common Stock 2025-05-21 C A 1,443,376 — 1,443,376 I See Footnote — — (F1) These shares were converted from Class B Common Stock into Class A Common Stock on a one-for-one basis for no consideration. (F2) The shares are held of record by DC I Investment LLC ("DC I Investment"). Christopher Olsen ("Olsen") is the Managing Director of DC I Investment and has sole voting and dispositive power with respect to the shares held of record by DC I Investment.
3 Common Class A Common Stock 2025-05-21 J D 1,443,376 $0.00 0 I See Footnote — — (F2) The shares are held of record by DC I Investment LLC ("DC I Investment"). Christopher Olsen ("Olsen") is the Managing Director of DC I Investment and has sole voting and dispositive power with respect to the shares held of record by DC I Investment.
4 Derivative Class B Common Stock 2025-05-21 C D 1,443,376 $0.00 0 I See Footnote — · — to — 1,443,376 Class A Common Stock (F2) The shares are held of record by DC I Investment LLC ("DC I Investment"). Christopher Olsen ("Olsen") is the Managing Director of DC I Investment and has sole voting and dispositive power with respect to the shares held of record by DC I Investment. (F9) Each share of Class B Common Stock is convertible into one share of Class A Common Stock at the option of the holder and has no expiration date.