Drive Capital Overdrive Fund I, L.P. - May 21, 2025 Form 4 Insider Report for Root, Inc. (ROOT)

Role
10%+ Owner
Signature
Drive Capital Overdrive Fund I, L.P., by: Drive Capital Overdrive Fund I (GP), LLC, its: General Partner, by: /s/ Christopher Olsen, Managing Member
Stock symbol
ROOT
Transactions as of
May 21, 2025
Transactions value $
$0
Form type
4
Date filed
5/23/2025, 08:50 PM
Previous filing
Sep 2, 2022

Reporting Owners (5)

Name Relationship Address Signature Signature date CIK
DRIVE CAPITAL OVERDRIVE FUND I, L.P. 10%+ Owner 629 N. HIGH STREET, 6TH FLOOR, COLUMBUS Drive Capital Overdrive Fund I, L.P., by: Drive Capital Overdrive Fund I (GP), LLC, its: General Partner, by: /s/ Christopher Olsen, Managing Member 2025-05-23 0001773446
DRIVE CAPITAL OVERDRIVE FUND I (TE), L.P. 10%+ Owner 629 N. HIGH STREET, 6TH FLOOR, COLUMBUS Drive Capital Overdrive Ignition Fund I, L.P., by: Drive Capital Overdrive Fund I (GP), LLC, its General Partner, by: /s/ Christopher Olsen, Managing Member 2025-05-23 0001773441
Drive Capital Overdrive Ignition Fund I, L.P. 10%+ Owner 629 N. HIGH STREET, 6TH FLOOR, COLUMBUS Drive Capital Overdrive Fund I (TE), L.P., by: Drive Capital Overdrive Fund I (GP), LLC, its: General Partner, by: /s/ Christopher Olsen, Managing Member 2025-05-23 0001799650
Drive Capital Overdrive Fund I (GP), LLC 10%+ Owner 629 N. HIGH STREET, 6TH FLOOR, COLUMBUS Drive Capital Overdrive Fund I (GP), LLC, by: /s/ Christopher Olsen, Managing Member 2025-05-23 0001830378
Drive Capital I (GP) LLC 10%+ Owner 629 N. HIGH STREET, 6TH FLOOR, COLUMBUS Drive Capital I (GP), LLC, by: /s/ Christopher Olsen, Managing Member 2025-05-23 0001867317

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction ROOT Class A Common Stock Conversion of derivative security +1.44M 1.44M May 21, 2025 See Footnote F1, F2
transaction ROOT Class A Common Stock Other $0 -1.44M -100% $0.00 0 May 21, 2025 See Footnote F2, F3
transaction ROOT Class A Common Stock Other $0 +340K $0.00 340K May 21, 2025 See Footnote F4, F5
holding ROOT Class A Common Stock 112K May 21, 2025 See Footnote F6
holding ROOT Class A Common Stock 54.4K May 21, 2025 See Footnote F7
holding ROOT Class A Common Stock 1.59K May 21, 2025 See Footnote F8

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Underlying Class Amount Exercise Price Ownership Footnotes
transaction ROOT Class B Common Stock Conversion of derivative security $0 -1.44M -100% $0.00 0 May 21, 2025 Class A Common Stock 1.44M See Footnote F2, F9
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Drive Capital Overdrive Fund I, L.P. is no longer subject to Section 16 filing requirements. Form 4 or Form 5 obligations may continue.

Explanation of Responses:

Id Content
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.
F3 Represents a pro-rata, in-kind distribution by DC I Investment to its indirect equity holders, without additional consideration. DC I Investment distributed an aggregate of 1,103,520 shares to the limited partners of its two members, Drive Capital Fund I, L.P. ("Fund I") and Drive Capital Ignition Fund I, L.P. ("Ignition Fund I") and 339,856 shares to the general partner of Fund I and Ignition Fund I, Drive Capital I (GP), LLC ("GP I"), on a pro rata basis.
F4 The shares were obtained pursuant to a pro-rata distribution from DC I Investment, for no consideration.
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.
F6 The shares are held of record by Drive Capital Overdrive Fund I, L.P. ("Overdrive I"). Drive Capital Overdrive Fund I (GP), LLC ("Overdrive GP I") is the General Partner of Overdrive I. Olsen is the managing member of Overdrive GP I and has voting and dispositive power with respect to the shares held of record by Overdrive I. Overdrive GP I and Olsen disclaim beneficial ownership of such shares except to the extent of their pecuniary interests therein.
F7 The shares are held of record by Drive Capital Overdrive Fund I (TE), L.P. ("Overdrive TE I"). Overdrive GP I is the General Partner of Overdrive TE I. Olsen is the managing member of Overdrive GP I and has voting and dispositive power with respect to the shares held of record by Overdrive TE I. Overdrive GP I and Olsen disclaim beneficial ownership of such shares except to the extent of their pecuniary interests therein.
F8 The shares are held of record by Drive Capital Overdrive Ignition Fund I, L.P. ("Overdrive Ignition I"). Overdrive GP I is the General Partner of Overdrive Ignition I. Olsen is the managing member of Overdrive GP I and has voting and dispositive power with respect to the shares held of record by Overdrive Ignition I. Overdrive GP I and Olsen disclaim beneficial ownership of such shares except to the extent of their pecuniary interests therein.
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.

Remarks:

This Form 4 is one of two Form 4s filed on the date hereof with respect to the conversion and distribution of these shares. The Reporting Person for the other Form 4 is Christopher Olsen.