Root, Inc. Contracts & Agreements

Executive Retention Agreement between Matt Bonakdarpour and Root, Inc (Filed With SEC on August 11, 2023)

Non-Employee Director Compensation Policy (Filed With SEC on August 2, 2023)

Retention Bonus Agreement between Megan Binkley and Root, Inc (Filed With SEC on May 3, 2023)

Executive Employment Agreement between Root, Inc. and Megan Binkley, dated August 19, 2022 (Filed With SEC on March 1, 2023)

Separation and (Filed With SEC on February 22, 2023)

Description of Securities (Filed With SEC on February 22, 2023)

First Amendment to 2020 Employee Stock Purchase Plan (Filed With SEC on November 9, 2022)

First Amendment to 2020 Equity Incentive Plan (Filed With SEC on November 9, 2022)

First Amendment to 2015 Amended and Restated Equity Incentive Plan (Filed With SEC on November 9, 2022)

First Amendment to (Filed With SEC on August 8, 2022)

Executive Employment Agreement with Matt Bonakdarpour (Filed With SEC on August 8, 2022)

Executive Employment Agreement (Filed With SEC on March 23, 2022)

Form of Director and Officer Indemnity Agreement (Filed With SEC on February 23, 2022)

Description of Securities (Filed With SEC on February 23, 2022)

Executive Employment Agreement by and between Caret Holdings, Inc. and Hemal Shah, dated December 16, 2021 (Filed With SEC on February 23, 2022)

Form of Executive Retention Award (Filed With SEC on February 23, 2022)

Root Inc, Non-Employee Director Compensation Policy adopted February 17, 2022 (Filed With SEC on February 23, 2022)

Amendment to the Fifth Amended and Restated Investors Rights Agreement by and among Root, Inc. and certain of its stockholders, dated October 28, 2020 (Filed With SEC on February 23, 2022)

Root, Inc. Non-Employee Director Compensation Policy adopted February 12, 2021 (Filed With SEC on February 23, 2022)

First Amendment to Offer Letter by and between Root, Inc. and Alexander Timm, dated February 22, 2022 (Filed With SEC on February 23, 2022)

First Amendment to Amended and Restated Offer Letter by and between Root, Inc. and Daniel Rosenthal, dated February 23, 2022 (Filed With SEC on February 23, 2022)

Root, Inc. Executive Compensation Agreement (Filed With SEC on February 23, 2022)

Registration Rights Agreement, dated January 26, 2022, by and between the Company and the other parties thereto (Filed With SEC on January 27, 2022)

Board Observation Side Letter, dated January 26, 2022, by and between the Company and GCO II Aggregator 2 L.P (Filed With SEC on January 27, 2022)

Term Loan Agreement, dated January 26, 2022, by and among the Company, Caret Holdings, Inc., as borrower, the other loan parties party thereto, the lenders party thereto and... (Filed With SEC on January 27, 2022)

Form of Common Stock Purchase Warrant (Tranche 2) (Filed With SEC on January 27, 2022)

Form of Common Stock Purchase Warrant (Tranche 1), dated January 26, 2022 (Filed With SEC on January 27, 2022)

Third Amendment to Note Purchase Agreement, dated August 11, 2021, by and among Root, Inc., Caret Holdings, Inc., Wilmington Trust, National Association, and the noteholders from... (Filed With SEC on November 10, 2021)

First Amendment to Investment Agreement, dated as of September 29, 2021, by and between Root, Inc. and Carvana Group, LLC (Filed With SEC on October 1, 2021)

Commercial Agreement, dated as of October 1, 2021 (Filed With SEC on October 1, 2021)

Common Stock Purchase Warrants, dated as of October 1, 2021, by and between Root, Inc. and Carvana Group, LLC (Filed With SEC on October 1, 2021)

Executive Employment Agreement (Filed With SEC on August 12, 2021)

Form of Root, Inc. 2020 Equity Incentive Plan Stock Option Grant Notice and Option Agreement (Filed With SEC on August 12, 2021)

Advisor Agreement with Daniel Manges, effective July 3, 2021 (Filed With SEC on July 2, 2021)

Form of Root, Inc. 2020 Equity Incentive Plan RSU Award Grant Notice and Award Agreement (Filed With SEC on May 6, 2021)

Root, Inc. Non-Employee Director Compensation Policy (Filed With SEC on May 6, 2021)

Form of Notice of Stock Option Exercise and Stock Option Exercise Agreement under the Amended and Restated 2015 Equity Incentive Plan (Filed With SEC on March 4, 2021)

Description of Securities (Filed With SEC on March 4, 2021)

Root, Inc. 2020 Equity Incentive Plan, and forms of agreements thereunder (Filed With SEC on December 2, 2020)

Form of Amended and Restated Offer Letter by and between the Registrant and Daniel Rosenthal (Filed With SEC on October 27, 2020)

Form of Offer Letter by and between the Registrant and Alexander Timm (Filed With SEC on October 27, 2020)

Form of Offer Letter by and between the Registrant and Daniel Manges (Filed With SEC on October 27, 2020)

Form of Offer Letter by and between the Registrant and Daniel Manges (Filed With SEC on October 26, 2020)

Form of Amended and Restated Offer Letter by and between the Registrant and Daniel Rosenthal (Filed With SEC on October 26, 2020)

Form of Offer Letter by and between the Registrant and Alexander Timm (Filed With SEC on October 26, 2020)

Form of Underwriting Agreement (Filed With SEC on October 26, 2020)

Common Stock Purchase Agreement by and between the Registrant and Silver Lake Partners VI, L.P., dated October 19, 2020 (Filed With SEC on October 20, 2020)

Form of Underwriting Agreement (Filed With SEC on October 20, 2020)

Form of Class A common stock certificate of the Registrant (Filed With SEC on October 20, 2020)

Warrant to Purchase Stock by and between the Registrant and Silicon Valley Bank, dated December 20, 2017, as amended (Filed With SEC on October 20, 2020)

Form of Indemnity Agreement entered into by and between the Registrant and each director and executive officer (Filed With SEC on October 20, 2020)

Root, Inc. 2020 Equity Incentive Plan, and terms of agreements thereunder (Filed With SEC on October 20, 2020)

Root, Inc. 2020 Employee Stock Purchase Plan (Filed With SEC on October 20, 2020)

Common Stock Purchase Agreement by and between the Registrant and Dragoneer Investment Group, LLC, dated October 19, 2020 (Filed With SEC on October 20, 2020)

Fifth Amended and Restated Investors Rights Agreement by and among the Registrant and certain of its stockholders, dated November 25, 2019 (Filed With SEC on October 5, 2020)

Office Lease Agreement by and between Two25 Commons LLC and the Registrant, dated May 9, 2018, as amended (Filed With SEC on October 5, 2020)

Loan and Security Agreement by and between Silicon Valley Bank and the Registrant, dated July 7, 2016, as amended (Filed With SEC on October 5, 2020)

Form of RSU Agreement under the Amended and Restated 2015 Equity Incentive Plan (Filed With SEC on October 5, 2020)

Form of Notice of Stock Option Exercise and Stock Option Exercise Agreement under the Amended and Restated 2015 Equity Incentive Plan (Filed With SEC on October 5, 2020)

Form of Notice of Stock Option Grant and Stock Option Agreement under the Amended and Restated 2015 Equity Incentive Plan (Filed With SEC on October 5, 2020)

Amended and Restated 2015 Equity Incentive Plan (Filed With SEC on October 5, 2020)

Form of Floating Rate Senior Secured Note Due 2024 (Filed With SEC on October 5, 2020)

Warrant to Purchase Stock by and between the Registrant and Silicon Valley Bank, dated July 7, 2016 (Filed With SEC on October 5, 2020)