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Richard McCathron
Chief Executive Officer at
HIPPO HOLDINGS INC.
Net worth: 15 M $ as of 31/05/2026
Profile
Richard L.
McCathron was the founder of First Connect Insurance Services LLC, serving as President, Chief Executive Officer & Director since its founding in 2014.
Current jobs include President, Chief Executive Officer & Director at Hippo Analytics, Inc., President, Chief Executive Officer & Director at Hippo Enterprises, Inc. since 2017, President, Chief Executive Officer & Director at Hippo Holdings, Inc. since 2017, and Chairman at Spinnaker Insurance Co. Former jobs include President & Chief Executive Officer at Superior Access Insurance Services, Inc. from 2007 to 2010, President & Director at Reinvent Technology Partners Z, Vice President-West Region at Mercury General Corp.
from 2004 to 2007, Chief Revenue Officer at Home Value Protection, Inc. from 2011 to 2012, and Regional Vice President at Mercury Insurance Group from 2004 to 2007.
Education includes an undergraduate degree from Oregon State University.
Known holdings in public companies
| Company | Date | Number of shares | Valuation | Valuation date |
|---|---|---|---|---|
HIPPO HOLDINGS INC 2.27% | 09/06/2026 | 590,433 ( 2.27% ) | 15 M $ | 31/05/2026 |
Richard McCathron active positions
| Companies | Position | Start |
|---|---|---|
| HIPPO HOLDINGS INC. | Chief Executive Officer | 06/06/2022 |
Spinnaker Insurance Co.
 Spinnaker Insurance Co. Multi-Line InsuranceFinance Provides property and casualty insurance services | Chairman | - |
Hippo Enterprises, Inc.
 Hippo Enterprises, Inc. Air Freight/CouriersTransportation Operates as a freight shipping and trucking company | Chief Executive Officer | 01/08/2021 |
Hippo Analytics, Inc.
 Hippo Analytics, Inc. Property/Casualty InsuranceFinance Develops software application for home insurance services | Chief Executive Officer | - |
Former positions of Richard McCathron
| Companies | Position | End |
|---|---|---|
First Connect Insurance Services LLC
 First Connect Insurance Services LLC Internet Software/ServicesTechnology Services Operates as a digital platform for insurance agents | Founder | 01/02/2017 |
Home Value Protection, Inc.
 Home Value Protection, Inc. Property/Casualty InsuranceFinance Provides home insurance services | Corporate Officer/Principal | 01/03/2012 |
Superior Access Insurance Services, Inc.
 Superior Access Insurance Services, Inc. Multi-Line InsuranceFinance Provides insurance services | Chief Executive Officer | 01/10/2010 |
| MERCURY GENERAL CORPORATION | Corporate Officer/Principal | 01/06/2007 |
Mercury Insurance Group
 Mercury Insurance Group Insurance Brokers/ServicesFinance Operates as a insurance agent | Corporate Officer/Principal | 01/06/2007 |
Training of Richard McCathron
Experiences
Positions held
Active
Inactive
Listed companies
Private companies
Connections
11
1st degree connections
11
1st degree companies
Male
Female
Members of the board
Executives
Linked companies
| Private companies | 11 |
|---|---|
Mercury General Corp.
 Mercury General Corp. Property/Casualty InsuranceFinance Operates as a broker and agency writer of automobile insurance | Finance |
Spinnaker Insurance Co.
Spinnaker Insurance Co. Multi-Line InsuranceFinance Provides property and casualty insurance services | Finance |
Home Value Protection, Inc.
Home Value Protection, Inc. Property/Casualty InsuranceFinance Provides home insurance services | Finance |
Oregon State University
 Oregon State University Other Consumer ServicesConsumer Services Functions as a College/University | Consumer Services |
Mercury Insurance Group
Mercury Insurance Group Insurance Brokers/ServicesFinance Operates as a insurance agent | Finance |
Superior Access Insurance Services, Inc.
Superior Access Insurance Services, Inc. Multi-Line InsuranceFinance Provides insurance services | Finance |
First Connect Insurance Services LLC
First Connect Insurance Services LLC Internet Software/ServicesTechnology Services Operates as a digital platform for insurance agents | Technology Services |
Hippo Analytics, Inc.
Hippo Analytics, Inc. Property/Casualty InsuranceFinance Develops software application for home insurance services | Finance |
Hippo Enterprises, Inc.
Hippo Enterprises, Inc. Air Freight/CouriersTransportation Operates as a freight shipping and trucking company | Transportation |
Reinvent Technology Partners Z
 Reinvent Technology Partners Z Financial ConglomeratesFinance Operates as a blank check company | Finance |
Hippo Holdings, Inc.
 Hippo Holdings, Inc. Property/Casualty InsuranceFinance Provides property and casualty insurance services to both individuals and business customers | Finance |
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