Darryl Rawlings
Net worth: 32 M $ as of 2026-05-30
Net worth: 32 M $ as of 2026-05-30
Founder of Trupanion, Inc., North American Pet Health Insurance Association, Canadian Cigar Co. Ltd. and Canada Pet Health Insurance Services, Inc., Darryl Rawlings is an entrepreneur and businessperson who has been at the helm of 7 different companies and currently is Chairman at Naked Wines Plc and Chief Executive Officer & Director at Trupanion, Inc., Chief Executive Officer for Trupanion Managers USA, Inc., Chief Executive Officer & Director at Canada Pet Health Insurance Services, Inc., Chief Executive Officer at American Pet Insurance Co. and Chief Executive Officer at American Pet Insurance Co. (Investment Portfolio) (which are all subsidiaries of Trupanion, Inc.). Darryl Rawlings is also on the board of Seattle Academy of Arts & Science and Gallant Pet, Inc. and Member of North American Pet Health Insurance Association. In the past he held the position of Director-Sales & Marketing of Telos Corp., Director-Sales & Marketing for Cycomm International, Inc. and President & Chief Executive Officer at Vetinsurance International, Inc.
| Company | Date | Number of shares | Valuation | Valuation date |
|---|---|---|---|---|
TRUPANION, INC. 3.34% | 2026-05-21 | 1,457,184 ( 3.34% ) | 32 M $ | 2026-05-30 |
| Companies | Position | Start |
|---|---|---|
| TRUPANION, INC. | Founder | 1999-12-31 |
Canada Pet Health Insurance Services, Inc.
Canada Pet Health Insurance Services, Inc. Agricultural Commodities/MillingProcess Industries Provides pet health insurance services | Founder | 2011-04-12 |
American Pet Insurance Co.
American Pet Insurance Co. Multi-Line InsuranceFinance Provides pet health insurance services | Chief Executive Officer | - |
Trupanion Managers USA, Inc.
Trupanion Managers USA, Inc. Life/Health InsuranceFinance Provides insurance services | Chief Executive Officer | - |
American Pet Insurance Co. (Investment Portfolio)
American Pet Insurance Co. (Investment Portfolio) Investment ManagersFinance APIC-IP utilizes different distribution channels so that they can help increase availability of products to pet owners across America. | Chief Executive Officer | - |
North American Pet Health Insurance Association | Founder | - |
Gallant Pet, Inc.
Gallant Pet, Inc. Pharmaceuticals: MajorHealth Technology Develops and manufactures regenerative medicine for dogs | Director/Board Member | - |
Seattle Academy of Arts & Science
Seattle Academy of Arts & Science Other Consumer ServicesConsumer Services Operates as a school | Director/Board Member | - |
| Companies | Position | End |
|---|---|---|
| NAKED WINES PLC | Chairman | 2022-10-19 |
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Active
Inactive
Listed companies
Private companies
1st degree connections
1st degree companies
Male
Female
Members of the board
Executives
| Private companies | 14 |
|---|---|
Telos Corp.
Telos Corp. Information Technology ServicesTechnology Services Provides software-based security solutions to protect security-conscious organizations against rapidly evolving, sophisticated and pervasive threats | Technology Services |
Cycomm International, Inc.
Cycomm International, Inc. Computer Processing HardwareElectronic Technology Manufactures mobile, rugged computers with wireless communication capabilities | Electronic Technology |
Vetinsurance International, Inc.
Vetinsurance International, Inc. Agricultural Commodities/MillingProcess Industries Provides pet health insurance services | Process Industries |
Naked Wines Plc
Naked Wines Plc Beverages: AlcoholicConsumer Non-Durables Operates wholesale and retail wine shops | Consumer Non-Durables |
British Columbia Institute of Technology
British Columbia Institute of Technology Other Consumer ServicesConsumer Services Functions as a College/University | Consumer Services |
Seattle Academy of Arts & Science
Seattle Academy of Arts & Science Other Consumer ServicesConsumer Services Operates as a school | Consumer Services |
Trupanion, Inc.
Trupanion, Inc. Multi-Line InsuranceFinance Engages in providing pet health insurance services | Finance |
North American Pet Health Insurance Association | |
Canadian Cigar Co. Ltd. | |
Trupanion Managers USA, Inc.
Trupanion Managers USA, Inc. Life/Health InsuranceFinance Provides insurance services | Finance |
Canada Pet Health Insurance Services, Inc.
Canada Pet Health Insurance Services, Inc. Agricultural Commodities/MillingProcess Industries Provides pet health insurance services | Process Industries |
American Pet Insurance Co.
American Pet Insurance Co. Multi-Line InsuranceFinance Provides pet health insurance services | Finance |
American Pet Insurance Co. (Investment Portfolio)
American Pet Insurance Co. (Investment Portfolio) Investment ManagersFinance APIC-IP utilizes different distribution channels so that they can help increase availability of products to pet owners across America. | Finance |
Gallant Pet, Inc.
Gallant Pet, Inc. Pharmaceuticals: MajorHealth Technology Develops and manufactures regenerative medicine for dogs | Health Technology |
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