![Stephen Sills](data:image/svg+xml,<svg xmlns="http://www.w3.org/2000/svg" width="16" height="16" fill="%231b1b1b" class="bi bi-person-fill" viewBox="0 0 16 16"><path d="M3 14s-1 0-1-1 1-4 6-4 6 3 6 4-1 1-1 1zm5-6a3 3 0 1 0 0-6 3 3 0 0 0 0 6"/></svg>)
Stephen Sills
No open positions remaining
Net worth: 44 M $ as of 30/06/2026
Profile
Mr. Stephen J.
Sills is a Member-Managers Board at Bowhead Insurance GP LLC, a President, Chief Executive Officer & Director at Bowhead Specialty Holdings, Inc., a Chief Executive Officer at Bowhead Specialty Underwriters, Inc. and an Executive Chairman at Professional Risk Management Services, Inc. He is on the Board of Directors at Bowhead Specialty Holdings, Inc. and Trusted Resource Underwriters LLC.
Mr. Sills was previously employed as a Chairman & Chief Executive Officer by CapSpecialty, Inc., a Chairman & President, Chief Executive Officer by Darwin Professional Underwriters, Inc., an Executive Vice President by The Chubb Corp., a Chief Executive Officer by Executive Risk, Inc., a President by The Professional Liability Underwriting Society, and a Corporate Officer by University of Tennessee.
He also served on the board at Connecticut Children's Medical Center.
He received his undergraduate degree from the University of Tennessee.
Known holdings in public companies
| Company | Date | Number of shares | Valuation | Valuation date |
|---|---|---|---|---|
4.52% | 22/05/2026 | 1,484,382 ( 4.52% ) | 44 M $ | 30/06/2026 |
Stephen Sills active positions
| Companies | Position | Start |
|---|---|---|
Professional Risk Management Services, Inc.
 Professional Risk Management Services, Inc. Insurance Brokers/ServicesFinance Provides insurance and risk management services | Chairman | - |
Bowhead Specialty Underwriters, Inc.
 Bowhead Specialty Underwriters, Inc. Multi-Line InsuranceFinance Provides specialty, casualty, professional and healthcare liability insurance services | Chief Executive Officer | - |
Trusted Resource Underwriters LLC
 Trusted Resource Underwriters LLC Insurance Brokers/ServicesFinance Operates as a reciprocal insurer | Director/Board Member | - |
Bowhead Insurance GP LLC | Corporate Officer/Principal | 01/10/2020 |
Former positions of Stephen Sills
| Companies | Position | End |
|---|---|---|
CapSpecialty, Inc.
 CapSpecialty, Inc. Property/Casualty InsuranceFinance Provides property and casualty insurance services | Chief Executive Officer | 01/07/2019 |
AW Underwriters Inc.
 AW Underwriters Inc. Property/Casualty InsuranceFinance Provides insurance services | Chief Executive Officer | 01/01/2008 |
| CHUBB CORP | Corporate Officer/Principal | 01/01/2001 |
Executive Risk, Inc.
 Executive Risk, Inc. Specialty InsuranceFinance Underwrites specialty insurance products, principally professional liability coverage | Chief Executive Officer | - |
The Professional Liability Underwriting Society
 The Professional Liability Underwriting Society Miscellaneous Commercial ServicesCommercial Services Operates as a association for professional liability insurance industry | President | - |
Training of Stephen Sills
Experiences
Positions held
Active
Inactive
Listed companies
Private companies
Connections
30
1st degree connections
11
1st degree companies
Male
Female
Members of the board
Executives
Linked companies
| Private companies | 11 |
|---|---|
CapSpecialty, Inc.
CapSpecialty, Inc. Property/Casualty InsuranceFinance Provides property and casualty insurance services | Finance |
The Chubb Corp.
 The Chubb Corp. Multi-Line InsuranceFinance Operates as a holding company for a family of property and casualty insurance companies | Finance |
Executive Risk, Inc.
Executive Risk, Inc. Specialty InsuranceFinance Underwrites specialty insurance products, principally professional liability coverage | Finance |
Connecticut Children's Medical Center
 Connecticut Children's Medical Center Hospital/Nursing ManagementHealth Services Provides medical care for children | Health Services |
University of Tennessee
 University of Tennessee Other Consumer ServicesConsumer Services Functions as a College/University | Consumer Services |
AW Underwriters Inc.
AW Underwriters Inc. Property/Casualty InsuranceFinance Provides insurance services | Finance |
The Professional Liability Underwriting Society
The Professional Liability Underwriting Society Miscellaneous Commercial ServicesCommercial Services Operates as a association for professional liability insurance industry | Commercial Services |
Professional Risk Management Services, Inc.
Professional Risk Management Services, Inc. Insurance Brokers/ServicesFinance Provides insurance and risk management services | Finance |
Bowhead Specialty Underwriters, Inc.
Bowhead Specialty Underwriters, Inc. Multi-Line InsuranceFinance Provides specialty, casualty, professional and healthcare liability insurance services | Finance |
Bowhead Insurance GP LLC | |
Trusted Resource Underwriters LLC
Trusted Resource Underwriters LLC Insurance Brokers/ServicesFinance Operates as a reciprocal insurer | Finance |
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