Obsidian Insurance Holdings, Inc.

About Obsidian Insurance Holdings, Inc.

Obsidian Insurance Holdings is a hybrid program carrier that exclusively partners with Managing General Agents (MGAs) and Program Administrators. The company focuses on creating successful, long-term program partnerships by offering specialized solutions, strong underwriting and actuarial expertise, economic alignment through risk retention, and a high level of service to its partners.

Products & Services

Program Business Solutions:Specialized fronting services for MGAs and reinsurers, focusing on efficient operations, underwriting expertise, and economic alignment through net retention of programs.

Specialties

Program Business Fronting for MGAs and Reinsurers Underwriting Expertise Actuarial Acumen Economic Alignment through Risk Retention

Funding History

Debug: View Raw Funding Data

#	Type	Amount Fields	Date Fields	Investors
1	RT: Senior Unsecured Notes T: - FT: Senior Unsecured Notes	A: 40000000 MR: - FA: $40 million FAN: 40000000	D: 2025-11-10 FD: 2025-11-10	-

Senior Unsecured Notes Latest

2025-11-10

$40.0M

Growth Metrics

+45%

Employee Growth

YoY

3.2x

Funding Growth

Last Round

12

Markets

Operating

10K+

Customers

Active

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Team & Leadership

B

Bill Jewett

Chief Executive Officer of Obsidian

LinkedIn (Pro only)

C

Craig Rappaport

President and Chief Operating Officer of Obsidian

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E

Emily Canelo

Chief Legal Counsel of Obsidian

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S

Stacy Armstrong

Chief Reinsurance Officer & Head of Strategic Initiatives of Obsidian

N

Nicholas Dagenais

Chief Financial Officer of Obsidian

J

Jeff Wittlich

Chief Underwriting Officer

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