Senior Facultative Underwriter

Odyssey; New York (NY); Hybrid; USD 135,000 - 175,000; Full time

Job summary

Odyssey Reinsurance Company (OdysseyRe) is seeking a Senior Facultative Underwriter to oversee a diverse casualty portfolio. The role emphasizes leadership, client management, and collaboration across claims, actuarial, and accounting teams in a fast-paced environment.

The position offers hybrid work options in New York and Chicago with travel to client meetings and industry events. A Bachelor’s degree and underwriting experience are required along with strong communication and leadership skills.

Qualifications

• Bachelor’s degree in a relevant field and underwriting experience.
• Proven leadership and client-relations abilities.
• Travel willingness for meetings and industry events.
• Strong analytical and interpersonal skills.
• Excellent written and verbal communication.

Responsibilities

• Lead underwriting analyses for existing and prospective clients.
• Manage relationships with clients and intermediaries.
• Coordinate with claims, actuarial, and accounting teams.
• Represent Odyssey Re at industry events and through marketing activities.
• Contribute to strategic planning and department goals.
• Mentor and develop Associate Underwriters.

Skills

Leadership

Analytical skills

Communication

Client relationships

Team coordination

MS Word

Excel

PowerPoint

Outlook

Education

Bachelor's degree in a relevant field

Tools

MS Word

Excel

PowerPoint

Outlook

Job description

Location: New York, NY, US Remote, US Chicago, IL, US

Company: Odyssey

Date: Aug 31, 2026

Odyssey Reinsurance Company (OdysseyRe) is the global reinsurance arm of Odyssey Group, one of the world’s leading providers of reinsurance and specialty insurance. OdysseyRe offers a broad range of property, casualty, and specialty reinsurance products, providing capital and risk management solutions for clients to efficiently manage economic risk through a network of branch and representative offices across North America, Latin America, EMEA (Europe, Middle East & Africa), AsiaPacific and London.

OdysseyRe is an equal opportunity employer with excellent benefits and a strong commitment to providing training and opportunities for our staff. We provide employees an innovative, enriching environment and take great pride in their career growth.

OdysseyRe is rated A+ (Superior) by AM Best and AA- (Very Strong) by Standard and Poor’s. Odyssey Group is a subsidiary of Fairfax Financial Holdings Limited, which is traded on the Toronto Stock Exchange under the symbol FFH.

We’re seeking a passionate and experienced Senior Facultative Underwriter to oversee and manage a diverse portfolio of general casualty lines of business. This is an exciting opportunity for an individual who thrives in a fast-paced, client-focused environment and is eager to take on leadership responsibilities in a collaborative, forward-thinking company.

Key Responsibilities

• Strategic Underwriting: Lead comprehensive underwriting analysis for both existing and prospective clients by evaluating experience, exposure, management quality, financial stability, and competitive positioning to assess the profitability of reinsurance transactions.
• Client Relationship Management: Foster and nurture strong relationships with key clients and intermediaries, working closely with senior management to ensure the highest levels of service and satisfaction.
• Cross-Functional Leadership: Oversee and coordinate efforts across claims, actuarial, and accounting teams to ensure seamless execution of business initiatives and risk management processes.
• Marketing & Business Development: Represent Odyssey Re to reinsurance intermediaries, clients, and prospects through active engagement in industry events, seminars, conferences, and direct marketing activities.
• Strategic Planning: Play an integral role in the company’s planning process, contributing to both department-specific and organization-wide goals and strategies.
• Mentorship & Leadership: Provide guidance and support to Associate Underwriters, instilling the company's mission, culture, and performance goals while driving technical underwriting excellence and profitability.

Experience Needed

• Industry Expertise: Base understanding of reinsurance and insurance principles, including coverage structures, pricing techniques, distribution channels, and organizational dynamics.
• Exceptional Communication: Strong verbal and written communication skills to engage clients, colleagues, and stakeholders effectively.
• Analytical & Interpersonal Skills: Ability to analyze complex data while building meaningful relationships with both clients and internal teams.
• Leadership Capabilities: Experience in managing support staff and client relations with discretion and independent judgment.
• Travel-Ready: A willingness to travel for client meetings, industry events, and business development activities.
• Tech Savvy: Proficiency in MS Word, Excel, PowerPoint, and Outlook.
• Education: A Bachelor’s degree in a relevant field.
• Relevant years of experience in underwriting complex casualty and casualty accounts, with a proven track record in managing large portfolios and driving profitable outcomes.

Why Odyssey Re?

At Odyssey Re, we foster a culture of innovation, collaboration, and growth. You’ll be part of a supportive team that values your expertise and offers ample opportunities to advance your career. Join us and play a key role in shaping the future of reinsurance!

Disclaimer

In New York City, NY, the base salary for this position ranges from $135,000 to $175,000. Additionally, the role may be eligible for a discretionary annual incentive program. The final offer will be determined based on the candidate’s skills and experience, along with other relevant factors. Please note that this salary range is specific to New York City, NY, and may vary in other locations. We encourage candidates to apply even if their salary expectations are outside of this range, as we are dedicated to finding the best fit for our team.

We are an E-Verify employer - all hired positions require successfully passing an E-Verify Check.

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