Director, Underwriting Sharing Economy, Remote

Crum & Forster; United States; Remote; USD 150,000 - 210,000; Full time

Benefits offered by this job

Competitive compensation package

401K employer match

Employee Stock Purchase plan with JPM

Generous Paid Time Off

Tuition reimbursement and professional

Wellness and family-focused benefits

Job summary

Crum & Forster is seeking an experienced underwriting leader to head the Standard Accounts Sharing Economy unit, focusing on auto liability-driven risks in the gig economy and autonomous vehicle space.

You will lead a small team of underwriters, oversee complex risk, and collaborate with brokers, claims, legal, actuarial, and product teams to drive profitable growth and evolving coverage strategies.

Qualifications

• 10+ years of underwriting experience in commercial casualty or specialty lines.
• Strong technical coverage skills, including manuscript forms and bespoke wording.
• Experience managing or mentoring underwriters and leading teams.

Responsibilities

• Lead underwriting activity for the Standard Accounts Sharing Economy unit.
• Manage and develop a team of underwriters.
• Underwrite complex auto liability risks and related exposures.
• Review new and renewal business including pricing, structure, terms, conditions, and retentions.
• Serve as referral point for complex coverage, pricing, and underwriting decisions.
• Read, analyze, and help develop manuscript forms and customized policy language.
• Develop underwriting strategy to drive profitable growth.
• Work with both retail and wholesale brokers on new and renewal opportunities.
• Partner regularly with internal teams including claims, legal, actuarial, and product.
• Help create consistency and clarity in evolving coverage and pricing.

Skills

Underwriting leadership

Complex casualty

Policy language

People leadership

Broker relations

Job description

Crum & Forster Company Overview

Crum & Forster (C&F), with a proud history dating to 1822, provides specialty and standard commercial lines insurance products through our admitted and surplus lines insurance companies. C&F enjoys a financial strength rating of "A+" (Superior) by AM Best and is proud of our superior customer service platform. Our claims and risk engineering services are recognized as among the best in the industry.

Our most valuable asset is our people: more than 2000 employees in locations throughout the United States. The company is increasingly winning recognition as a great place to work, earning several workplace and wellness awards, including the 2025 Great Place to Work® Award for our employee-first focus and our steadfast commitment to diversity, equity and Inclusion.

C&F is part of Fairfax Financial Holdings, a global, billion dollar organization. For more information about Crum & Forster, please visit our website: www.cfins.com.

Job Description

Our Surplus & Specialty Lines (S&S) Division develops customized coverage solutions for complex exposures, difficult-to-insure risks and niche segments of the market. S&S has over 850 employees (including more than 250 based in India), 10+ locations in the United States and 2 locations in India. Our product reach includes Sharing Economy, Environmental, Energy, Transportation, Construction, Excess & Umbrella, Primary Special Risk, Security, and other industry segments. S&S is the second largest division within C&F at over $1.5 billion in annual gross written premium.

Crum & Forster is seeking an experienced underwriting leader to lead the Standard Accounts Sharing Economy Business Unit. This team focuses on auto liability-driven risks in the gig economy and autonomous vehicle space, including platform-based mobility and delivery businesses, as well as companies involved in the manufacture, ownership, maintenance, testing, or operation of autonomous vehicles.

This role leads a small team of underwriters and is responsible for underwriting oversight, team development, and portfolio management in a fast-changing and specialized market. The business unit handles accounts with retentions up to $100,000 and works with both retail and wholesale brokers.

The ideal candidate will bring strong technical underwriting experience, particularly in complex casualty business, and will be comfortable working with manuscript forms, customized policy language, and risks that do not fit traditional underwriting models.

What You Will Do

• Lead underwriting activity for the Standard Accounts Sharing Economy business unit


• Manage and develop a team of underwriters


• Underwrite and oversee complex auto liability-focused risks, along with related general liability and excess liability exposures


• Review new and renewal business, including pricing, structure, terms, conditions, and retentions


• Serve as a referral point for complex coverage, pricing, and underwriting decisions


• Read, analyze, and help develop manuscript forms and customized policy language


• Develop underwriting strategy to drive profitable growth


• Work with both retail and wholesale brokers on new and renewal opportunities


• Partner regularly with internal teams including claims, legal, actuarial, and product


• Help create consistency and clarity in an area where coverage and pricing are often nuanced and evolving

What you will bring to C&F:

• 10+ years of underwriting experience, preferably in commercial casualty, commercial auto, or specialty lines


• Strong experience with complex liability risks and non-standard exposures


• Strong technical coverage skills, including experience with manuscript forms and bespoke policy wording


• Experience managing or mentoring underwriters


• Ability to work effectively in an environment with ambiguity and evolving risk issues


• Strong communication, judgment, and decision-making skills


• Experience with Transportation Network Company, Delivery Network Company, and Autonomous Vehicle risks is preferred but not required


• Strong underwriting and coverage analysis skills


• Ability to interpret and construct manuscript policy language


• Strong people leadership and coaching skills


• Sound judgment in complex and evolving situations


• Ability to balance growth, risk selection, and profitability


• Effective broker relationship management across retail and wholesale channels

What C&F will bring to you

• Competitive compensation package


• Generous 401K employer match


• Employee Stock Purchase plan with employer matching


• Generous Paid Time Off


• Excellent benefits that go beyond health, dental & vision. Our programs are focused on your whole family's wellness, including your physical, mental and financial wellbeing


• A core C&F tenet is owning your career development, so we provide a wealth of ways for you to keep learning, including tuition reimbursement, industry-related certifications and professional training to keep you progressing on your chosen path


• A dynamic, ambitious, fun a