Director, Underwriting Sharing Economy, Remote

About this role

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 and exciting work environment

• We believe you do well by doing good and want to encourage a spirit of social and community responsibility, matching donation program, volunteer opportunities, and an employee-driven corporate giving program that lets you participate and support your community

At C&F you will BELONG
If you require special accommodations, please let us know. We value inclusivity and diversity. We are committed to equal employment opportunity and welcome everyone regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, or Veteran status. If you require special accommodations, please let us know
For California Residents Only: Information collected and processed as part of your career profile and any job applications you choose to submit are subject to our privacy notices and policies, visit for more information.
Crum & Forster…