Director, Underwriting Sharing Economy, Remote

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 is committed to ensuring a workplace free from discriminatory pay disparities and complying with applicable pay equity laws. Salary ranges are available for all positions at this location, taking into account roles with a comparable level of responsibility and impact in the relevant labor market and these salary ranges are regularly reviewed and adjusted in accordance with prevailing market conditions. The annualized base pay for the advertised position, located in the specified area, ranges from a minimum of $91,000.00 to a maximum of $171,100.00. The actual compensation is determined by various factors, including but not limited to the market pay for the jobs at each level, the responsibilities and skills required for each job, and the employee’s contribution (performance) in that role. To be considered within market range, a salary is at or above the minimum of the range. You may also have the opportunity to participate in discretionary equity (stock) based compensation and/or performance-based variable pay programs.
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Originally posted on Himalayas