C

Crum & Forster Insurance

Insures businesses against standard and specialty risks

Regional Underwriting Director - Contract Surety

ContractDeadline 9/19/27
$105.4k - $225k/yr
Expert
Bachelor's
Chicago, IL, USA
HybridHybrid role in the Chicago area; travel is required.
InsuranceUnderwriting

About the job

Requirements
  • Bachelor's degree or equivalent and 10+ years of relevant experience.
  • Experience in underwriting is preferred.
  • Strong communication and analytical skills to pursue new business and manage a significant renewal book.
  • Proficiency in software needed to succeed in the department.
  • Excellent organizational and time management skills.
  • Underwriting and industry designations applicable to the area of specialization.
  • Travel and a valid driver's license are required.
Responsibilities
  • Drive profitability, retention, and written premium goals determined by the department.
  • Manage the team and/or territory to help achieve departmental goals.
  • Make independent decisions within underwriting letter of authority and maintain proper file documentation.
  • Assist in developing annual business goals for assigned agents and producers.
  • Analyze results and maintain accountability of agency partners within the department.
  • Maintain awareness of market trends and identify emerging threats to the department.
  • Apply in-depth knowledge of department products and services.
  • Clearly articulate the department's value proposition.
  • Provide input into strategic annual department planning activities.
  • Participate in training, initiatives, and projects.
  • Review and analyze underwriting data to build and maintain a profitable book of business within the territory.
  • Manage agency relationships through continued customer service and marketing activities.
  • Contribute as a technical expert in underwriting activities and department-specific industry knowledge.
  • Mentor less experienced underwriters.
  • Manage the underwriting team.
  • Establish team objectives and goals aligned with business unit and division goals.
  • Perform other duties as assigned.
Desired Qualifications
  • Experience in underwriting.
  • Advanced degree.
  • Discretionary equity or stock-based compensation and/or performance-based variable pay programs.

About the company

C

Crum & Forster Insurance

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Crum & Forster insures businesses and individuals against property damage, legal liability, accidents and health costs. It sells standard commercial coverage alongside specialty policies for risks that need more tailored terms, using a national network of independent agents, brokers and wholesalers to reach buyers. Its insurers collect premiums in exchange for accepting covered risks, while Travel Insured International, part of its accident and health business, sells travel protection to both consumers and agency partners of all sizes. Founded in 1822 and headquartered in Morristown, New Jersey, the company is part of Fairfax Financial Holdings.

Company Size

1,001-5,000

Company Stage

N/A

Total Funding

N/A

Headquarters

Morristown, NJ

Founded

1822

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Simplify's Take

What believers are saying

  • Premium sales expanded: C&F reported 9.5% growth in 2025 gross premiums in February 2026.
  • Learning receives funding: C&F lists tuition reimbursement and insurance certification support for its Travel Insured business optimization role.
  • C&F equips partner teams for digital distribution: agencies integrate insurance services into their own online platforms.

What critics are saying

  • Underwriting leaves limited cushion: February 2026 results put C&F's 2025 claims and expenses at $94.80 per $100 earned premium.
  • Premium growth is uneven: April 2026 results showed C&F's first-quarter net premiums falling 5.2% year over year.
  • Travel Insured operations face productivity scrutiny: its optimization leader oversees schedule adherence, staffing efficiency and claims capacity.

What makes Crum & Forster Insurance unique

  • Claims get immediate tracking: C&F Connect generates claim numbers as customers submit reports around the clock.
  • Hawaii drivers have a dedicated channel: C&F Connect produces tailored auto insurance quotes and coverage binders for the state.
  • India teams align with individual businesses: C&F Services India assigns autonomous digital squads to specific products or business teams.

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