Senior Underwriter - Middle Market Solutions

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 2500 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 for four years running, including the 2025-2026 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.

Senior/Executive Middle Market Underwriter - remote in Chicago area, but must be able to market throughout Chicagoland.

Senior/Executive Middle Market Underwriter
The Midwest Middle Market Solutions team is looking for an experienced Senior/Executive Middle Market Underwriter with an entrepreneurial spirit to help grow the territory for us. This individual will be a lead production underwriter responsible for building out a territory for our Middle Market division. Team player responsible for driving broker relationships, building account pipelines, reviewing and analyzing underwriting data to select superior risks and build/maintain a profitable book of business with target broker shops. Manage agency relationships through superior customer service, innovation, and marketing activities. Collaborates with colleagues to achieve departmental goals and drives cross sell both within Crum and the broader Fairfax entities.

What you will do:
• Will be a lead underwriting contact for the regional territory and tasked with working directly with Regional Management..
• Responsible for management of regional broker planning, analysis and development for assigned brokers.
• Meet profitability, retention, and written premium goals determined by the department.
• Territory budgeting and forecasting for overall GWP production.
• Represent the Middle Market Midwest region at key industry functions and events.
• Makes independent decisions within underwriting letter of authority and maintains proper file documentation.
• Assist in developing annual business goals for assigned agents/producers.
• Responsible for analyzing results and maintaining accountability of agency partners within the department.
• Has an in-depth knowledge of department products and services
• Can clearly articulate the department’s value proposition
• Participates in training and initiatives to develop knowledge base. May participate in projects.
• Travel may be required (current drivers license)

What YOU will bring to C&F:
• Bachelor's degree and 5+ years of underwriting experience required.
• Strong underwriting knowledge of Property, General Liability, Automobile, Umbrella, and Workers’ Compensation.
• Knowledge for all lines with Manufacturing, Retail, Wholesale, Hospitality and other general industry risks.
• Possesses strong communication and analytical skills to pursue new business and manage a renewal book.
• Proficient in Excel, Outlook, Reference Connect & ImageRight software needed to succeed in department.
• Knowledge and experience in dealing with brokers, with established retail relationships in one or more of the following states: Illinois, Indiana, Ohio, Minnesota & Michigan
• Excellent organizational, and time management skills.
• Possesses or is pursuing underwriting and industry designations applicable to area of specialization.

At C&F you will BELONG

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 accommodation, 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 https://www.cfins.com/onlineprivacypolicy/ca/noticeatcollection/ 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 $71,300 to a maximum of $134,000. 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.

• Flexible work arrangements.
• 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 Wellness programs focus on your family’s complete wellness, including your physical and mental wellbeing
• A core C&F principle is that you manage your career. To support your development, we have a wealth of ways for you to keep learning, including tuition reimbursement, industry related certifications and professional training available to you.
• A dynamic, ambitious, fun and exciting work environment.
• A spirit of social responsibility, matching donation program, volunteer opportunities, and an employee driven corporate giving.

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