Large Casualty, Senior Regional Underwriting Manager

Safety National; Chicago (IL); Hybrid; USD 143,000 - 214,000; Full time

Job summary

An established industry player is seeking a Senior Regional Underwriting Manager to lead the underwriting and servicing of large deductible accounts. This role emphasizes strategic relationship-building and requires a seasoned professional with a passion for driving revenue growth. You will analyze risks, develop pricing strategies, and collaborate across departments to ensure top-notch service. With a hybrid work schedule and a culture that values integrity and teamwork, this position offers a unique opportunity to make a significant impact in the insurance underwriting landscape.

Benefits

Tuition reimbursement

Wellness perks

401(k) retirement savings match

Paid parental leave

Paid time off

Company-paid life insurance

Disability insurance

Qualifications

• 7+ years of experience in large deductible underwriting.
• Strong organizational and communication skills are essential.

Responsibilities

• Lead underwriting and servicing of large deductible accounts.
• Collaborate with internal departments to deliver service excellence.

Skills

Large deductible underwriting

Relationship management

Risk analysis

Negotiation skills

Sales skills

Education

Bachelor’s degree in related field

Job description

Large Casualty, Senior Regional Underwriting Manager

At Safety National, we don’t just offer jobs – we build careers with purpose! Since 1942, we’ve been an industry leader, valuing integrity, teamwork, and stability while providing competitive rewards, top-tier benefits, career growth opportunities, and flexible work options that promote balance. With tuition reimbursement, wellness perks, and a strong community impact, we invest in your success—both personally and professionally. Ready to grow with us? Apply today!

Follow this link to view all of our available careers and apply: https://www.safetynational.com/careers-page/

This opportunity is in the Insurance Underwriting department.

The Insurance Underwriting Department offers a culture of empowerment to produce results and resolve clients’ issues. Our team has an excellent track record of success with an experienced and creative group of people that work well together while underwriting various lines of coverage for large accounts representing numerous industries.

Role Description:

Are you a strategic underwriting professional with a passion for relationship-building and large account management? As a Senior Regional Underwriting Manager in our Large Casualty group, you’ll lead the underwriting and servicing of large deductible, multi-line accounts within your assigned territory. You’ll drive revenue growth and profitability by creating compelling business cases for brokers, analyzing risk and pricing strategies, and evaluating coverage structure. Your collaboration with internal departments—Actuarial, Claims, Legal, and Risk Services—will be key to delivering best-in-class service. In this highly visible role, you’ll serve as the face of Safety National in the marketplace, managing key producer and client relationships, developing a robust pipeline of opportunities, and achieving critical metrics. This is an individual contributor position and does not have people management responsibilities. With an emphasis on innovation, negotiation, and cross-functional collaboration, this role offers a dynamic environment for seasoned underwriters ready to take the lead on high-impact accounts.

Qualifications:

• Education: Bachelor’s degree or equivalent in a related field is preferred.
• Required Qualifications:
• Must be presently authorized to work in the U.S. without a requirement for work authorization sponsorship by our company for this position now or in the future.
• This position allows for a hybrid work schedule which includes a minimum of 3 days per week in our Chicago Corporate Office, located at 311 S. Wacker Dr., Suite 6350, Chicago, IL 60606. All employees are required to submit work from home requests and follow our Work From Home policy, which will be provided to all candidates selected to interview.
• 7 or more years of Large deductible or national account production underwriting experience.

Preferred Qualifications:

• Demonstrated success in a field underwriting production environment.
• Experience in leadership, mentoring, and coaching underwriting teams.
• Strong organizational and communication skills.
• CPCU designation is a plus.
• Proven sales and negotiation skills, with an ability to foster long-term broker and client relationships.
• Business acumen, including use of data to drive decisions.

Protect the confidentiality, integrity and availability of information and technology assets against unauthorized disclosure, destruction and/or alteration, in accordance with Safety National policies, standards, and procedures.

Safety National is a leading specialty insurance and reinsurance provider. Our culture is built upon relationships, which allow us to demonstrate our expertise gained through our rich 80-year history. As a wholly-owned subsidiary of Tokio Marine, Inc., we appreciate the benefits and support provided by our affiliation with one of the top 10 insurance companies in the world.

Total Rewards That Put Employees First

In our vision to be First with Co-Workers, compensation that includes base salary, holiday bonus, and incentive awards is only a small portion of the comprehensive total rewards package we offer. Our total rewards approach recognizes and rewards the time, talents, efforts, and results of our valued employees. Highlights of our exceptional benefits include generous health, dental, and vision coverage, health savings accounts, a 401(k)-retirement savings match and an annual profit sharing contribution. We proudly offer family forming benefits for adoption, fertility, and surrogacy, generous paid time off and paid holidays, paid parental and caregiver leave, a hybrid work environment, and company-paid life insurance and disability. To support employees in their career journeys, we provide professional growth and development opportunities in addition to employee recognition and well-being programs. Apply today to learn more.

Safety National is committed to fair, transparent pay and we strive to provide competitive, market-based compensation. The target base salary range for this position is $143,000 to $213,950. Compensation for the successful candidate will consider the candidate’s particular combination of knowledge, skills, competencies, experience and geographic location.

#LI-Hybrid

Additional Qualifications:

Skills

Behaviors

Motivations

Education

Experience

Licenses & Certifications

Equal Opportunity Employer
This employer is required to notify all applicants of their rights pursuant to federal employment laws. For further information, please review the Know Your Rights notice from the Department of Labor.