Senior Underwriter, Commercial Auto (Commercial Insurance)

Location: Chicago, Illinois office or remote within the Central Region, Illinois.

Salary: $137,000–$165,000 annually.

Company

hirify.global is a global risk management and insurance company offering property and casualty products through hirify.global Evolution™, its wholesale-exclusive arm serving the U.S. E&S marketplace.

What you will do

• Underwrite new and renewal E&S Commercial Auto business, including fleet, public auto, contractor auto, transportation, and other complex vehicle-related exposures.
• Build and manage a profitable book of business across the assigned Central Region territory.
• Develop wholesale broker relationships, generate new business, and serve as a trusted market resource.
• Evaluate risk exposures, pricing adequacy, terms, and coverage structures while following underwriting strategies, authority levels, guidelines, and referral processes.
• Monitor competitive conditions, industry trends, and broker activity, and collaborate with Claims, Actuarial, Operations, Product, and Distribution teams.
• Use approved AI, automation, and emerging technologies to improve productivity, effectiveness, and business outcomes.

Requirements

• 5–7+ years of commercial insurance underwriting experience.
• Strong Commercial Auto underwriting expertise, preferably in the E&S or wholesale market.
• Experience underwriting transportation, contractor auto, trucking, specialty vehicle, or auto-focused casualty risks.
• Proven success managing broker relationships and generating new business production.
• Ability to independently manage a book of business while maintaining underwriting discipline.
• Expertise in Commercial Auto risk assessment and pricing, with a strong understanding of transportation and auto liability exposures.
• Strong broker development, relationship management, sales, negotiation, business development, communication, and presentation skills.
• Ability to analyze portfolio performance, make data-driven underwriting decisions, work remotely, and manage territory responsibilities independently.

Nice to have

• E&S, surplus lines, or wholesale underwriting experience.
• Experience with both primary casualty and auto liability products.
• Existing broker relationships throughout the Central Region.
• CPCU, ASLI, AU, ARM, or similar insurance designation.

Culture & Benefits

• Full-time regular employment with an inclusive workplace focused on collaboration, accountability, leadership, and belonging.
• Health insurance, employee wellness program, life and disability insurance, 401(k) match, retirement savings plan, paid holidays, and paid time off.
• Work is available from the Chicago office or remotely within the Central Region for highly qualified candidates.
• Reasonable accommodations are available throughout the application, interview, and employment process.