Hobson Associates

Middle Market Underwriter - Chicago/Schaumburg

Job Id: 23494
Job Type: Permanent
Industry: Insurance
Worksite Location: Regional Office (Hybrid)
Location: Chicago or Schaumburg, IL .
Apply Now

A Fortune 500 insurance provider with top-tier financial ratings is growing—and is looking for a sharp, experienced Underwriter to help lead the way.

• Rated A+ (Superior) by AM Best, S&P, and Moody’s
• Strong broker network = big impact
• Amazing company values


They’re hiring a Middle Market Underwriter to handle complex new and renewal business, evaluate and price large multi-line risks, and ensure compliance with underwriting guidelines and regulations. In this role, you’ll drive premium growth and profitability by developing innovative insurance solutions (including guaranteed cost, large deductible, and retro plans), while strengthening relationships across your network of brokers and agents. You’ll also contribute to the development and execution of agency strategies and mentor junior team members.

What You Bring:
• Bachelor’s degree or equivalent experience required – CPCU preferred
• 7+ years of casualty underwriting experience with an insurance carrier
• Advanced knowledge of Workers Compensation, Commercial Auto, and General Liability
• Experience with loss-sensitive deal structures such as large deductibles, retros, captives, and self-insurance
• Deep understanding of local/regional market conditions and strong distribution relationships
• Strong ability to assess risk, negotiate proposals, and deliver customized solutions
• Excellent communication and presentation skills
• Demonstrated success in premium growth, account management, and profitability
• Ability to mentor peers and collaborate across internal teams (Claims, Risk Control, etc.)
• Willingness to travel for business and maintain strong broker/agent visibility


What They Offer Their Employees:
• Competitive salary  
• Health insurance, dental, vision, life insurance, LTD, 401(k)
• Stable environment


WE’RE SCHEDULING INTERVIEWS NOW!
Click ‘APPLY NOW’ or email your resume to [email protected]

Contact Recruiter:

Robin Bland, CPC

Partner, Practice Manager - Insurance

We’re Always
Available To You

By Phone. Online. Or In Person. Want to discuss how we can serve your recruiting needs – and start achieving more of your company’s goals?

Contact Us Today