Hobson Associates

Underwriter Middle Market - Chicago/Schaumburg

Job Id: 23312
Job Type: Permanent
Industry: Insurance
Worksite Location: Regional Office, Chicago or Schaumburg, IL (Hybrid)
Location: Chicago/Schamburg , IL 60607
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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 looking for a seasoned Middle Market Underwriter to manage complex, multi-line risks—including workers’ compensation, commercial auto, and general liability. In this role, you’ll drive both new and renewal business, structure creative solutions (guaranteed cost, large deductible, retro), and grow your book through a strong network of regional and national brokers. You’ll also play a key role in shaping broker strategy and relationship management across the territory.

THE IDEAL CANDIDATE HAS:
  • Bachelor's degree or equivalent experience
  • 7+ years of casualty underwriting with a carrier
  • Deep expertise in casualty coverage and loss-sensitive structures (retro, large deductible, captive, self-insurance)
  • Strong grasp of financial and collateral analysis, plus account management
  • In-depth knowledge of the Midwest market—(MN, WI, or MI)
  • Well-established broker and agent relationships
  • Proven ability to prospect, negotiate, and close complex deals
  • Willingness to travel regionally
  • CPCU, ARM, or similar designations preferred

WHAT THEY OFFER THEIR EMPLOYEES:
  • Competitive salary + bonus
  • 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

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