Experienced Underwriter - Contract Surety

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Posted Oct 22, 2026

Remote · US Full Time
$120K – $200K/yr

Overview

The organization is seeking a Senior Level Contract Surety Underwriter for the Midwest Region. Proximity to the Chicago office is preferred, but qualified candidates may be located anywhere within the Midwest Region.

This is a customer-focused role designed for a professional with strong ethical standards and a passion for the surety business. The position emphasizes collaboration, practical solutions for brokers and customers, and simple, effective underwriting approaches.

Responsibilities

  • Serve as the lead underwriter for an existing, high-quality contract surety client portfolio
  • Analyze credit quality and make sound decisions related to terms, conditions, and pricing
  • Develop and advance relationships with brokers and agents to pursue new business opportunities
  • Review contract, RFP, and bond forms for a wide range of risks, including middle market, subcontract, and national contractors
  • Contribute to daily operations and support the development of systems and underwriting practices across the surety organization

Requirements

  • Minimum 5 years of underwriting experience within contract surety or a comparable credit or financial-oriented industry
  • Financial analysis and credit assessment skills
  • Strong negotiation skills
  • Ability to travel up to 35% of the time based on business need
  • Excellent written and verbal communication skills
  • Experience managing and collaborating with retail brokers and agents
  • BS/BA degree or equivalent experience

Preferred Qualifications

  • None specified.

Compensation & Benefits

  • Base salary range: $120,000.00 to $200,000.00, plus annual bonus eligibility (salary determined by relevant skills and experience)
  • Comprehensive Health, Dental and Vision benefits
  • Disability Insurance (both short-term and long-term)
  • Life Insurance (for you and your family)
  • Accidental Death & Dismemberment Insurance (for you and your family)
  • Flexible Spending Accounts
  • Health Reimbursement Account
  • Employee Assistance Program
  • Retirement Savings 401(k) Plan with Company Match
  • Generous holiday and Paid Time Off
  • Tuition Reimbursement
  • Paid Parental Leave

Location

Midwest Region; proximity to the Chicago office is preferred.