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Commercial Associate Senior Underwriter

Stewart Title
Chicago, IL Full Time
POSTED ON 7/9/2026
AVAILABLE BEFORE 8/14/2026
At Stewart, we know that success begins with great people. As a Stewart employee, you’ll be joining a company that was named a 2024-2025 Best Company to Work For by U.S. News & World Report, and a 2025 Top Workplace by USA Today. We are committed to helping you own, develop, and nurture your career. We invest in your career journey because we understand that as you grow, so does our company. And our priority is smart growth – by attaining the best people, investing in tools and resources that enable success, and creating a better home for all.

You will be part of an inclusive work environment that reflects the customers we serve. You’ll be empowered to use your unique experiences, passion and skills to help our company and the communities we serve constantly evolve and improve. Together, we can achieve our vision of becoming the premier title and real estate services company.

Stewart is a global real estate services company, providing title insurance, settlement, underwriting, and lender services through our family of companies. To learn more about Stewart, visit stewart.com/about.

More information can be found on stewart.com. Get title industry information and insights at stewart.com/insights. Follow Stewart on Facebook @StewartTitleCo, on Instagram @StewartTitleCo and on LinkedIn @StewartTitle

Job Description

Job Summary

Ensures accountable decisions are taken at the right level in the organization, and individuals making decisions are suitably informed about the level of legal risk on all legal related matters. Represents plaintiffs and defendants in civil cases and manages all phases of the litigation process from investigation, pleadings and discovery to pre-trial, trial, settlement and appeal.

Job Responsibilities

  • Reviews and evaluates title searches and insurance risk factors and must be able to justify and communicate underwriting requirements to counsel for buyers, sellers and lenders on commercial real estate transactions
  • Responsible for evaluating risk and exposures to determine acceptability of business
  • Determines premiums, terms and conditions based established rules, rates, and guidelines
  • May analyze data such as financial conditions of the organization, participation percentage, type of industry, characteristics of employee groups, or past claim experience
  • Typically follows existing procedures to perform routine assignments and to solve standard problems
  • Analyzes basic information and standard practices to make decisions impacting work performed
  • Individual contributor working with direct oversight
  • Performs all other duties as assigned by management

Education

  • Bachelor’s degree in relevant field preferred

Experience

  • Typically requires 0-2 years of related work experience

Equal Employment Opportunity Employer

Stewart is committed to ensuring that its online application process provides an equal employment opportunity to all job seekers, including individuals with disabilities. If you have a disability and need assistance or an accommodation in the application process, please contact us by email at careers@stewart.com.

Pay Range & Benefits

$111,228.81 - $180,902.11 Annually

The base salary range provided is consistent with similar roles at the Company. The base salary range is not an absolute, but a guide, and actual offers will be based on the individual candidate’s knowledge, skills, education, experience, location, market conditions, and other compensation components. Depending upon all of the preceding considerations, the base salary may be lower or higher than the stated range.

Stewart offers eligible employees a competitive benefits package that includes, but is not limited to a variety of health and wellness insurance options and programs, paid time off, 401(k) with company match, employee stock purchase program, and employee discounts

Salary : $111,229 - $180,902

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