Job Description

Associate Underwriter | Brookfield, WI | Hybrid Once Fully Trained

About Us

At Old Republic Surety, we do more than underwrite bonds—we build relationships, solve complex challenges, and help contractors move their businesses forward. As an Associate Underwriter, you’ll join a team that provides contract, fidelity, and commercial surety solutions through a nationwide network of more than 4,500 independent insurance agencies. Based in Brookfield, WI, the Associate Underwriter will have the opportunity to develop a rewarding career in the surety industry while working alongside experienced professionals who value collaboration, creativity, and exceptional service. The Associate Underwriter role offers a structured path to grow your underwriting expertise and make a meaningful impact on our business.

Experience

The Associate Underwriter participates in hands-on training designed to build expertise in surety, construction accounting, legal documents, risk analysis, and underwriting practices. As an Associate Underwriter, you’ll evaluate bond submissions, review credit reports and references, assess risk, and make approval or declination decisions within established authority. You’ll work closely with branch personnel, agents, and management to gather and analyze account information, maintain accurate underwriting files, and support business growth across your territory.

The Associate Underwriter will also have opportunities to travel with branch leadership, visit agents and customers, attend industry events, and participate in learning and development sessions across the country. Success as an Associate Underwriter requires curiosity, analytical thinking, attention to detail, and a desire to continuously build expertise. A bachelor’s degree in Finance, Accounting, Economics, Construction Management/Technology, or a related field is preferred, along with internship experience in financial services.

Benefits

As an Associate Underwriter, you’ll receive a competitive salary of $65,000–$70,000, commensurate with experience, along with a comprehensive benefits package designed to support your financial security, health, and work-life balance.

• Financial: Competitive salary, 401(k) Savings & Profit-Sharing Plan with company match, Roth investment options, 529 Education Savings Plan, and Employee Referral Bonus Program.
• Health & Wellness: Health, dental, vision, life, supplemental life, and long-term disability insurance, plus FSA and HSA options, paid leave benefits, accident and critical illness insurance, and pet insurance.
• Work-Life Balance: 37.5-hour standard work week, generous PTO, paid holidays, hybrid work opportunities once fully trained, casual business attire, volunteer opportunities, and company-sponsored events and outings.

The Associate Underwriter position offers more than a job—it’s an opportunity to build valuable industry expertise, develop meaningful relationships, and grow your career with a company committed to superior service and creative underwriting solutions. If you’re ready to take the next step, the Associate Underwriter opportunity at Old Republic could be the career move you’ve been looking for.

Interested? Click ‘apply’ and follow some very simple steps to get your resume in front of the Talent Acquisition Team.