Associate Underwriter- Milwaukee

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.

About the Role

The Associate Underwriter role offers a structured path to grow your underwriting expertise and make a meaningful impact on our business. You’ll participate in hands-on training designed to build expertise in surety, construction accounting, legal documents, risk analysis, and underwriting practices.

Responsibilities

• Evaluate bond submissions, review credit reports and references, assess risk, and make approval or declination decisions within established authority.
• 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.
• Travel with branch leadership, visit agents and customers, attend industry events, and participate in learning and development sessions across the country.

Requirements

• 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.
• Internship experience in financial services is preferred.

Benefits

Financial

• Competitive salary of $65,000–$70,000, commensurate with experience.
• 401(k) Savings & Profit-Sharing Plan with company match.
• Roth investment options.
• 529 Education Savings Plan.
• Employee Referral Bonus Program.

Health & Wellness

• Health, dental, vision, life, supplemental life, and long-term disability insurance.
• FSA and HSA options.
• Paid leave benefits.
• Accident and critical illness insurance.
• Pet insurance.

Work-Life Balance

• 37.5-hour standard work week.
• Generous PTO and paid holidays.
• Hybrid work opportunities once fully trained.
• Casual business attire.
• Volunteer opportunities.
• Company-sponsored events and outings.

Pay

$65,000–$70,000 per year, commensurate with experience.

Schedule

• 37.5-hour standard work week.
• Hybrid work model once fully trained.