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Regional Vice President - Upper Midwest

Old Republic Surety Company
Chicago, IL Full Time
POSTED ON 4/2/2026
AVAILABLE BEFORE 6/4/2026
Description

Regional Vice President – Upper Midwest

Are you a proven leader in the surety industry with extensive surety underwriting experience and a passion for building high-performing teams? Old Republic Surety Company is seeking an accomplished Regional Vice President – Upper Midwest to join our dynamic leadership team. This role is ideal for an experienced surety professional ready to take on strategic and operational leadership across a growing, diverse region that includes Wisconsin, Illinois, Minnesota, and Iowa . The selected candidate may reside in any of these states.

As the Regional Vice President, your deep expertise in contract surety underwriting will be at the heart of your success. You will oversee the management of assigned branch offices, providing strong leadership, guidance, and development to branch personnel. You will train and supervise direct reports, uphold our high standards of underwriting and service, and play a critical role in hiring and developing future talent. You will be the go-to leader for complex underwriting decisions, ensuring alignment with Old Republic Surety Company's underwriting philosophy and compliance standards, and providing valuable input to Home Office guidelines.

In partnership with branch leaders, you will coordinate and approve underwriting submissions within your authority limits, recommend authority levels for Bond Managers and Underwriters, and serve as the first point of contact for “over authority” submissions. Your strategic insight will drive the execution of business plans and budgets, focusing on profitability and operational efficiency. You will also manage expenses in collaboration with Bond Managers and maintain strong relationships with key brokers and agency partners to strengthen sales and underwriting performance.

Qualifications:

  • Bachelor’s degree in a related field, or equivalent combination of education and experience.
  • Minimum of eight (8) years of direct experience in the surety industry, with a strong background in contract surety underwriting — this is a core requirement for this role.
  • Proven leadership and strategic planning skills, with demonstrated success in leading underwriting teams.
  • Strong relationship-building skills with brokers, agencies, and internal stakeholders.

If you are an experienced surety underwriting leader ready to make a significant impact in a respected and growing company, we invite you to apply.

WHO ARE WE?

Old Republic Surety Company underwrites contract, fidelity, and commercial bonds, serviced through a network of more than 4,500 independent insurance agencies. Solutions provided include bid bonds, performance and payment bonds, and maintenance bonds for large, middle market and smaller growing contractors. ORSC consistently offers superior service and creative underwriting options in all 50 states.

ORSC partners with hard-working contractors and agents, supporting them with innovative and sometimes out-of-the-ordinary surety solutions. These long-term relationships endure because ORSC is a reliable surety advisor, committed to helping contractors achieve their goals by sharing expertise to analyze risk and recommend solutions that benefit all parties.

WHY OLD REPUBLIC SURETY COMPANY?

Old Republic Surety Company offers numerous opportunities for our employees to grow and prosper. We have a culture of growth from within and we support our employees’ pursuits in advancing their careers. We offer this in an open-door, collaborative workplace that encourages and rewards both teamwork and individual contributions. We want bright, passionate individuals who share our values and quest for success. To learn more about our company culture and our outstanding benefits, please visit our website.

Company Benefits

Financial:

  • Competitive starting salary ranging from $200,000 to $250,000, commensurate with experience
  • Performance Recognition Plan
  • 401k Savings & Profit-Sharing Plan, including company match contribution
  • Roth investment options
  • 529 Education Savings Plan

Health:

  • Health Insurance
  • Dental Insurance
  • Flexible Spending & Health Savings Account options
  • Life Insurance
  • Vision Insurance
  • Supplemental Life Insurance
  • Long-Term Disability Insurance
  • Paid Leave of Absence Benefits
  • Accident & Critical Illness Insurance
  • Pet Insurance

Work-Life Balance:

  • 37.5 hour standard work week
  • Hybrid work opportunities available upon completion of training
  • Casual business attire
  • Generous paid time off (PTO)
  • Paid holidays
  • Volunteer opportunities
  • Company-sponsored events and outings
  • Company car

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

Old Republic Surety Company is an Equal Opportunity Employer and is committed to maintaining a diverse workplace.

Salary : $200,000 - $250,000

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