Regional Executive - Chicago

Regional Executive (Territory Manager)

Seeking a dynamic and results-driven Regional Executive to lead and grow presence in the assigned region. This role is pivotal in driving profitable revenue growth by fostering relationships with retail agencies, insurance carriers, and digital affiliates. The ideal candidate will have a proven track record in insurance distribution, strong interpersonal skills, and the ability to thrive in a fast-paced, entrepreneurial environment.

• Base Salary: $80,000 - $100,000 annually, with potential for higher salaries on a commission-draw basis.
• Equity Opportunity: Eligible for equity participation.
• Benefits:
  • Medical, Dental, and Vision Coverage
  • HSA, FSA, and Dependent Care Savings Accounts
  • Employer-Paid Short-Term Disability, Long-Term Disability, and Basic Life Insurance
  • Voluntary Life and AD&D Benefits

• Achieve annual gross written premium and submission targets for the assigned region.
• Build and maintain a robust sales pipeline through collaboration with the field underwriting team.
• Conduct a minimum of 12+ customer visits weekly (60% in-person, 40% virtual).
• Develop and execute regional plans to meet submission, premium production, and loss ratio goals.
• Serve as a key external representative at broker visits and industry events.
• Identify and execute book roll opportunities for current and new product offerings.
• Provide feedback to enhance sales strategies, processes, and best practices.
• Track and evaluate production and task completion reports, adjusting plans as needed.
• Complete continuing education courses or industry designations to maintain subject-matter expertise.

• Bachelor’s Degree required.
• Minimum of 5 years of experience in outside sales, business development, or insurance distribution.
• Demonstrated experience managing broker or agency relationships.

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