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Provided by the employer
Verified Pay check_circle $150000 - $200000 per year
Hours Full-time
Location Chicago, Illinois

About this job

Job Description

Job Description

About the Role

This is a unique opportunity to promote business development in a new territory, playing a pivotal role in deepening broker networks, educating clients and agency contacts, and building out a new territory with a product that is not offered by others to differentiate yourself in the market. The ideal candidate will possess an entrepreneurial spirit, strong work ethic, proven success with another insurance company, and the ability to adapt to a fast-paced, growth-oriented culture.


Duties & Responsibilities

  • Partner with your territory’s top benefits brokers to secure group agreements as a company-paid or payroll-deducted benefit to eligible employees.
  • Developing key broker and consultant partnerships.
  • Meeting and exceeding ambitious annual targets with a dual focus on growing total premiums and membership unit volume.
  • Creating effective group-specific sales and marketing plans.
  • Traveling regularly across the territory for face-to-face meetings.


Skills & Experience

  • 5-7 years of Employee Benefits sales experience, preferably in voluntary benefits/worksite marketing platforms.
  • Currently based in Chicago with an established and active network of brokers throughout the region.
  • Experience educating brokers about unique products.
  • Current A&H insurance license.
  • Demonstrated commitment to utilizing CRM technologies.


Compensation, Benefits & Perks

$150-200,000+ OTE + fully remote work schedule + robust benefits package

\nCompany Description

Capstone Search Group is an insurance recruiting firm that offers creative, unique staffing solutions for the insurance industry! Our clients include insurance companies, agencies, brokers and intermediaries. Our goal as insurance recruiters is to help insurance organizations identify, attract and retain experienced talent that impacts immediate openings and promotes future growth. We offer Direct Hire (Contingency Search, Engaged/Retained and Recruitment Process Outsourcing [RPO]) and Contract Solutions (long-term contract, 1099 and temp-to-perm). We work nationally with expertise that spans top executives, middle management and technical level positions. We are committed to providing recruiting services of the highest degree of confidentiality, professionalism and integrity.

Company Description

Capstone Search Group is an insurance recruiting firm that offers creative, unique staffing solutions for the insurance industry! Our clients include insurance companies, agencies, brokers and intermediaries. Our goal as insurance recruiters is to help insurance organizations identify, attract and retain experienced talent that impacts immediate openings and promotes future growth. We offer Direct Hire (Contingency Search, Engaged/Retained and Recruitment Process Outsourcing [RPO]) and Contract Solutions (long-term contract, 1099 and temp-to-perm). We work nationally with expertise that spans top executives, middle management and technical level positions. We are committed to providing recruiting services of the highest degree of confidentiality, professionalism and integrity.

Nearby locations

Posting ID: 1309924621 Posted: 2026-11-04 Job Title: Regional Sales Director