Sales Representative, Premier Market - Chicago, IL

Why Join Guardian

Join Guardian Life, a leader in group benefits insurance, and become part of a purpose-driven organization committed to inspiring well-being. As a Sales Representative, Premier Market in our Chicago Regional Office, you'll drive impactful sales in the group benefits space, focusing on premier brokers and plan holders for groups of 2-1,999 lives, with emphasis on the 100-1,999 market segment. Guardian offers a collaborative environment, professional growth opportunities, and the flexibility to balance work and life. Our diverse team supports skill-building, leadership development, and community engagement, all while upholding high ethical standards. Discover a career where you can grow your book of business, represent innovative products, and make a difference in employee well-being across Chicago and beyond.

Role Description

Guardian is seeking a dynamic Group Benefits Sales Representative to build and maintain relationships with premier brokers and plan holders. Success is measured by high production levels through broker development and internal collaboration. Reporting to the Market Leader in the Chicago territory, you'll market Guardian's comprehensive portfolio, including Dental, Vision, Life, Disability, Absence, and Supplemental Health products, plus cutting-edge technology solutions. This role demands strategic sales acumen, territory management, and a passion for driving retention and growth in the competitive group insurance market.

Detailed Responsibilities

• Market, position, and sell Guardian’s full Group Benefits portfolio and technology solutions to designated brokers, covering Dental, Vision, Life, Disability, Absence, and Supplemental Health.
• Support broker and client relationships to foster Guardian sales growth and retention.
• Analyze territory dynamics to build, develop, and maintain broker relationships, expanding the book of business while embodying Guardian’s vision to inspire well-being.
• Achieve or exceed personal sales targets through deep product knowledge and tactical sales strategies.
• Collaborate with cross-functional teams to monitor market trends and anticipate consumer demands in group benefits.
• Act as a market leader, sharing thought leadership and cultivating strong community ties in Chicago.
• Identify and champion process improvements and initiatives to boost product sales.
• Maintain all required industry licenses via ongoing Continuing Education.

Required Skills

• Proven group insurance sales expertise
• Broker relationship management
• Territory analysis and development
• C-suite presentation and closing skills
• Product knowledge (Dental, LTD, Vision, Disability, Absence)
• Sales strategy development
• Market trend analysis
• Cross-functional collaboration
• Thought leadership and networking
• Process improvement advocacy

Education & Experience

• BS/BA degree or equivalent industry experience.
• Minimum 2 years’ group insurance sales experience, or combination of Guardian experience, education, and related activities.
• Knowledge of industry products/processes: Worksite, LTD, Dental, complex absence, online enrollment, experience rating, dental network analysis.
• Track record leading finalist meetings with C-suite, presenting solutions, and closing in up-market segments.
• Soft skills: Collaborative, rapport-building (in-person/virtual), sound judgment/integrity in fast-paced environments, confident/proactive, accountable delivery.

Compensation Overview

Salary not disclosed. Base pay determined by education, experience, knowledge, and abilities. Eligible for annual, sales, or other incentives. Location: Chicago Regional Office, with up to 60% U.S. travel.

Benefits

Guardian provides contemporary, supportive, flexible, inclusive benefits: comprehensive health coverage, retirement plans, paid time off, professional development, philanthropic opportunities, and more. Explore at www.guardianlife.com/careers/corporate/benefits. Full-time eligible employees qualify (interns limited).

Our Promise: Achieve professional/personal goals with support, flexibility, diverse colleagues, and high ethical standards.

Inspire Well-Being: Committed to colleague resources for holistic success.

Equal Employment Opportunity: Guardian is an equal opportunity employer. All qualified applicants considered without regard to age, race, color, creed, religion, sex, sexual orientation, national origin, ancestry, marital status, disability, military/veteran status, or other protected classifications.

Accommodations: Committed to access and equal opportunity. Reasonable accommodations provided.