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Group Benefits Sales Representative, Premier

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Guardian Life
Full Time position Listed on 2026-11-14
Job specializations:
Salary/Wage Range or Industry Benchmark: 36000 - 44000 USD Yearly USD 36000.00 44000.00 YEAR

Job Description & How to Apply Below

Group Benefits Sales Representative, Premier
- Chicago, IL# Careers## Group Benefits Sales Representative, Premier
- Chicago, ILApply:
Fully Remote:
Chicago
- Regional Office:
Full time:
Posted Yesterday:
R
** Position Summary****:
** Guardian is seeking a Group Benefits Sales Representative to build and deepen relationships with leading brokers, consultants, and clients while driving profitable new business and retention in the large-market segment. You will bring Guardian's full portfolio of benefits and technology-enabled solutions to market, translate complex client needs into differentiated strategies, and serve as a trusted resource throughout the sales lifecycle.

Success requires disciplined territory and pipeline management, strong cross-functional partnership, and a consistent focus on the broker and client experience. This role reports to the Market Leader for the assigned territory.
** You are****:
*** A consultative, externally focused sales leader who earns credibility with sophisticated brokers, consulting houses, and large employers.
* A strategic relationship builder who combines market insight, executive presence, and disciplined follow-through to create durable growth.
* Comfortable navigating complex, multi-product opportunities and aligning underwriting, product, enrollment, implementation, service, and client-management partners around a clear client strategy.
* A collaborative and accountable teammate who uses data, technology, and competitive intelligence to prioritize opportunities and improve sales effectiveness.
* Committed to acting with integrity, inspiring well-being, and representing Guardian as a visible market and community leader.
** You have****:*
* ** Required qualifications**:
* Bachelor's degree or equivalent combination of education and relevant industry experience.
* At least 5 years of group insurance sales experience, or an equivalent combination of Guardian experience, education, and related professional experience.
* Demonstrated success meeting or exceeding sales and retention goals in the large-market segment.
* Experience selling ancillary employee benefits in the 1,000+ life space
* Experience developing and managing complex opportunities and relationships with large regional or national brokers, consultants, and employer clients.
* Strong knowledge of group benefits products and sales processes, including Dental, Vision, Life, Disability, Absence, Supplemental Health, and Worksite solutions.
* Advanced consultative selling, presentation, negotiation, and relationship-management skills, with the ability to influence external stakeholders and cross-functional partners.
* Ability to develop territory strategies, maintain pipeline discipline, interpret sales and market data, and convert insights into action.
* Sound judgment, integrity, accountability, and the ability to deliver high-quality results in a fast-paced, matrixed environment.
* Ability to obtain required industry licensing within 90 days of hire and maintain licensure through completion of continuing education requirements.
* The successful candidate must be based in Chicago, IL, with the work arrangement defined in accordance with the requirements of the assigned territory.  
** Preferred qualifications**:
* Advanced knowledge of complex absence solutions, experience rating, dental network analysis, and other large-market underwriting, implementation, or service considerations.
* Experience positioning technology-enabled benefits, enrollment, administration, and connectivity solutions and translating capabilities into a compelling client value proposition.
* Established credibility and relationships within the regional or national broker and consultant community.
* Ability to use sales data, customer insights, competitive intelligence, and market trends to shape territory strategy and strengthen pipeline quality.
* Demonstrated thought leadership, community engagement, or industry presence that enhances market visibility.
* Track record of championing process improvements and partnering across functions to improve sales effectiveness and the broker and client experience.
** You will****:
*** Develop and execute a territory strategy that positions and sells Guardian's Group Benefits products and technology-enabled solutions to large-market brokers, consultants, and employer clients, including Dental, Vision, Life, Disability, Absence, Supplemental Health, and Worksite solutions.
* Build, deepen, and activate relationships with large regional and…
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