Group Benefits Sales Representative, Premier - Chicago, IL

Guardian Life; Chicago (IL); On-site; USD 36,000 - 44,000; Full time

Job summary

Guardian Life in Chicago seeks a Group Benefits Sales Representative to build and deepen relationships with 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.

Qualifications

• Bachelor's degree or equivalent combination of education and relevant industry experience.
• At least 5 years of group insurance sales experience or equivalent Guardian 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 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.
• Ability to develop territory strategies, maintain pipeline discipline, interpret sales and market data, and convert insights into action.

Responsibilities

• Develop and execute a territory strategy positioning Guardian's Group Benefits products and tech-enabled solutions.
• Build and activate relationships with large regional and national broker/consultant firms to generate opportunities and support retention.
• Own sales outcomes and pipeline health for the territory by identifying priority opportunities and advancing complex pursuits.
• Lead discovery and solution positioning, connecting client needs to Guardian's value proposition.
• Coordinate cross-functional pursuit strategies with underwriting, product, enrollment, implementation, and service teams.
• Monitor market trends, customer needs, and competitive activity to focus resources on high-value opportunities.
• Represent Guardian as a market leader and strengthen industry relationships.

Skills

Group benefits sales

Consultative selling

Presentation

Negotiation

Relationship management

Territory strategy

Pipeline discipline

Sales data interpretation

Education

Bachelor's degree

Job description

Group Benefits Sales Representative, Premier - Chicago, IL# Careers## Group Benefits Sales Representative, Premier - Chicago, ILApply: Fully Remote: Chicago - Regional Office: Full time: Posted Yesterday: R000110529**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 national broker and consultant firms to generate qualified opportunities, expand market presence, and support retention.* Own sales outcomes and pipeline health for the assigned territory by identifying priority opportunities, advancing complex pursuits, and consistently achieving or exceeding production expectations.* Lead consultative discovery and solution positioning, connecting client needs and market dynamics to a differentiated Guardian value proposition.* Coordinate cross-functional pursuit strategies with underwriting, product, enrollment, implementation, client management, service, and other partners to deliver a consistent broker and client experience.* Monitor market trends, customer needs, competitor activity, and sales performance data to refine strategy and focus resources on the highest-value opportunities.* Represent Guardian as a market leader by sharing thought leadership, strengthening community and industry relationships, and reinforcing Guardian’s purpose to inspire well-being.* Identify and champion process, technology, and operating-model improvements that increase sales effectiveness, improve collaboration, and simplify the broker and client experience.**Reporting Relationships****:** As a Group Benefits Sales Representative, you will report to the Market Leader for the assigned territory (Central Region). **Location:**The successful candidate will be based in Chicago, with the work arrangement defined in accordance with the requirements of the assigned territory. **Travel****:** Up to 50% travel within the assigned territory is required for this position. **Salary:** $40,000 The salary reflected above is a good faith estimate of base pay for the position. The salary for this position ultimately will be determined based on the education, experience, knowledge, and abilities of the successful candidate, as well as market factors and business need. This position is also covered by a Guardian sales incentive compensation plan, making the successful candidate eligible to receive sales incentives subject to the terms and conditions of the applicable plan, in addition to base pay. The anticipated total annual compensation range inclusive of base pay and sales target incentive compensation is $222,800 to $309,900.