Group Benefits Sales Representative, Premier - Chicago, IL

The Guardian Life Insurance Company of America; Chicago (IL); On-site; USD 36,000 - 44,000; Full time

Job summary

The Guardian Life Insurance Company of America in Chicago seeks a Group Benefits Sales Representative to build and deepen relationships with brokers, consultants, and clients, driving new business and retention in the large-market segment. You will bring Guardian's benefits and tech-enabled solutions to market, translating client needs into differentiated strategies while leading the sales lifecycle.

The role requires 5+ years in group insurance sales, ability to manage complex opportunities

Qualifications

• Bachelor's degree or equivalent combination of education and relevant industry experience.
• At least 5 years of group insurance sales experience or equivalent combination of Guardian experience, education, and related professional experience.
• Experience selling ancillary employee benefits to 1,000+ life space and managing complex opportunities with large brokers/clients.
• Ability to obtain required industry licensing within 90 days of hire and maintain licensure.

Responsibilities

• Develop and execute a territory strategy that positions Guardian's Group Benefits products and solutions to large-market brokers, consultants, and employer clients.
• Build, deepen, and activate relationships with large regional and national broker and consultant firms to generate qualified opportunities and support retention.
• Own sales outcomes and pipeline health for the assigned territory by identifying priority opportunities and advancing complex pursuits.
• Coordinate cross-functional pursuit strategies with underwriting, product, enrollment, implementation, service, and client management teams to deliver a consistent broker and client experience.

Skills

Consultative selling

Relationship building

Territory management

Cross-functional collaboration

Client management

Education

Bachelor's degree

Job description

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.

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

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.

Our Promise

Our Promise At Guardian, you’ll have the support and flexibility to achieve your professional and personal goals. Through skill-building, leadership development and philanthropic opportunities, we provide opportunities to build communities and grow your career, surrounded by diverse colleagues with high ethical standards.

Inspire Well-Being

Inspire Well-Being As part of Guardian’s Purpose – to inspire well-being – we are committed to offering contemporary, supportive, flexible, and inclusive benefits and resources to our colleagues.

Explore our company benefits at www.guardianlife.com/careers/corporate/benefits. Benefits apply to full-time eligible employees. Interns are not eligible for most Company benefits.

Equal Employment Opportunity Guardian is an equal opportunity employer. All qualified applicants will be considered for employment without regard to age, race, color, creed, religion, sex, affectional or sexual orientation, national origin, ancestry, marital status, disability, military or veteran status, or any other classification protected by applicable law.

Accommodations Guardian is committed to providing access, equal opportunity and reasonable accommodation for individuals with disabilities in employment, its services, programs, and activities. Guardian also provides reasonable accommodations to qualified job applicants (and employees) to accommodate the individual's known limitations related to pregnancy, childbirth, or related medical conditions, unless doing so would create an undue hardship.

Every day, Guardian helps our 29 million customers realize their dreams through a range of insurance and financial products and services. Our Purpose, to inspire well-being, guides our dedication to the colleagues, consumers, and communities we serve. We know that people count, and we go above and beyond to prepare them for the life they want to live, focusing on their overall well-being — mind, body, and wallet. As one of the largest mutual insurance companies, we put our customers first. Behind every bright future is a GuardianTM. Learn more about Guardian at guardianlife.com.

Visa Sponsorship

Guardian Life is not currently or in the foreseeable future sponsoring employment-based visas (e.g., such as an H-1B). In order to be a successful applicant, you must be legally authorized to work in the United States, without the need for employer sponsorship/support now or at any time in the future.

Notice Regarding Guardian’s Use of Artificial Intelligence in Recruitment

As part of Guardian’s job application process, Guardian may use artificial intelligence tools (“AI Tools") to automate the sorting and filtering of information provided by applicants as part of its preliminary screening. This preliminary screening may be used to help identify applicant materials and resumes relative to their indication that the applicant meets the requirements for the specific job for which they are applying, as specified in the listing posted on Guardian’s jobs website (Careers at Guardian at https://www.guardianlife.com/careers). At Guardian, we do not use AI Tools to substantially assist or replace human judgment or discretionary decision making in our hiring process. All hiring decisions will be made by Guardian colleagues. Please be aware that if you apply for a specific position with Guardian, you will have the choice of opting out of Guardian’s use of AI Tools during the job application process. Guardian will retain your applicant materials and resume and all information therefrom in accordance with Guardian’s document retention policy, a copy of which you may request via [e-mail]. Additionally, at applicable times, Guardian will make public the most recent bias audit results for such AI tools, which may be found here.