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Sales Representative, Premier Market - Chicago, IL

Group Benefits Sales Representative

Guardian is seeking a Group Benefits Sales Representative who will be responsible for building and maintaining Premier brokers and plan holder relationships to drive ongoing sales and retention of groups of 2-1,999 lives with a primary focus between 100-1,999 market.

Success will be determined based on the ability to attain high levels of production through broker development and internal relationships. This role will report to the Market Leader within the assigned territory.

You will:

  • Market, position, and sell Guardian’s entire Group Benefits portfolio products and technology solutions to your designated brokers. This includes Dental, Vision, Life, Disability, Absence, and Supplemental Health products.

  • Support the general wellbeing of the broker and client relationship for the development and growth of Guardian sales and client retention.

  • Understand territory dynamics to build, develop and maintain broker relationships to grow the book of business while representing Guardian’s vision to inspire well-being.

  • Be accountable for consistently achieving or exceeding personal sales production expectations by having a clear understanding of products and creating and implementing tactical sales strategies.

  • Collaborate with cross-functional teams to examine market trends and stay ahead of consumer demands.

  • Represent Guardian by acting as a market leader, sharing thought leadership and maintaining strong community relationships.

  • Identify, recommend and champion process improvements and organizational initiatives to increase sales of product offerings.

  • Hold all required industry licenses and maintain them through ongoing Continuing Education. 

You Have:

  • A BS, BA degree or equivalent industry experience.

  • Minimum of 2 years’ group insurance sales experience or a combination of Guardian work experience, education and/or related extracurricular activities.

  • Experience and knowledge of relevant industry products and processes including, but not limited to Worksite, LTD, Dental products, complex absence products, online enrollment, experience rating, dental network analysis processes.

  • Proven ability to lead finalist meetings with C-suite stakeholders, presenting solution capabilities and driving closure in the up-market segment. 

Soft Skills:

  • Collaborative team player with the ability to effectively build rapport in person and virtually.

  • Exercise sound judgement and integrity in a changing, matrixed, and fast past environment.

  • Exude confidence, positivity, and proactivity.

  • Act with accountability to deliver on commitments with speed and quality.

Location and Travel Requirements:

  • Chicago, IL

  • Up to 60% travel within U.S.

Salary Range
$40,000

The salary reflected above is a good faith estimate of base pay for the primary location of the position. The salary for this position ultimately will be determined based on the education, experience, knowledge, and abilities of the successful candidate. In addition to salary, this role may also be eligible for annual, sales, or other incentive compensation.

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

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. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or to receive other benefits and privileges of employment, please contact MyHR@glic.com. Please note: this resource is for accommodation requests only. For all other inquires related to your application and careers at Guardian, refer to the Guardian Careers site.

Visa Sponsorship

Guardian is not currently or in the foreseeable future sponsoring employment visas. In order to be a successful applicant. you must be legally authorized to work in the United States, without the need for employer sponsorship.

Current Guardian Colleagues: Please apply through the internal Jobs Hub in Workday

Average salary estimate

$80000 / YEARLY (est.)
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$40000K
$120000K

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In 2021, we expanded our purpose as an organization to inspire well-being™. We established Guardian’s North Star going forward and began a three- to five-year process of transformation and progress. The effort gained momentum last year across our ...

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Full-time, onsite
DATE POSTED
January 17, 2026
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