growthroles

Regional Sales Leader, Central

Guardianlife Open · verified Sep 23, 2026
Hybrid Chicago Full-time Mid-level Sales Leadership

At a glance

Mid-level Sales Leadership role at Guardianlife. Chicago · full-time · $316,800–$366,000 base.

SalaryStated by Guardianlife
$316,800 – $366,000
Base salary for this role, in USD per year, as published in the posting.
RoleSales Leadership
SeniorityMid-level
LocationChicago
WorkplaceHybrid
EmploymentFull-time
Base pay$316,800–$366,000
PostedJul 21, 2026 · 2mo ago
Role brief

Growth Roles summary, based on the employer's posting.

What you'll do

  • Build a regional sales plan covering profitability, growth, retention, and market-share goals
  • Lead, coach, and develop a sales team while recruiting promising early-career talent
  • Coach representatives on consultative selling, underwriting partnerships, finalist presentations, and closing larger opportunities
  • Strengthen broker and distribution-partner relationships across groups ranging from small accounts to two thousand lives
  • Work with internal teams to improve processes and deliver financial and market objectives

What you bring

  • At least eight years in the group benefits field plus demonstrated leadership in that industry
  • Working knowledge of distribution, underwriting, finance, pricing, product, marketing, operations, risk, and administration
  • Required industry licensing within ninety days of joining, followed by continuing education to keep it current

Who this fits

You’ll suit a sales leader who can drive accountability, influence cross-functional partners without direct authority, and build broker relationships. The role is based in Chicago, includes approximately twenty percent travel, and requires work authorization in the United States without current or future employer sponsorship.

From the employer

Guardian is seeking a Group Benefits Regional Sales Leader in the Chicago market who will be responsible for driving and executing a profitable growth strategy through ongoing sales and retention with brokers. The role will cover groups of 2-2,000 lives with a primary focus down market. The Regional Sales Leader will do this by leading, coaching, and developing a high-performing team.

The role will work closely with leadership and internal partners to leverage data when delivering on Guardian’s promise to inspire well-being, managing top and bottom-line growth strategies, and identifying opportunities to increase broker value.

Success of this role will be largely dependent on the achievement of financial results, internal and external relationships, and the ability to recruit high potential, early-career talent.

You will:

  • Develop a sales plan to achieve corporate, financial, and market goals to maximize profitability, growth, retention, and increased market share.
  • Be a champion of bringing in new talent and developing their skills and capabilities in order for colleagues to grow their careers at Guardian.
  • Take a hands-on approach, particularly with larger accounts, coach reps in consultative selling, partnership with Underwriting, finalist presentations, and closing opportunities on new business.
  • Work collaboratively and create followership with internal cross-functional partners (Underwriting, Client Management, Product, Finance, etc.) to achieve corporate, financial, and market objectives.
  • Identify, recommend, and champion process improvement and organizational initiatives to positively influence outcomes.
  • Cultivate strong external relationships with top brokers and distribution partners.
  • Support the general well-being of the broker and client relationships for the development and growth of Guardian sales and client retention.

You Have:

  • 8+ years of group benefits industry experience; and proven leadership experience within group benefits.
  • An understanding of relevant functional areas including Distribution, Underwriting, Finance, Pricing, Product Development, Marketing, Operations, Risk Management, and Administration.
  • Advanced degree or equivalent experience preferred.
  • Familiarity and/or experience with group benefits product line preferred.
  • Required industry licensing within 90 days of date of hire and maintain license through completing Continuing Education requirements.

Soft Skills:

  • Exercise sound judgment and integrity in a changing, matrixed, and fast-paced environment.
  • Drive discipline and hold people accountable to achieving results.
  • Persuasive presentation and communications skills with ability to influence people over whom there is no direct authority.
  • Enable and support a culture of inclusivity by treating all employees, customers, and vendors with dignity and respect.
  • Exude confidence, positivity, and proactivity.

Location and Travel Requirements:

  • The successful hire will be based in Chicago, IL.
  • Approximately 20% travel associated with the position

Salary:
$120,000
​
The salary reflected above is a good faith estimate of base pay for the primary location of the position, which is to be based in Chicago, Illinois. 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 $316,800 to $366,000.

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 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. If you would like to request an alternative process that does not utilize AI Tools or would like to request a reasonable accommodation, within ten business days of your position application, you must email your request to MyHR@glic.com, making sure to provide your name and job requisition identification number. 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 MyHR@glic.com.

Additionally, at applicable times, Guardian will make public the most recent bias audit results for such AI tools, which may be found here.


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

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