Head of Group Retirement Sales

## Head of Group Retirement Sales Apply remote type:
Remote locations:
IL
- Chicago:
Work From Home (HB):
TN
- Nashville:
TX
- Richardson time type:
Full time posted on:
Posted Todaytime left to apply:
End Date:
September 15, 2026 (30+ days left to apply) job requisition :
R0054803

At HCSC, our employees are the cornerstone of our business and the foundation to our success. We empower employees with curated development plans that foster growth and promote rewarding, fulfilling careers.

Join HCSC and be part of a purpose-driven company that will invest in your professional development.# #
** Job Summary**### The Head of Group Retiree Sales is a senior leadership role responsible for driving revenue growth and market share in the Medicare retirement space. This executive leader oversees sales strategies, manages a team of sales and account management professionals, and collaborates with product and compliance teams to deliver comprehensive group retirement solutions to large employers.

Job Responsibilities:

Define the overarching go-to-market strategy, product positioning, and sales objectives for the Medicare group retiree business     Recruit, mentor, and lead a team of sales and account management professionals     Lead or oversee complex, high-value consultant and employer presentations,  to corporate plan sponsors, labor unions, and large consultant firms    Partner with operations, implementation, product development, and relationship management teams to ensure seamless client onboarding and long-term retention    Monitor industry trends, competitive landscapes, and regulatory changes (such as ERISA and DOL guidelines) to adapt sales strategies and inform product offerings.
Work in collaboration with the commercial sales leaders and AE in market development     Required

Job Qualifications:

Bachelor Degree and 8 years of group health insurance account management, sales, broker, product development, underwriting, or benefit consulting experience OR 12 years of group health insurance account management, sales, broker, product development, underwriting, or benefit consulting experience.
Requires active State Life and Health Insurance licenses or obtain license within 90 days of starting in the position    6 years of leadership or management experience    Superior public speaking, executive-level communication, and contract negotiation skills    Demonstrated results in being able to think strategically, anticipate future consequences and trends, and incorporate them into both a short-term and long-term organizational plan.
Strong influencing and negotiation skills, contracting and network savvy, business owner mindset and ability to successfully lead in an ambiguous and changing market     Proven track record of exceeding goals and a bottom-line orientation; evidence of the ability to consistently make good decisions through a combination of analysis, wisdom, experience, and judgment; high level of business acumen, including the ability to balance the delivery of programs against the realities of a budget;

allocates resources and manages operating expenses while managing risk.
Effective communicator to executive level staff and external audiences balanced with strong interpersonal skills.### ###
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** Pay Transparency Statement:
** At Health Care Service Corporation, you will be part of an organization committed to offering meaningful benefits to our employees to support their life outside of work. From health and wellness benefits, 401(k) savings plan, pension plan, paid time off, paid parental leave, disability insurance, supplemental life insurance, employee assistance program, paid holidays, tuition reimbursement, plus other incentives, we offer a robust total rewards package for employees.  

Learn more about our benefit offerings by visiting  compensation offered will vary depending on your job-related skills, education, knowledge, and experience. This role aligns with an annual incentive bonus plan subject to the terms and the conditions of the plan.## HCSC Employment Statement:

We are an Equal Opportunity Employment employer dedicated to providing a welcoming environment where the unique differences of our employees are respected and valued. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability,…