VP Sales Retiree Healthcare

Amwins Group

Benefits

, LLC (AGBL) is conducting a candidate search looking for a Vice President of Sales, Retiree Healthcare.

, and dependent eligibility audits.

Division. Amwins Group is one of the largest independent wholesale distributors of specialty insurance products in the United States, dedicated to serving retail insurance agents by providing property and casualty products, specialty benefit products, and administrative services. , the company operates through more than 165+ offices globally and manages premium placements in excess of $45 billion annually and employs over 8,100 people.

com . Position Summary This role is responsible for driving net-new sales for AGBL’s retiree medical vertical. Vice President of Sales, Retiree Healthcare will operate as a hands-on producer, owning the full sales cycle and collaborating directly with brokers, consultants, and employer decision makers to originate, develop, and close new retiree medical opportunities.

The position is designed to bring immediate sales energy and market feedback into the retiree business, helping validate growth opportunities, expand distribution relationships, and establish a repeatable new-business motion. Target clients may include public sector entities, municipalities, labor unions, and ERISA-governed employer groups navigating complex retiree healthcare and Medicare-related decisions.

directors, fund administrators, and public-sector stakeholders. Engage decision-makers within labor unions, municipal organizations, boards, trustees, and other multi-stakeholder governance structures where applicable. Understand employer objectives and align Amwins retiree solutions to meet financial, workforce, and retiree needs.

Market Expansion & Insight I dentify new market segments, employer profiles, and distribution opportunities. Provide ongoing market feedback related to buyer behavior, competitive dynamics, and pricing considerations. Collaborate internally to refine messaging, targeting, and go-to-market approach based on field experience.

Internal Collaboration Partner with implementation and service teams to ensure smooth transitions post-sale. Remain involved through early onboarding to reinforce client confidence and continuity.

or closely related healthcare, Medicare, or retiree-adjacent solutions.

, insurance, or consultative sales. Proven ability to sell through broker and consultant channels. Demonstrated success building pipeline and closing net-new business.

Comfortable operating independently in a growth-oriented, build-mode environment.

Responsibilities

AGBL’s retiree medical operations are located in North Kingstown, RI.

New Business Development Source, develop, and close new retiree healthcare opportunities nationwide. Own the full sales lifecycle, from prospecting and qualification through proposal, negotiation, and close. Build and manage a disciplined pipeline focused on new logos and new revenue.

Broker & Consultant Engagement Develop and maintain strong working relationships with benefit consultants, brokers, and advisory firms. Educate partners on Amwins’ retiree capabilities, positioning, and ideal client profiles. Serve as the primary sales contact for assigned partners and referral sources.

Qualifications

5+ years of experience selling retiree medical