Note: The job is a remote job and is open to candidates in USA. Amwins Group Benefits, LLC is seeking a Vice President of Sales for their retiree healthcare division. This role is responsible for driving new sales, managing the sales lifecycle, and engaging with various stakeholders to expand the retiree medical business.
Responsibilities
- 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
- 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
- Engage senior-level buyers including HR leaders, benefits 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
- Identify 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
- Partner with implementation and service teams to ensure smooth transitions post-sale
- Remain involved through early onboarding to reinforce client confidence and continuity
Skills
- 5+ years of experience selling retiree medical benefits or closely related healthcare, Medicare, or retiree-adjacent solutions
- Experience in complex B2B, healthcare benefits, 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
- Experience working with ERISA-governed benefit plans, public sector or municipal employers, and/or labor or collectively bargained benefit environments is strongly valued
- Familiarity with Medicare Advantage, Medicare Supplement, and employer group retiree medical strategies
Benefits
- Base compensation and multi-year commission guarantee
- Uncapped commissions
- Position eligible for annual bonus
- Full benefits package available
- Most benefits available first day of employment
- Generous Paid Time Off (PTO)
- Collaborative, continuing education focused work environment
- Career advancement opportunities
Company Overview
Company H1B Sponsorship