Medicare Director

Insurance Lounge, LLC•Grants Pass, OR

1d•Onsite

About The Position

The Medicare Director is responsible for the overall success of all Medicare-related products, including Medicare Advantage, Medicare Supplement, and Prescription Drug Plans. This role drives production, ensures strict compliance with CMS regulations, manages carrier relationships, and maintains deep product expertise across the organization. The Product Director owns seasonal planning (AEP/OEP), ensures team readiness, and maintains full visibility into the health, compliance, and performance of the Medicare book of business. This role regularly presents strategic plans, adjustments, and pivots to meet growth, retention, and compliance standards. Why Join Insurance Lounge? This role represents a unique opportunity to take ownership of an established but growing Medicare division within a forward-thinking, independent agency. Insurance Lounge values leadership, accountability, compliance, and innovation, and empowers its directors to shape Medicare strategy, lead high-performing teams, and drive meaningful growth across all Medicare product lines. The Medicare Director will play a critical role in seasonal success, including AEP and OEP execution, while maintaining strict adherence to CMS guidelines and delivering an exceptional client experience. This position offers a seat at the table with executive leadership and the ability to directly influence Medicare growth, compliance standards, and long-term organizational strategy. For a proven Medicare leader seeking long-term impact, professional autonomy, and the opportunity to build and scale a best-in-class Medicare program, this role offers both challenge and reward.

Requirements

8+ years of Medicare insurance experience with direct responsibility for selling, servicing, and managing Medicare Advantage, Prescription Drug Plans, and Medicare Supplement products
8+ years of experience building, leading, and managing a Medicare sales and/or service team
Demonstrated experience developing Medicare growth strategies, including AEP/OEP planning, and presenting recommendations to executive leadership
Proven success establishing and managing Medicare carrier relationships and identifying market expansion opportunities
Strong technical knowledge of Medicare products, CMS regulations, compliance requirements, and enrollment processes
Hands-on experience ensuring compliant sales practices, including Scope of Appointment (SOA), documentation, and marketing guidelines
Extensive experience with Applied Epic or a comparable CRM/agency management system, including Medicare tracking and reporting
Proven ability to lead teams, drive accountability, and deliver measurable production, retention, and compliance results

Responsibilities

Own production through personal & department growth, and retention for all Medicare product lines (MAPD, PDP, Med Supp)
Ensure full compliance with CMS guidelines across self and all team members
Manage and strengthen Medicare carrier relationships
Serve as the internal Medicare product expert, including plan knowledge, compliance, and positioning
Oversee and enforce compliant sales practices, including Scope of Appointment (SOA), documentation, and marketing guidelines
Track and maximize carrier incentives, bonus programs, and production tiers
Maintain a clear, real-time understanding of Medicare book performance and compliance status
Lead all Medicare seasonal planning, including AEP and OEP strategy, staffing, and execution
Identify gaps in production, compliance, or process and present actionable solutions
Lead and coordinate Medicare product and compliance training for sales and support teams
Partner with leadership to align Medicare strategy with overall company growth goals
Provide consistent reporting on production, retention, compliance adherence, and trends
Identify new carrier opportunities and market expansion strategies within Medicare
Oversee client experience and issue resolution specific to Medicare policies.