Licensed Medicare Insurance Sales Manager (Remote)

Remote
Contracted
Manager/Supervisor

Location: Remote (U.S.)
Job Type: Full-Time (1099 Independent Contractor)
Starting Pay: $75,000/year base + bonus opportunity
Reports To: Sales Director / Agency Principal

About the Role

We’re seeking a Licensed Medicare Insurance Sales Manager to lead and support a remote team of Medicare sales agents. This role focuses on coaching, performance management, process improvement, and maintaining a compliant, high-quality sales experience for every prospect.

Key Responsibilities

  • Lead, coach, and motivate a remote Medicare sales team to achieve enrollment and quality targets

  • Conduct regular 1:1s, call coaching, and performance reviews

  • Support recruiting, onboarding, and training for new agents (product, process, and compliance)

  • Monitor team activity and pipeline in the CRM; track KPIs and reporting

  • Ensure sales conversations and marketing activities align with Medicare and carrier compliance requirements

  • Partner with leadership to improve scripts, workflows, and sales conversion strategy

  • Support seasonal readiness (AEP/OEP) including staffing, training, and execution

Required Qualifications

  • Active, current health insurance license (resident or non-resident as applicable) and ability to maintain licensing/appointments

  • Working knowledge of Medicare products and compliant selling (MA/MAPD/PDP; SNP knowledge is a plus)

  • Strong remote leadership skills with the ability to coach performance through calls, metrics, and process

  • Comfortable using CRMs, reporting dashboards, and virtual tools (Zoom/Teams, etc.)

Experience

  • 1–3 years of experience in a remote sales manager role (insurance and/or Medicare preferred)

  • Experience managing performance, coaching calls, and driving results in a remote environment

Compensation

  • $75,000/year starting base

  • Performance-based bonus opportunity (details provided during interview/contracting process)

Contractor Classification (1099)

This is a 1099 independent contractor position. Contractors are responsible for their own taxes, insurance, licensing upkeep, and any other business expenses associated with performing the role.

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