REMOTE Insurance Sales Representative

Job Overview

Remote Medicare Sales Representative Position. We are seeking motivated and customer‑focused Medicare Sales Representatives to join a growing remote sales team. In this role, you will educate prospective and current Medicare members on available health plan options, benefits, and enrollment requirements while delivering an exceptional customer experience.

Ideal Candidate: The successful candidate will be a results‑driven sales professional who is passionate about helping individuals understand their healthcare coverage options. They will possess strong customer service skills, a solid understanding of Medicare products, and the ability to build trust and rapport with members over the phone while maintaining strict compliance standards.

Work Schedule

Monday‑Friday between 8:00 AM and 5:30 PM, with occasional weekend coverage as needed.

Work Arrangement

100% Remote.

Key Responsibilities

• Conduct telephonic sales presentations and assist eligible members with Medicare plan enrollments in accordance with CMS regulations and compliance requirements.
• Educate prospective and current members on Medicare products, benefits, coverage options, enrollment guidelines, and next steps.
• Assess customer needs and recommend appropriate Medicare plans based on eligibility and coverage requirements.
• Accurately document member interactions, enrollment activities, and follow‑up actions within designated systems and platforms.
• Maintain up‑to‑date knowledge of Medicare products, benefits, enrollment policies, scripts, and regulatory changes.
• Deliver outstanding customer service through active listening, professionalism, empathy, and timely follow‑up.
• Collaborate with cross‑functional teams to address member concerns, improve processes, and ensure a positive member experience.
• Meet established productivity, quality, compliance, and customer satisfaction goals.
• Participate in special projects and additional duties as assigned.

Required Qualifications

• Active Health Insurance License required.
• Ability to obtain and maintain a New York insurance appointment within 30 days of hire.
• AHIP certification or experience working with AHIP‑compliant Medicare sales practices.
• Working knowledge of Medicare products, Medicare Advantage plans, CMS regulations, enrollment guidelines, and compliant sales practices.
• 2+ years of experience in sales, telesales, customer service, call centre, or member services, preferably within healthcare or insurance.
• Strong verbal and written communication skills with the ability to explain complex information in a clear, customer‑friendly manner.
• Experience handling high call volumes while maintaining accuracy, professionalism, and service quality.
• Proficiency with Microsoft Office and experience using CRM systems, enrollment platforms, or related software.
• Strong organisational, analytical, problem‑solving, and time‑management skills.
• Ability to maintain confidentiality and handle sensitive member information appropriately.

Preferred Qualifications

• Experience selling Medicare Advantage or health insurance products.
• Previous experience in health benefits, insurance enrollment, member services, or healthcare sales.
• Knowledge of claims, billing, customer service, or health plan administration.
• Bilingual Spanish language skills.
• Additional experience may be considered in lieu of a degree.

Job Type & Location

Contract position based out of Tampa, FL.

Pay & Benefits

Pay range: $25.00 – $25.00/hr.

Eligibility requirements apply to some benefits and may depend on your job classification and length of employment. Benefits are subject to change and may be subject to specific elections, plan, or program terms. If eligible, the following benefits may be available:

• Medical, dental & vision
• Critical Illness, Accident, and Hospital
• 401(k) Retirement Plan – Pre‑tax and Roth post‑tax contributions available
• Life Insurance (Voluntary Life & AD&D for the employee and dependents)
• Short and long‑term disability
• Health Spending Account (HSA)
• Transportation benefits
• Employee Assistance Program
• Time Off/Leave (PTO, Vacation or Sick Leave)

Application Deadline

This position is anticipated to close on Jul 24, 2026.

Equal Employment Opportunity

The company is an equal opportunity employer and will consider all applications without regard to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

San Francisco Fair Chance Ordinance

Pursuant to the San Francisco Fair Chance Ordinance, for all positions located in the city and county of San Francisco, we will consider for employment qualified applicants with arrest and conviction records.

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