Medicare Cold Caller

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TYPE OF WORK

Part Time

SALARY

$4 per hour

HOURS PER WEEK

20

DATE UPDATED

Sep 23, 2026

JOB OVERVIEW

Location: Remote
Job Type: Part-Time
Shift: Monday to Friday, 4 hours per day (Graveyard Shift)
Compensation: $4 per hour, paid weekly

Job Description

We are looking for an experienced Medicare Cold Caller to support an insurance client by making outbound calls to prospective Medicare clients, generating interest, identifying potential needs, and scheduling qualified appointments for licensed insurance agents.

The ideal candidate has previous experience with Medicare calling campaigns, particularly during Annual Enrollment Period (AEP)/Open Enrollment, and is comfortable speaking with Medicare-eligible individuals and seniors.

Experience with life insurance, health insurance, retirement products, mortgage protection, disability insurance, or other insurance products is a plus.

Requirements

• At least 6 months of experience in Medicare cold calling, telemarketing, appointment setting, or a closely related insurance calling role
• Previous experience working with Medicare leads, including during AEP/Open Enrollment, is strongly preferred
• Familiarity with Medicare Advantage, Medicare Supplement, Prescription Drug Plans, and general Medicare terminology is a plus
• Experience with life insurance or other insurance products is a plus
• Excellent verbal communication and active listening skills
• Comfortable speaking with seniors and Medicare-eligible prospects
• Ability to handle objections professionally and respectfully
• Ability to follow approved scripts and client-specific calling guidelines
• Must maintain detailed and accurate call notes and lead statuses
• Must be willing to work with an agency and adapt to the varying needs and processes of our insurance clients
• Ability to work independently and consistently during a fixed graveyard schedule
• Reliable, professional, and comfortable working toward call and appointment-setting goals

Responsibilities

• Make outbound calls to prospective Medicare clients daily
• Introduce the purpose of the call clearly and professionally
• Identify prospects who may be interested in reviewing their Medicare coverage or options
• Pre-qualify leads based on the agency's guidelines
• Schedule qualified appointments with licensed insurance agents
• Follow up with warm leads and previous prospects as assigned
• Follow approved scripts and calling procedures
• Maintain accurate records of calls, conversations, appointments, and lead statuses
• Meet or exceed weekly and monthly call and appointment goals
• Maintain professionalism and respect when communicating with Medicare-eligible individuals
• Represent the agency and its insurance clients with professionalism and integrity

Technical Requirements

• Primary and backup desktop and/or laptop with an Intel i3 processor or higher
• Reliable internet connection with at least 5 Mbps upload and download speeds
• Noise-cancelling headset
• Quiet and professional work environment

IMPORTANT APPLICATION REQUIREMENTS

Applicants must submit all three of the following:

• Cover letter
• Updated resume
• Voice recording

Incomplete applications will not be considered.

Please do not submit a generic or copy-and-paste cover letter. Each cover letter will be reviewed carefully to evaluate your communication skills, relevant Medicare or insurance experience, and overall fit for the role.

In your cover letter, please briefly describe your Medicare calling experience, including any experience working during AEP/Open Enrollment, the types of Medicare leads you have handled, and your experience setting appointments for licensed insurance agents.

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