Top 29 Medicare sales Jobs in Crestview, Fl

Medicare Sales Independent Contractor (1099) - Remote
MyPlanAdvocate —Florida
- $65,000 - $85,000 a year
- Contract
- Remote
- Mid-level
Remote Medicare Sales Agent - Independent Contractor (1099)
MyPlanAdvocate —Florida
- $65,000 - $85,000 a year
- Contract
- Remote
- Mid-level
Preneed Insurance Agent (1099)
Integrity —Florida
- Call employer
- No experience needed
- Entry level
- Under 1 year
- Flexible schedule
Quick Apply
Medicare Sales Agent - Independent Contractor (1099) Opportunity
MyPlanAdvocate —Florida
- $65,000 - $85,000 a year
- Contract
- Remote
- Mid-level
Insurance Broker (Sales, Military, or Athletic Experience Preferred)
Empire Insurance Strategies —Florida
- $50,000 - $250,000 a year
- Military
- Driver's License
- Driving
- Opportunities for advancement
- Flexible schedule
Quick Apply
2d
Hospice Liaison - Walton County, FL
Peoples Hospice and Palliative Care —Crestview, FL
- Microsoft Excel
- Mid-level
- High school diploma or GED
- Paid holidays
- Disability insurance
Quick Apply
Medical Sales Representative
Rehab Technologies, LLC —Crestview, FL
- $50,000 - $90,000 a year
- Full-time
- Background check
- Customer service
- Pass drug screening
- Health insurance
- Dental insurance
Quick Apply
8d
Remote Medicare Sales Agent
Slate Professional Resources, Inc. —United States
- $21 an hour
- Overtime
- Remote
- Mid-level
- Communication skills
- Health insurance
- Dental insurance
Quick Apply

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Medicare Sales Independent Contractor (1099) - Remote
MyPlanAdvocate —Florida
As an independent Medicare Sales Agent with MyPlanAdvocate, you'll enjoy the freedom of a 1099 contractor role while gaining access to premium tools, warm leads…
$65,000 - $85,000 a year
Medicare Sales Agent - Independent Contractor (1099) Opportunity
MyPlanAdvocate —Florida
As an independent Medicare Sales Agent with MyPlanAdvocate, you'll enjoy the freedom of a 1099 contractor role while gaining access to premium tools, warm leads…
$65,000 - $85,000 a year

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Medicare Sales Independent Contractor (1099) - Remote

MyPlanAdvocate -
Florida

Apply Now

Job Details

Contract
$65,000 - $85,000 a year

Qualifications

Medicare
Mid-level
Direct sales

Full Job Description

Onboard Now - Carrier Release Deadline Approaching

MyPlanAdvocate is a leading Medicare agency in the United States, committed to staying on the cutting edge of technology and creating exceptional experiences for both customers and agents. We believe that happy customers begin with fulfilled professionals, which is why we've designed a flexible, rewarding opportunity for experienced Medicare sales agents looking for independence and growth.

The Opportunity

As an independent Medicare Sales Agent with MyPlanAdvocate, you'll enjoy the freedom of a 1099 contractor role while gaining access to premium tools, warm leads, and operational support that set you up for success. If you're tired of rigid corporate environments with forced overtime, inflexible schedules, and unattainable goals, this opportunity offers the perfect alternative.

This isn't your average agency gig-we're investing heavily in growth, and agents who join now will be first in line to shape the future of how we sell Medicare.

Why Timing Matters

Carrier release deadlines are quickly approaching. Agents who onboard now will be ready to sell by September 1, positioning themselves to maximize earnings during the most lucrative part of the Medicare calendar: AEP and OEP.

We're actively investing in lead generation, advertising, and tech infrastructure. Our leadership team is laser-focused on agent success-and urgency is high. Don't miss your window.

What Sets Us Apart

Complete Flexibility: No minimum hours requirement-work when and where you want
Quality Leads: Free, inbound warm transfers after Medicare A&B, zip code, and Medicaid status verification
Modern Technology: AI-enabled platform to streamline your workflow and eliminate busywork
Attractive Compensation: Competitive commission structure with weekly direct deposit
Seasonal or Year-Round: Ideal for agents focused on AEP/OEP or those looking for long-term growth
100% Commission-Based Role: expected earning range within $65,000-$85,000

Why Join Now?

Agents who come on board today will be fully ramped ahead of the September carrier release deadline. By joining MyPlanAdvocate now, you'll gain a critical head start for AEP/OEP and position yourself for your most successful season yet-all while maintaining the freedom and flexibility of independent work.

Ideal Candidates

Licensed and experienced Medicare agents looking for greater independence
Self-motivated professionals who thrive without micromanagement
High-performers tired of chasing low-quality leads
Seasonal specialists looking to maximize earnings during enrollment periods
Professionals seeking a better work-life balance without sacrificing income

Next Steps

Ready to break free from the traditional employment model while still having access to elite support and resources? Join MyPlanAdvocate's team of independent contractors and experience the perfect balance of freedom and opportunity.

MyPlanAdvocate is proud to be building a better way to meet the needs of everyone we serve-including our valued sales professionals.

"

Apply Now

Refine Your Search

medicare sales jobs in crestview, fl

Medicare Sales Independent Contractor (1099) - Remote

Remote Medicare Sales Agent - Independent Contractor (1099)

Preneed Insurance Agent (1099)

Medicare Sales Agent - Independent Contractor (1099) Opportunity

Insurance Broker (Sales, Military, or Athletic Experience Preferred)

Hospice Liaison - Walton County, FL

Medical Sales Representative

Remote Medicare Sales Agent

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