Medicare Sales Agent - Independent Contractor (1099) Opportunity

$65k - $85k

MyPlanAdvocate

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

Vacancy posted 22 hours ago

Similar jobs that could be interesting for youBased on the Medicare Sales Agent - Independent Contractor (1099) Opportunity in Clearwater, FL vacancy

Sales Representative
...proven system to grow your own book of business. The Opportunity: We provide a turnkey independent-contractor business model with high earning potential and zero... ...$150,000+ Top Performers: Exceed $1M in annual sales. Unlimited Earning: Enjoy uncapped, cumulative...
For contractors
Local area
Immediate start
Best Version Media
Clearwater, FL
14 days ago
Lead Sales Consultant
...meaningful impact. We're looking for a Lead Sales Consultant who thrives in a... ...performance bonuses, and career advancement opportunities. The autonomy to manage your... ...considered) Compensation & Growth ~1099 independent contractor role (self-employed, not a W-2 employee...
For contractors
Self employment
Executive Financial Partners LLC
Largo, FL
4 days ago
Sales Representative Entry Level
...Position Overview: This entry-level opportunity is designed for individuals who are... ...and grow into a rewarding career in sales. No prior experience is requiredwe'll... ...considered) Compensation & Growth ~1099 independent contractor role (self-employed, not a W-2...
For contractors
Self employment
Local area
Executive Financial Partners LLC
Largo, FL
11 days ago
Independent Catering Delivery Professional
...Independent Catering Delivery Professional DeliverThat is built for the ones who... ...Earnings: We offer premium delivery opportunities and higher commission rates. Flexible... ...app. Position Type This is a 1099 Independent Contractor position. Ready to Deliver More...
For contractors
Contract work
Immediate start
Flexible hours
DeliverThat
Clearwater Beach, FL
5 days ago
Mortgage Field Inspector (1099 Independent Contractor)
$20 per hour
...Mortgage Field Inspector (1099 Independent Contractor) Flexible schedule | Part-time or full-time | Weekly pay GIS Field Services, Inc.... ...experience is a plusbut not necessary. This is a great opportunity for self-motivated individuals who enjoy working independently...
For contractors
Weekly pay
Price work
Full time
Part time
Work at office
Flexible hours
GIS Field Services
Clearwater Beach, FL
3 days ago
CDL A Owner Operator Home Delivery Truck Driver
$2,500 per week
...Operators: LOCAL Home Furniture Delivery Independent Contractor Driver Earn top dollar if you own... ...provided for furniture delivery ~1099 contractor position, Owner Operator... ...national furniture retailer. While having an opportunity to be home every evening, a successful...
For contractors
Local area
Day shift
Afternoon shift
SE Independent Delivery Service
Clearwater, FL
2 days ago
Licensed Sales and Customer Support Agent
$50k - $60k
...Successful State Farm Agent is seeking a qualified professional... ...of part-time Insurance Sales / Customer Service Representative... ..., then this is your opportunity for a rewarding career with... ...position is with a State Farm independent contractor agent, not with State Farm...
For contractors
Part time
Work at office
Michael Buric State Farm Agency
Clearwater, FL
more than 2 months ago
Medicare Sales Field Agent - North Pinellas County
$31.8k - $43.8k
...Are you passionate about the Medicare population, looking for an opportunity to work in sales, and wanting the ability to directly... ...and metrics while working independently. You will be interacting with... ...homes. Our Medicare Sales Field Agent sells individual health plan...
Full time
Temporary work
Work at office
Local area
Remote work
Night shift
Weekend work
Humana
Clearwater Beach, FL
2 days ago
Licensed Insurance Agent
...Why Experienced Agents Choose AmeriLife Industry-... ...retirement solutions Top-Tier Sales Tools & Technology... ...Career Growth & Leadership Opportunities Build teams, mentor agents... ...the next-and best-chapter of your career. 1099 independent contractor position
For contractors
Weekly pay
Daily paid
Home office
AmeriLife
Clearwater, FL
3 days ago
IV Infusion Nurse FL (Pinellas County)
$50 - $150 per hour
...Hillsborough, Pinellas, Pasco and Sarasota counties The Opportunity This is more than a job — it’s a chance to build your own business within a supportive medical framework. As a 1099 independent contractor , you’ll enjoy the autonomy of entrepreneurship backed by...
For contractors
Hourly pay
Contract work
Flexible hours
IV Active
Clearwater, FL
2 days ago
Entry Level Territory Sales Representative
...provided) Bachelor's degree or 4+ years of professional experience (Relevant sales, leadership, or athletic experience considered) Compensation & Growth ~1099 independent contractor role (self-employed, not a W-2 employee) ~100% commission-based compensation with...
For contractors
Self employment
Executive Financial Partners LLC
Dunedin, FL
11 days ago
Fire Alarm Sales Representative
$100k
...projects for alarm systems through electrical contractors and end users, estimating project based... .... Prior fire alarm or low voltage sales experience is required.... ...wide range of positions and countless opportunities for career growth. Each employee is empowered...
For contractors
Contract work
Temporary work
Work at office
Flexible hours
Century Fire Protection
Clearwater, FL
4 days ago
Remote Finance Analyst - AI Trainer ($50-$60 per hour)
$50 - $60 per hour
...high-quality AI. Enjoy the flexibility of remote work and the freedom to set your own schedule. This is an opportunity to work with us as an independent contractor. We're currently expanding into an exciting new area – teaching AI Assistant models to be a more...
For contractors
Hourly pay
Contract work
Work experience placement
Remote work
Data Annotation
Clearwater, FL
more than 2 months ago
Remote Financial Analyst - AI Trainer ($50-$60 per hour)
$50 - $60 per hour
...high-quality AI. Enjoy the flexibility of remote work and the freedom to set your own schedule. This is an opportunity to work with us as an independent contractor. We're currently expanding into an exciting new area – teaching AI Assistant models to be a more...
For contractors
Hourly pay
Contract work
Work experience placement
Remote work
Data Annotation
Largo, FL
more than 2 months ago
Remote Equity Research Analyst - AI Trainer ($50-$60 per hour)
$50 - $60 per hour
...high-quality AI. Enjoy the flexibility of remote work and the freedom to set your own schedule. This is an opportunity to work with us as an independent contractor. We're currently expanding into an exciting new area – teaching AI Assistant models to be a more...
For contractors
Hourly pay
Contract work
Work experience placement
Remote work
Data Annotation
Largo, FL
more than 2 months ago
Lead Sales Representative
..., and deliver measurable results. We're looking for a Lead Sales Representative who thrives in a fast-paced, results-driven... ...athletic experience considered) Compensation & Growth ~1099 independent contractor role (self-employed, not a W-2 employee) ~100% commission-...
For contractors
Self employment
Executive Financial Partners LLC
Dunedin, FL
11 days ago
Entry Level Insurance Representative - Training Provided
...AmeriLife Health & Life Insurance Agent, you'll play a critical... ...Use provided and proven sales tools, marketing resources,... ...caps Career Advancement Opportunities Clear paths for growth with... ...step toward your future with AmeriLife. 1099 independent contractor position
For contractors
Weekly pay
Daily paid
Home office
AmeriLife
Clearwater, FL
2 days ago
Commercial Loss Control Consultant-Independent Contractor
...inspections and consultative visits. Independent Loss Control consultants (1099 position) work independently and... ...of the information obtained. All contractors must provide a current resume and may... ...appointments with insured/agent via email and/or phone calls. Complete...
For contractors
Hourly pay
Price work
Contract work
Flexible hours
Underwriter Services Association
Palm Harbor, FL
3 days ago
Furniture Assembly Technician
...Furniture Assembly Technician Opportunity is part-time, on-going assembly work for both in-store (Nationwide Office supply chain) and in-home furniture assembly. As an Independent Contractor with SFS, Inc. you will be assembling RTA Furniture but we also have great...
For contractors
Contract work
Part time
Work at office
Immediate start
FDM Field Services
Clearwater Beach, FL
1 day ago
Fire Sprinkler Sales Representative
$100k
...Fire Sprinkler Sales Representative Century Fire Protection Clearwater - Clearwater... ...existing and new customers, general contractors and end users. Estimate small projects... ...wide range of positions and countless opportunities for career growth. Each employee is empowered...
For contractors
Full time
Temporary work
Work at office
Local area
Flexible hours
Century Fire Protection
Clearwater Beach, FL
2 days ago
B2B Sales Representative
$100k
...Job Description Excellent opportunity to join a leading, national credit... ...driven, ambitious outside sales professionals to join our most... ...BONUSES · OUR SUCCESSFUL SALES AGENTS MAKE OVER $100K WITH OUR MULTIPLE... ...the opportunity. This is a 1099 commision-only role APPLY...
Local area
Slice Merchant Services
Clearwater, FL
14 days ago
Home Health Aide (HHA)
$500 per month
* Caregivers Needed - $500 Sign-On Bonus (1099) CSI Caregiver Services is registering & onboarding... ...support seniors and adults at home. This is flexible independent contractor (1099) work with consistent client opportunities in your area. Start your career and become a...
For contractors
Hourly pay
Weekly pay
Daily paid
Full time
Part time
Start working today
Local area
Relocation package
Flexible hours
Help At Home
Clearwater, FL
5 days ago
Owner Operators / CDL-A / $4,000 - $6,000 Weekly / 1 Year EXP Req'd
$4,000 - $6,000 per week
...TransAm Trucking Independent Contractor Truck Driver JobsTransAm Trucking, a leading refrigerated carrier, has exciting opportunities for CDL-A drivers to become independent contractors! Be your own boss and enjoy the open road with competitive compensation and top-tier...
For contractors
Contract work
Local area
Relocation package
Flexible hours
TransAm Trucking
Clearwater Beach, FL
2 days ago
Box Truck Owner-Operator OTR NON-CDL
...truck to run Over-the-Road (OTR) across 48 states. If you're an independent contractor/owner operator looking for steady loads, strong back-office... ...(minimum 2 weeks on the road, up to 3 days off) ~ Form 1099 Independent Contractor Position Details: OTR position...
For contractors
Weekly pay
Contract work
Immediate start
Flexible hours
MML Alliance
Clearwater Beach, FL
4 days ago
Medical Director (Telehealth Behavioral Health)
$500 per month
...clients and fostering a supportive and empowering environment for both clients and staff. About The Role This is a 1099 Independent Contractor remote role (FLORIDA, USA) for Medical Director (Physician) at CONSCIOUSABRAXAS. The Medical Director will be responsible...
For contractors
Remote work
Consciousabraxas
Clearwater, FL
5 days ago
Travel Nurse RN - Cardiovascular Operating Room in Largo, FL
...travel nurse assignment in Largo, FL. This assignment is in a Traveler-friendly facility and offers excellent pay, benefits, bonus opportunity, travel reimbursement, all licenses and certifications paid and more! Minimum 1-2 years’ experience required. Requirements*: ACLS...
Weekly pay
Daily paid
Long term contract
Full time
Contract work
Temporary work
Shift work
TravelNurseSource
Largo, FL
1 day ago
Customer Relations Representative - State Farm Agent Team Member
...based on performance Competitive salary Flexible schedule Opportunity for advancement Paid time off Training & development... ...answered yes to these questions, working for a State Farm independent contractor agent may be the career for you! State Farm agents market only...
For contractors
Flexible hours
Nathan Cocco - State Farm Agent
Largo, FL
5 days ago
Direct Sales Agent Specialist (1283)
$20 per hour
...Direct Sales Agent Specialist National General is a part of The Allstate Corporation,... ...insurance products, through a large network of independent insurance agents, as well as directly... ...our team isn't just a job it's an opportunity. One that takes your skills and pushes...
Hourly pay
Work at office
Local area
Work from home
Visa sponsorship
Work visa
Allstate
Clearwater Beach, FL
1 day ago
Senior Technical Sales Representative (Florida)
$100k - $120k
...Job Title Sr Sales Representative Job Description Our sales approach begins by identifying customer... ...ownership/management groups, consultants, engineers, and contractors Identify and qualify new opportunities to expand usage of Honeywell's INNCOM and Onity...
For contractors
Full time
Temporary work
Remote work
Relocation package
Flexible hours
Honeywell
Clearwater Beach, FL
7 days ago
College Financial Representative, Internship Program
$1,000 per month
...Fortune 500 company. You will have the opportunity to build your confidence, develop a... ...Entrepreneurial ambitions and curiosity for sales Highly involved on campus (leader,... ...owners. As such, they are considered independent contractors for income tax purposes, and a "...
For contractors
Full time
Contract work
Internship
Local area
Flexible hours
Northwestern Mutual
Clearwater Beach, FL
4 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Medicare Sales Agent - Independent Contractor (1099) Opportunity. Be the first to apply!