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 16 hours ago

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

Entry Level Outside Sales Consultant
...supplemental health insurance. This entry-level opportunity is ideal for those who take pride in... ...of professional experience (Relevant sales, leadership, or athletic experience... ...) Compensation & Growth ~1099 independent contractor role (self-employed, not a W-2 employee...
For contractors
Self employment
Executive Financial Partners LLC
Cape Coral, FL
18 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
Cape Coral, FL
3 days ago
Inside Sales Representative
$75k - $125k
...services has never been greater! Our Inside Sales Reps can make a real difference in people... ...* Pay is commission only / reportable as 1099 income About USHA -... ...else in America will you find a better opportunity to enjoy personal satisfaction and professional...
Suggested
Self employment
Local area
Flexible hours
Fort Myers Division (BRN-FM)
Cape Coral, FL
a month ago
Outdoor Field Inspector - Flexible Hours (1099 Contractor)
...inspections in various locations. This flexible position allows for part-time hours and the opportunity to earn extra income while working outdoors. As an independent contractor, you will manage your schedule and complete inspections using your device. Ideal candidates...
For contractors
Extra income
Part time
Flexible hours
Quiktrak
Fort Myers, FL
4 days ago
Field Inspector
$1,500 per month
...Field Audit & Inventory Inspector (1099 Contractor) This position requires travel between... ...inspections in your local area. As an independent contractor, you will travel to assigned... ..., while offering flexible earning opportunities for our contractor network. Who Succeeds...
For contractors
Contract work
Part time
Local area
Remote work
Monday to Friday
Flexible hours
Quiktrak
Cape Coral, FL
1 day ago
Licensed Psychiatrist
...state basis: MD / DO Why partner with Headway? As an independent provider with Headway, you’ll gain access to: Hassle-... ...without disruption. Important Notes This is a 1099 independent contractor role. You’ll have full autonomy over your practice, including...
For contractors
Bi-weekly pay
Private practice
Headway
Cape Coral, FL
9 hours ago
Box Truck Owner-Operator OTR NON-CDL
$150 per week
...MML Alliance Owner-Operator Opportunity MML Alliance hires experienced Owner-Operators... ...(OTR) across 48 states. If you're an independent contractor looking for steady loads, strong back-... ...the road, up to 3 days off) ~ Form 1099 Independent Contractor Position...
For contractors
Weekly pay
Immediate start
Flexible hours
MML Alliance
Cape Coral, FL
3 days ago
Commercial Trucking Insurance Specialist
...Recruiting, a division of Hello Logistics Solutions Remote | Independent Contractor (1099)ATG Recruiting, a division of Hello Logistics Solutions,... ...identifying and developing licensed Property & Casualty agents who want to specialize in commercial trucking insurance.If...
For contractors
Remote work
ATG Recruiting
Fort Myers, FL
1 day 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
Cape Coral, FL
more than 2 months ago
Dentist - Compensation & Pension Exam
$1,000 - $1,620 per day
...DMD) Compensation & Pension Exams for Veterans 1099 Independent Contractor | One Day per Week | Flexible Scheduling $~1000-1620/... ...and Pension (C&P) exams for Veterans. This is a meaningful opportunity to support those who have served by conducting structured...
For contractors
Extra income
Permanent employment
Work at office
Flexible hours
1 day per week
She Recruits LLC
Cape Coral, FL
4 days ago
Telehealth Psychiatrist (Independent Contractor)
...Location: 100% Remote | Contract Type: 1099 Focus on Clinical Care Are you an exceptional Psychiatrist seeking maximum... ...flexibility and professional control? Join our network as an independent contractor, offering high-quality mental health care remotely. We eliminate...
For contractors
Contract work
Private practice
Remote work
Flexible hours
Seasoned Recruitment
Cape Coral, FL
1 day ago
Flexible Gig- One Store Visit Weekly- Build Your Own Schedule!
$25 - $30 per hour
..., demonstrating the ability to work independently and responsibly. Possess a smartphone... ...for flexibility. Employment Type: 1099 Independent Contractor position, offering no benefits. Paid... ...encourage you to apply for this exciting opportunity to make a positive impact in our...
For contractors
Immediate start
Flexible hours
National Water Services, Inc.
Cape Coral, FL
4 days ago
Emergency Medicine Physician
...Contact Gary Nishizaki at or to learn more about this opportunity. ~12 shifts per month with flexible scheduling ~ Medical... ...location ~ Open to FP or IM with 2+ years EM experience ~1099 independent contractor with malpractice coverage ~ Meditech EMR system in...
For contractors
Contract work
Work visa
Flexible hours
Shift work
Night shift
Day shift
CompHealth
Fort Myers, FL
1 day ago
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
Fort Myers, FL
14 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
Cape Coral, FL
2 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
Cape Coral, FL
5 days ago
Licensed Psychiatric Nurse Practitioner
...work environment. Why partner with Headway? As an independent provider with Headway, you’ll gain access to: Hassle-free... ...without disruption. Important Notes This is a 1099 independent contractor role. You’ll have full autonomy over your practice, including...
For contractors
Bi-weekly pay
Full time
Private practice
Flexible hours
Headway
Cape Coral, FL
3 days ago
LF Sales Rep
$100k
...time in the field and less time in the home. If you are a sales PROFESSIONAL ready to be paid for your talents apply now... ...earning $80,000-$220,000 plus. - Performance-based bonus opportunities - ICBA Contractors insurance offering Schedule: - Flexibility on a...
For contractors
Full time
Weekend work
Day shift
Afternoon shift
LeafHome
Fort Myers, FL
3 days ago
Travel Sales Manager
$3,500 per month
...Job Title: Travel Sales Manager – Multi-State Employment Type: Full-Time | 1099 Contractor Location: Multiple U.S. Spa Locations (Travel Required) Schedule... ...advancement, including remote or leadership opportunities Role Summary We provide the client...
For contractors
Full time
Remote work
DermaVe Spa
Cape Coral, FL
3 days ago
Advertising Sales Representative/Account Executive
...Description Position Description As an Ad Sales Representative with Decided... ...community. This position is a 1099, Independent Contractor position, giving you flexible scheduling... ...Personal and spiritual development opportunities _ Flexible, family friendly schedule...
For contractors
Full time
Local area
Immediate start
Work from home
Monday to Friday
Flexible hours
Decided Excellence Catholic Media
Fort Myers, FL
a month ago
IV Infusion Nurse FL (Lee County)
$50 - $150 per hour
...throughout Lee, Collier, Sarasota, Miami-Dade 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
Fort Myers, 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
Cape Coral, FL
14 days ago
Outside Sales Representative
...professionals and gain real-world experience that sets you apart. Sales experience is not requiredwhat matters most is your... ...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
Fort Myers, FL
11 days ago
Flood Solutions Sales Rep
$10k - $100k
...Description Job Description Sales Representative – Total Flood... ...field, knows how to create opportunity, and closes at a high level.... ..., property managers, and contractors Assess properties and confidently... ...Comfortable working independently in a fast-paced, field-driven...
For contractors
Full time
EMERALD GREEN PROPERTY SERVICES LLC
Fort Myers, FL
7 days ago
Emergency Medicine Physician
...to fill a current need. Details & requirements for this opportunity: Annual volume: 13,500 Physician shift times: 24 hour coverage... ...arranges medical or dental malpractice insurance for the contractor providers we match to client opportunities. In addition, our...
For contractors
Locum
Seasonal work
Shift work
Night shift
AMN Healthcare
Cape Coral, FL
2 days ago
Remote FP&A Manager - 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
Estero, FL
more than 2 months ago
Sprinter/Cargo Van Owner Operator
...for our company Victoria Logistics Carrier. We work within an independent contract agreement and offer very competitive rates. You can... ...submitting the application to execute a written independent contractor agreement as an owner-operator. Vehicle Requirements:...
For contractors
Contract work
Victoria Logistics Carrier LLC
Cape Coral, FL
1 day ago
Medical Courier Driver (1099) - Ft.Myers, FL
...deliver essential medical supplies safely and efficiently to healthcare facilities in the Ft. Myers Area Employment Type: Independent Contractor (1099) Location: Lehigh, FL to Ft. Myers, FL Schedule: 3/4 Split 6pm- 6am 1 Route/Night Compensation: Weekly...
For contractors
Price work
Contract work
Shift work
Night shift
Gill Logistics Services, LLC
Fort Myers, FL
28 days 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
Fort Myers, FL
more than 2 months ago
Global Remote Recruiter - Earn $3k-$11k Per Placement
A global recruiter collaboration platform is seeking independent recruiters to work remotely and earn $3,000-$11,000 per successful placement... ...without the hassle of traditional agency politics. This opportunity is ideal for agency recruiters seeking additional placements,...
Part time
Freelance
Immediate start
Remote work
RecXchange
Cape Coral, FL
2 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!