Back

Medicare Telesales Agent (Remote 1099 Independent Contractor)

Worldwide Salaried Open

Medicare Telesales Agent (Remote – 1099 Independent Contractor) Company: The President’s Club, LLC Job Type: Contract (1099) Location: Remote (U.S. Only) Compensation: Commission-Based + Bonuses + Residual Options Job Overview The President’s Club is actively seeking experienced Medicare Telesales Agents to join our high-performance remote sales team. This is a fully remote, independent contractor (1099) opportunity for driven sales professionals who want uncapped earning potential, flexible scheduling, and access to high-quality inbound opportunities. If you are a closer who thrives in a fast-paced, performance-driven environment — we want you on the team. What You’ll Do

  • Handle inbound and outbound Medicare sales calls
  • Educate clients on Medicare Advantage, MAPD, and ancillary products
  • Recommend and enroll clients into plans that best fit their needs
  • Maintain compliance with CMS guidelines and company standards
  • Utilize company platforms (Sunfire, EnrollHere, GoGuru, Balto) to manage sales and client data
  • Complete full sales cycle including enrollment and documentation
  • Follow up with prospects and maintain strong client relationships

Compensation & Earnings

  • Commission-based pay (uncapped)
  • Multiple pay structures available: (Single Commission Plan/ Residual Income Plan)
  • Paid on Qualified Enrollments (must remain active 4 months)
  • Health Risk Assessments (HRAs): $25 each (no chargebacks)
  • Commissions paid twice monthly (typically 2nd & 4th Friday)
  • Additional bonuses, contests, and incentives available

Schedule Expectations

  • YOU make your own schedule
  • Call availability: (Monday – Friday: 9:00 AM – 9:00 PM EST/ Saturday: 10:00 AM – 4:00 PM EST)
  • Expected production: (Minimum 20 talk hours per week OR 8+ sales weekly)

Requirements

  • Active Health Insurance License (multiple states preferred)
  • Ability to obtain and maintain carrier certifications (Humana, UHC, Taskzeno, etc.)
  • Strong Medicare product knowledge (MA/MAPD preferred)
  • Prior telesales experience (Medicare sales strongly preferred)
  • Reliable internet, headset, and home office setup
  • Self-motivated with strong closing ability
  • Ability to manage your own schedule and production

Important Contractor Details

  • This is a 1099 Independent Contractor role (not W-2 employment)
  • Agents are responsible for:
  • Their own expenses, taxes, and licensing
  • Maintaining required certifications and compliance
  • Carrying Errors & Omissions (E&O) insurance at their own expense

What We Provide

  • Access to inbound call opportunities
  • Industry-leading sales platforms and tools
  • Ongoing training and support
  • Performance-based incentives and bonuses
  • Fast onboarding and contracting process

Why Join The President’s Club

  • High-performance culture with top producers earning significant income
  • Flexible schedule with full control of your time
  • Proven systems and support to maximize your production
  • Opportunity to grow into leadership roles with override potential

Apply Today If you're ready to take your Medicare sales career to the next level and earn what you're worth — apply now. Join TEAM MILLER and play a vital role in helping individuals secure their healthcare needs while advancing your career in the insurance industry. Job Type: Contract Pay: $75,000.00 - $200,000.00 per year Benefits:

  • Flexible schedule
  • Work from home

Application Question(s):

  • • We expect agents to commit to a 15% conversion rate or higher, plus averaging 8 applications per week. Are you able to meet these expectations? If not, please do not apply.
  • • Are you licensed in a minimum of 10 states or willing to obtain within the next few days of getting hired?
  • • In order to be successful in this role, it is crucial that you have Medicare Tele-sales experience as the only training provided will be in software and systems. There is no micromanaging, and we expect experienced tele-sales agents to hit the ground running once fully contracted. Do you have Medicare Tele-Sales experience? If yes, please continue with applying. If not, please do not continue with your application.
  • • AHIP 2026 is $175 but with a carrier discount it will drop to $125. Are you willing to obtain once hired? This is at your own expense.

License/Certification:

  • Insurance Producer License (Required)
  • Health Insurance License (Required)

Work Location: Remote Apply tot his job Apply To this Job

More jobs

?? Virtual Bookkeeper (Remote, 1099 Contractor) ??

Worldwide Salaried

Remote Tax Return Reviewer (1099 Seasonal)

Worldwide Salaried

Sr. Technical Support Representative - SaaS platform (Remote)

Worldwide Salaried

B2B SaaS Marketing Strategist / Technical Content Lead

Worldwide Salaried

Ramp Agent – Customer Service & Ground Operations Specialist (Atlanta Hub)

Worldwide Salaried

Dynamic Fully Remote Live Chat Customer Service Representative – High‑Volume Call Center Specialist at arenaflex

Worldwide Salaried

Dynamic Remote & On‑Site Virtual Chat Operator – Customer Experience & Support Specialist at arenaflex

Worldwide Salaried

Remote Customer Service & Data Entry Specialist – Flexible Shifts, Growth‑Focused Role at arenaflex

Worldwide Salaried

Remote Customer Success Specialist – At‑Home, Part‑Time Role Driving Delightful Client Journeys at arenaflex

Worldwide Salaried

Customer Support Executive – Americas (100% Remote) – SaaS CRM Support Specialist & Client Success Advocate

Worldwide Salaried

CRM MANAGER - HUBSPOT

Worldwide Salaried

Application Support Engineer

Worldwide Salaried

Experienced Part-Time Customer Service Representative – Remote Opportunity with arenaflex

Worldwide Salaried

Rapid Resolution Specialist (Tier 1 IT Help Desk)

Worldwide Salaried

Associate Procurement Analyst

Worldwide Salaried

Experienced Part-Time Data Entry Associate – Flexible Work-From-Home Opportunities for Beginners

Worldwide Salaried

Part-Time Remote Data Entry Specialist – arenaflex Product Listing & Inventory Management

Worldwide Salaried

Director – AI Compute Product Management

Worldwide Salaried

Sr. AI Engineer

Worldwide Salaried

Kubernetes DevOps Engineer

Worldwide Salaried