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Medicare Telesales Agent (Remote 1099 Independent Contractor)

Remote, USA Full-time Posted 2026-06-09

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, Aetna, 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 To This Job

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