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Posted May 21, 2026

Medicare Telesales Agent (Remote 1099 Independent Contractor)

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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 tot his job Apply To this Job