[Remote] Medicare - Ancillary Sales Agent (1099)

Note: The job is a remote job and is open to candidates in USA. WiseChoice Senior Advisors is a company dedicated to simplifying Medicare for seniors nationwide. They are seeking an Ancillary Sales Agent who will specialize in selling hospital indemnity and dental products while capitalizing on inbound leads and cross-selling Medicare Advantage and Final Expense opportunities.

Responsibilities

• Handle 100% inbound, high-intent leads—no cold calling
• Educate consumers on hospital indemnity, home healthcare, and dental coverage (UNL, Dental Shield)
• Identify coverage gaps and position ancillary products as financial protection solutions
• Cross-sell Medicare Advantage and Final Expense when appropriate
• Build trust quickly through consultative conversations and needs analysis
• Accurately document and submit applications using WiseChoice systems
• Stay compliant with all carrier and CMS guidelines
• Maximize each call by increasing average revenue per lead (ARPL)

Skills

• 12+ months of insurance sales experience (ancillary, life, health, or Medicare preferred)
• Strong closer with a track record of high conversion rates on inbound leads
• Comfortable cross-selling multiple products in a single call
• Entrepreneurial mindset with a focus on maximizing earnings per opportunity
• Competitive, self-driven, and resilient in overcoming objections
• Active Health and/or Life Insurance License (or ability to obtain quickly)
• Ability to secure carrier appointments (UNL experience is a plus)
• Windows 11 (22H2 or later) or macOS Sonoma 14.7.2 or later
• 8GB RAM minimum (16GB recommended)
• 20GB available storage

Benefits

• Freedom with Accountability – “You control your schedule. We give you tools, not rules.”
• Transparent Commissions – “No games. No deductions. Real numbers paid fast.”
• Tech that Works – “CRM + dialer + automation built to help you sell, not slow you down.”
• Exclusive Lead Flow – “Qualified leads, real intent, never recycled.”
• Agent-First Culture – “No meetings, no micromanagement, just performance and partnership.”
• High commission payouts per policy sold (HI + HHC +Dental)
• Residual income opportunities on ancillary products
• Cross-sell earning potential (Medicare Advantage + Final Expense)
• Commission paid WEEKLY!

Company Overview