Medicare - Ancillary Sales Agent (September)

WiseChoice Senior Advisor

$200K *
US-AnywhereRemote in Overland Park, KS
Finance & Insurance
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 12+ months of insurance sales experience (ancillary, life, health, or Medicare preferred)
  • Strong closure skills with high conversion rates on inbound leads
  • Comfortable cross-selling multiple products in a single call
  • Entrepreneurial mindset focused on maximizing earnings
  • 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)

Responsibilities

  • Handle 100% inbound, high-intent leads with no cold calling
  • Educate consumers on hospital indemnity and dental coverage
  • Identify coverage gaps and present financial protection solutions
  • Cross-sell Medicare Advantage and Final Expense when appropriate
  • Build trust through consultative conversations and needs analysis
  • Document and submit applications accurately utilizing WiseChoice systems
  • Ensure compliance with all carrier and CMS guidelines

Benefits

  • Freedom with Accountability - control your schedule with provided tools
  • Transparent Commissions - no games, fast access to real numbers
  • Tech that Works - optimized CRM, dialer, and automation tools
  • Exclusive Lead Flow - access to qualified, high-intent leads
  • Agent-First Culture - focus on performance and partnership without micromanagement
Full Job Description
Ancillary Sales Agent, you'll specialize in selling hospital indemnity and Home Healthcare while capitalizing on inbound lead flow and cross-selling Medicare Advantage and Final Expense opportunities. This is a high-earning role for agents who know how to listen, position value, and close.

**This position is fully remote**

What you'll do:

As an Independent Ancillary Sales Agent, you will:
  • Handle 100% inbound, high-intent leads-no cold calling
  • Educate consumers on hospital indemnity and dental coverage
  • 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)

What we offer:
  • 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."

Compensation:
  • High commission payouts per policy sold (HI + HHC)
  • Residual income opportunities on ancillary and Medicare products
  • Cross-sell earning potential (Medicare Advantage + Final Expense)
  • Highest commission payouts in the industry. Top agents are making 200K+ annually working atleast 25+ hours weekly. Paid up to $300 per Medicare policy submitted.
  • Ability to cross sales ancillary products like Dental Vision & Hearing (DVH), Cancer, and Hospital Indemnity (HI) that pay residual income.

Who you are:
  • 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)

You'll Need:

Equipment Requirements (You provide your own):

Windows
  • Windows 11 (22H2 or later)
  • 8GB RAM minimum (16GB recommended)
  • 20GB available storage

Mac
  • macOS Sonoma 14.7.2 or later
  • 8GB RAM minimum (16GB recommended)
  • 20GB available storage

Hours:

To maximize success, availability during peak inbound hours is strongly recommended:
  • Monday-Friday: 8:00 AM - 7:00 PM
  • Saturday's: 10:00 AM - 4:00 PM CST

Similar Jobs

More Jobs at WiseChoice Senior Advisor

More Finance & Insurance Jobs

Find similar Medicare - Ancillary Sales Agent (September) jobs: