Unknown Company

Medicare - Ancillary Sales Agent (September)

Remote • Posted 3 weeks ago
Remote Full Time Sales and Related Occupations
Top Talent. Real Freedom. Maximum Payouts!
Are you a closer who thrives on high-intent conversations and maximizing every opportunity? At WiseChoice, we're building a next-generation sales force of entrepreneurial agents who know how to convert inbound demand into real revenue.
As an 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.
At WiseChoice, our mission is to guide consumers through their health and financial protection options-when, where, and how they prefer. We're building a transparent, agent-first platform where performance is rewarded and freedom is real.
**This position is fully remote**
Quick Facts About WiseChoice Senior Solutions
  • Founded: April 2024
  • Mission: Redefining Medicare by putting people first (Talent & Senior) , one WiseChoice at a time.
  • Vision: Earn More. Work Less. No Micromanagement.
  • Traction: One of the fastest growing insure-tech start-ups teams.
  • Key investors: Innovative Financial Group (IFG), FYM Financial, Humana
  • Team size: 70 + agents & full-time equivalent (April 2025) and targeting 200+ by end of 2027
  • Location: 100% remote (US required, preferably Midwest/Kansas City)
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

About Us:
WiseChoice was founded in 2024 , and we're more than just a company-we're a team dedicated to simplifying Medicare for seniors nationwide. Built by Agents for Agents. With a focus on integrity, innovation, and exceptional service, we empower our agents to succeed while making a real impact. Join us and be part of a supportive culture that puts you first. Ready to Get Started? If you're driven to succeed and passionate about helping others, we want to hear from you!

Medicare - Ancillary Sales Agent (September) in Remote at Unknown Company

This position is listed as full time and able to be worked remotely.

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