All roles

[Remote] Medicare - Ancillary Sales Agent (1099)

Remote · USA Full-time New today

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

  • WiseChoice was built by Top Performing Agents for Top Performing Agents, ensuring that expertise, care, and integrity drive everything we do. It was founded in 2024, and is headquartered in Overland Park, Kansas, US, with a workforce of 11-50 employees. Its website is https://www.joinwisechoice.com.
  • Apply To This Job

    Related roles

    [Remote] Enterprise Account Executive, Chicago

    Remote · USA Full-time

    [Remote] Staff Operations Engineer

    Remote · USA Full-time

    [Remote] Field Marketing Manager

    Remote · USA Full-time

    [Remote] Content Specialist

    Remote · USA Full-time

    [Remote] Integrations Engineer

    Remote · USA Full-time

    [Remote] Nonprofit Development - Marketing Specialist (Pro Bono)

    Remote · USA Full-time

    [Remote] VCF Operations Senior Consultant

    Remote · USA Full-time

    [Remote] Integrated Marketing Communications Manager

    Remote · USA Full-time

    [Remote] Professional Learning Product Manager

    Remote · USA Full-time

    [Remote] Data Scientist

    Remote · USA Full-time

    Experienced Healthcare Customer Service Representative – Remote Opportunity at arenaflex

    Remote · USA Full-time

    Experienced Teen Remote Data Entry Specialist – Flexible Part-Time Opportunity with arenaflex

    Remote · USA Full-time

    Experienced Part-Time Customer Service Representative – Amazon Customer Support

    Remote · USA Full-time

    Field Sales Representative

    Remote · USA Full-time

    ACCOUNT MANAGER DIRECT SALES (m/w/d)

    Remote · USA Full-time

    Retail Territory Manager - Las Vegas

    Remote · USA Full-time

    Licensed Benefit Advisor (Seasonal)

    Remote · USA Full-time

    ACH Specialist I

    Remote · USA Full-time

    Experienced Work From Home Customer Service Representative – Delivering Exceptional Support to arenaflex Clients

    Remote · USA Full-time

    Remote Data Entry Specialist – Flexible Home‑Based Position with arenaflex

    Remote · USA Full-time