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[Remote] Medicare Street Agent

Remote, USA Full-time Posted 2026-06-16

Note: The job is a remote job and is open to candidates in USA. Prosperity Health Group is a Medicare-focused sales organization dedicated to supporting licensed Medicare agents. The role involves helping Medicare beneficiaries review their coverage options and enroll in plans that fit their healthcare needs, while agents maintain ownership of their book of business and receive comprehensive support from the company.

Responsibilities

  • Helping Medicare beneficiaries review their coverage options, understand plan benefits, compare available solutions, and enroll in plans that fit their healthcare needs
  • Working with clients through in-person appointments, community-based marketing, referral relationships, phone consultations, virtual appointments, local events, and ongoing client follow-up

Skills

  • Active health insurance license
  • Strong communication and relationship-building skills
  • Ability to work independently and follow a structured sales process
  • Interest in Medicare sales, marketing, and client relationship building
  • Willingness to complete training and stay current on Medicare compliance
  • Self-motivated with a desire to grow a long-term business
  • Florida license preferred, but not required
  • Medicare sales experience preferred
  • Field sales or street agent experience preferred

Benefits

  • Street-level Medicare commission structure
  • Book ownership for independent street agents
  • Marketing support for local growth
  • Access to lead platforms and Medicare appointment opportunities
  • Social media and Meta lead pipeline support
  • Telephonic and virtual Medicare sales support
  • CRM access to manage clients, submissions, communication, and follow-up
  • Medicare quoting and enrollment tools
  • Business email and Microsoft Office 365 access
  • Ongoing Medicare sales training
  • Compliance and product training
  • Weekly live training and roleplay opportunities
  • Real-time leadership support before, during, and after appointments
  • Client retention tools and follow-up systems
  • Guidance for agents looking to grow into agency ownership
  • Field marketing strategy support
  • Community outreach opportunities
  • Online lead generation
  • Medicare appointment opportunities
  • Seminar-style growth strategies
  • Compliant appointment scripting
  • Remote enrollment guidance
  • CRM-based follow-up systems
  • Ongoing coaching from leadership

Company Overview

  • Prosperity Health Group was founded by Julian Cancino and Nicholas Gebert, two accomplished professionals in the health insurance sector. It was founded in 2024, and is headquartered in Port St Lucie, Florida, US, with a workforce of 11-50 employees. Its website is .
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