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Medicare Team Leader

Remote / Online - Candidates ideally in
Orlando, Orange County, Florida, 32885, USA
Listing for: Pitch Health Solutions
Remote/Work from Home position
Listed on 2026-01-12
Job specializations:
  • Management
    Business Management, Retail & Store Manager, Operations Manager
Salary/Wage Range or Industry Benchmark: 50000 - 55000 USD Yearly USD 50000.00 55000.00 YEAR
Job Description & How to Apply Below

3 days ago
• Be among the first 25 applicants

About Us

At Pitch Health Solutions, we empower our team to excel while maintaining the highest standards of culture, compliance, and performance. We’re looking for a Medicare Team Leader to lead, coach, and inspire a team of 10–15 sales agents while driving results and shaping team culture.

Why This Role is Exciting
  • Fully remote – work from anywhere in the U.S.
  • Lead a high‑performing sales team and make a tangible impact
  • Develop talent, coach top performers, and guide new reps to success
  • Career growth opportunities within a thriving sales organization
  • Engage with a culture that values excellence, professionalism, and collaboration
What You’ll Do
  • Lead & Coach:
    Conduct daily huddles, 1:1s, live call monitoring, and real‑time coaching
  • Drive Performance:
    Monitor KPIs such as talk time, sales pacing, and compliance, while holding your team accountable
  • Develop Talent:
    Guide ramping reps, underperformers, and top performers to achieve their full potential
  • Training & Compliance:
    Deliver team training, audit calls, and ensure CMS, Carrier, and Company compliance
  • Reporting & Insights:
    Submit weekly and monthly performance summaries, forecast results, and identify trends
Who You Are
  • Experienced in a KPI‑driven sales environment (Medicare, ACA, or Final Expense sales preferred)
  • Strong leadership, coaching, and accountability skills
  • Professional, reliable, and emotionally mature
  • Comfortable analyzing performance data and making quick, informed decisions
  • Passionate about developing talent and creating a winning team culture
Working Hours

Monday to Friday, 9:00 AM – 6:00 PM EST (1‑hour lunch: 1:00 PM – 2:00 PM EST)

Perks & Benefits
  • Work remotely from anywhere in the U.S.
  • Lead a motivated, high‑performing team
  • Professional development and growth opportunities
  • Competitive salary and performance incentives
Ready to Lead?

If you’re a results‑driven leader who loves coaching, motivating, and inspiring teams while driving measurable results, we want to hear from you. Apply today and take your career to the next level!

Compensation & Schedule
  • Base Pay: $50,000–$55,000 annual salary + commissions
  • Pay Frequency:
    Bi‑weekly direct deposit
  • Location:

    100% Remote
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