Medicare Team Leader

Pitch Health Solutions
Orlando, FL

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 like 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

Posted 2026-05-15

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