Team Leader

Tampa, Florida, United States | CityCom Health | Full-time | Partially remote

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Position Summary
The Insurance Sales Team Leader is responsible for overseeing a team of licensed agents focused on insurance enrollments. This role combines hands-on leadership, sales performance management, compliance oversight, and training responsibilities to ensure agents meet enrollment goals while delivering a high-quality, compliant consumer experience.


Key Responsibilities

  • Team Leadership & Oversight
    • Supervise a team of ACA sales agents providing daily coaching, feedback, and performance monitoring.
    • Conduct huddles, one-on-ones/coaching (one a week or as necessary), and team meetings to reinforce compliance, sales strategies, and company goals.
    • Act as the first point of escalation for client or agent concerns.
  • Sales & Performance Management
    • Drive achievement of individual and team sales targets (applications per day, conversion rates, retention metrics).
    • Monitor call center dashboards, KPIs, and lead flow to maximize productivity.
    • Track and report on performance data, providing actionable insights to leadership.
    • As needed, depending on call volume, take overflow calls for licensed agents and enroll them into a plan.
  • Training & Development
    • Support onboarding of new agents with systems, compliance, and sales process training.
    • Provide ongoing coaching in objection handling, compliance language, and customer needs assessment.
    • Mentor high-performing agents for growth into leadership or advanced sales roles.
  • Compliance & Quality Assurance
    • Ensure agents follow CMS, ACA Marketplace, and internal compliance guidelines, including TCPA and HIPAA regulations.
    • Review calls for quality and compliance, using established rubrics and checklists.
    • Partner with compliance and QA teams to address violations and implement corrective actions.
  • Operational Support
    • Manage scheduling and workforce management to maintain optimal coverage. This may include oversight of the fronters to ensure appropriate coverage.
    • Collaborate with leadership on lead distribution, sales campaigns, and special enrollment period (SEP) strategies.
    • Support cross-functional teams in refining CRM workflows, scripts, and reporting tool 
  • Minimum Qualifications
    • Active Health Insurance license in good standing.
    • At least 6 months experience in a lead/mentor/SME capacity (formal or Informal), Including coaching, huddles, and performance feedback.
    • Working knowledge of CMS/Marketplace compliance, HIPAA/privacy, and TCPA consent requirement; ability to document coaching and corrective actions.
    • Proficiency with enrollment systems, CRM, and dialer tools.
  • Preferred Qualifications
    • Spanish Bilingual
    • Prior experience with workforce doverage/scheduling and /or QA call monitoring.
    • Strong Excel/Google Sheets skills
    • 1 + ACA Open enrollment/SEP season experience, or at least 6 months recent ACA enrollment experience in a call-center environment.