Telesales Supervisor (Healthcare)

TL;DR

Telesales Supervisor (Healthcare): Leading and developing a team of licensed agents selling Medicare Advantage policies with an accent on live coaching, compliance, and sales conversion. Focus on driving performance across enrollment cycles, managing remote teams across US time zones, and optimizing the member experience through data-driven insights.

Location: Remote (USA)

Salary: $70,000 - $80,000 per year plus commission

Company

hirify.global is an all-in-one healthcare company dedicated to improving the health and well-being of older Americans by combining insurance, clinical care, and technology.

What you will do

• Lead a team of 15+ licensed agents, fostering a culture of high performance and accountability.
• Deliver real-time coaching, call shadowing, and immediate feedback to drive sales and conversion.
• Manage day-to-day operations across multiple US time zones, including Eastern, Mountain, Pacific, and Hawaii.
• Ensure strict adherence to CMS marketing rules and regulatory compliance.
• Use data-driven insights and KPIs to foster professional development and maintain peak team output.
• Handle customer escalation calls with empathy and efficiency.

Requirements

• Must be based in the USA.
• At least 2 years of supervisor/manager experience in a high-volume environment.
• At least 4 years of experience in a call center, telesales, or sales environment.
• Valid state health insurance license (or ability to acquire one prior to start date).
• Strong analytical skills and proficiency with Excel/Google Sheets.
• Proven ability to manage seasonal transitions between lock-in and high-pressure AEP/OEP cycles.

Nice to have

• Previous experience in Healthcare and/or Medicare sales.
• Experience using CRM platforms (e.g., Salesforce) and contact-center tools.
• Basic knowledge of Large Language Models (LLMs) and AI-assisted agent tools.
• Experience building formal performance management and corrective action plans.

Culture & Benefits

• Employer-sponsored health, dental, and vision plans with low or no premiums.
• Stock options for all employees and bonus/commission eligibility for sales roles.
• 401K program and generous paid time off.
• $100 monthly mobile or internet stipend.
• Comprehensive parental leave program.