Telesales Supervisor

Job Description

A bit about this role: 

As a Telesales Supervisor at Devoted Health, you will lead and develop a team of licensed telesales agents selling Medicare Advantage policies across multiple states. Your number one priority is being in front of agents: live coaching, call shadowing, role-playing, and providing immediate feedback to drive sales and conversion while maintaining the highest standards of quality and compliance. You will use data-driven coaching to improve performance across enrollment cycles, manage day-to-day operations, and resolve issues to protect the member experience.

Your Responsibilities and Impact will include:

• Manage a team of 15+ licensed agents, fostering a culture of high performance, accountability, and mission-driven motivation.

• Deliver real-time training to drive resilient sales results, ensuring a strict balance between high conversion and uncompromising compliance.

• Achieve goals related to phone service levels, call quality, outbound contacts, sales, and appointments.

• Effectively manage remote and onsite teams across multiple time zones (Eastern, Mountain, Pacific, and Hawaii).

• Identify training, tech, or process-related needs to improve the member and agent experience.

• Deliver individual performance metrics to agents, ensuring growth across all enrollment cycles.

• Use data-driven insights to foster professional development and maintain peak team output during both peak and off-peak seasons.

• Handle customer escalation calls with empathy and efficiency.

Required Skills and Experience:

• 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/current state health insurance license (or the ability to acquire one prior to your start date).

• An innate "gut feel" for CMS marketing rules; you prioritize regulatory adherence as a reflex rather than a checklist.

• Proven ability to manage the transition between the "lock-in" season and high-pressure AEP/OEP cycles, including the ability to scale teams and manage seasonal fatigue.

• Experience delivering direct, timely, and empathetic feedback to address underperformance early while maintaining team morale.

• Strong analytical skills; proficient with Excel/Google Sheets and able to use dashboards/KPIs to drive tangible improvements.

Desired Skills and Experience:

• Previous experience in Healthcare and/or Medicare sales is highly preferred.

• Experience building and delivering formal performance management and corrective action plans.

• An "early adopter" mindset; a proactive interest in learning new software rather than viewing digital evolution as a hurdle.

• Experience using CRM/Marketing platforms (e.g., Salesforce) and contact-center tools.

• Basic knowledge of Large Language Models (LLMs) and AI-assisted agent tools—specifically the ability to support adoption, create simple prompts, and train agents on safe, compliant use.

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

The pay range listed for this position is the range the organization reasonably and in good faith expects to pay for this position at the time of the posting. Once the interview process begins, your talent partner will provide additional information on the compensation for the role, along with additional information on our total rewards package. The actual base salary offered will depend on a variety of factors, including the qualifications of the individual applicant for the position, years of relevant experience, specific and unique skills, level of education attained, certifications or other professional licenses held, and the location in which the applicant lives and/or from which they will be performing the job.

Our Total Rewards package includes:

• Employer sponsored health, dental and vision plan with low or no premium

• Generous paid time off

• $100 monthly mobile or internet stipend

• Stock options for all employees

• Bonus eligibility for all roles excluding Director and above; Commission eligibility for Sales roles

• Parental leave program

• 401K program

• And more....

*Our total rewards package is for full time employees only. Intern and Contract positions are not eligible.

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