We are seeking a high-energy, performance-driven Licensed Sales Supervisor (Health/Life) to lead a remote team of Licensed Benefit Advisors. In this role, you will be the driving force behind your team's sales performance, compliance adherence, and operational efficiency, particularly during the high-volume Annual Enrollment Period (AEP).

Unlike administrative managers, this is a sales leadership and coaching role. You will leverage your active insurance license and deep Medicare knowledge to conduct live call monitoring, provide product-specific sales coaching, jump into calls to save sales, and ensure your team meets and exceeds conversion targets while strictly adhering to CMS regulations.

Key Responsibilities

• Sales Leadership & Coaching: Manage, mentor, and motivate a team of remote licensed agents to meet daily, weekly, and monthly sales conversion targets through ongoing coaching, performance monitoring, and skill development.

• Live Call Support: Monitor live agent calls and utilize your active license to provide real-time guidance on Medicare product selection, objection handling, and closing strategies.

• AEP Execution: Drive high-performance execution during the Annual Enrollment Period (AEP) by managing productivity, schedule adherence, workforce planning, and agent engagement while maintaining service quality during peak demand.

• Compliance & Quality Assurance: Ensure all agents strictly follow CMS guidelines, including Scope of Appointment (SOA) rules, mandatory scripting, and accurate disclosure readings.

• Performance Management: Conduct scheduled 1-on-1s, deliver actionable feedback, and execute corrective action plans for agents falling below performance or compliance standards.

• Cross-Functional Collaboration: Partner with the Manager of Insurance Agent Licensing to ensure your team's continuing education and state appointments remain active and compliant.

• Reporting & Operational Excellence: Analyze key performance metrics, identify trends, and implement strategies to improve sales results, customer experience, compliance outcomes, and operational efficiency.

Qualifications & Skills

• Licensing: Must possess an active and in good standing Resident Life/Health Insurance License (and be eligible for multi-state non-resident appointments).

• Medicare Expertise: Deep understanding of Medicare Advantage, Medicare Supplement, and Part D plans.

• AHIP Certification: Current AHIP certification is helpful but not required, as you will have the opportunity to obtain it through the training process.

• Sales Experience: Minimum of 2 years of direct B2C inside-sales experience in the health/life insurance sector.

• Leadership: Minimum of 2 years of experience managing, coaching, and developing high-volume outbound or inbound sales teams, preferably in a remote BPO environment.

• Technical Proficiency: Comfortable navigating enterprise CRMs, dialer systems, and remote communication tools (e.g., Slack, Zoom, Microsoft Teams).

Benefits & Perks

● Competitive annual salary: $63,000–$66,000

● Potential to earn incentives

● 100% Remote work flexibility

● Professional development and continuing education support

Expected Hours of Work

• 40 hours a week minimum

• Primary hours will likely fall between 9:00am-5:30pm CST Monday-Friday

• Note: Extended hours and weekend availability may be required during the Annual Enrollment Period (AEP).

Supervisory Responsibilities

● Yes—manages and leads agent-level employees

Physical Demands

● This job requires computer use and sitting for extended periods of time

Work Environment

• This is a remote position that requires consistent availability, responsiveness, and active engagement during designated core business hours.

• This position does require you to bring your own device!

EEO and Harassment Statement

Instant Teams provides equal employment opportunities (EEO) to all applicants, contractors, and employees without regard to race, color, religion, gender, sexual orientation, gender identity or expression, national origin, age, genetic information, disability, or veteran status. This policy applies to all terms and conditions of work, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training.

Instant Teams expressly prohibits any form of workplace harassment based on race, color, religion, gender, sexual orientation, gender identity or expression, national origin, age, genetic information, disability, or veteran status. Improper interference with the ability of Instant Teams’ contractors and employees to perform their job duties may result in discipline up to and including discharge.

Other Duties

This job description is not designed to cover or contain a comprehensive listing of activities, duties or responsibilities that are required of the employee. Other duties, responsibilities, and activities may change or be assigned at any time with or without notice.

From our military-connected to untapped talent communities, we welcome non-linear career paths and untraditional backgrounds and encourage applicants to apply even if they don't meet all the qualifications. If this role captivates you and speaks to your skills, apply away!