Employment Type:

Full‑Time, W‑2

Compensation:

$34/hour + Commission + Annual Performance Bonus

Estimated Annual Earnings:

~$100,000

Benefits: Full benefits package, unlimited PTO, paid holidays, paid leave, stock option eligibility

About Insuranceease

Insuranceease is a modern, tech‑forward insurance organization dedicated exclusively to serving the Medicare population. We combine industry‑leading compliance standards, advanced technology, and a people‑first culture to deliver clarity and confidence to seniors navigating their Medicare options. Our mission is to elevate the consumer experience while empowering licensed agents and leaders with the tools, training, and support they need to build long‑term, high‑performing careers.

Position Overview

We are seeking an experienced, performance‑driven Sales Manager to lead a team of Medicare Sales Agents. This role is responsible for driving production, ensuring compliance excellence, and maintaining strong conversion and cost‑per‑acquisition (CPA) performance across the team. The Sales Manager will provide coaching, oversight, reporting, and hands‑on support to ensure agents meet company standards and regulatory requirements.

This is a hybrid leadership role: part people‑leader, part producer. In addition to administrative and coaching responsibilities, the Sales Manager will also maintain personal production expectations and contribute directly to sales outcomes.

Key Responsibilities

• • Lead, coach, and motivate a team of Medicare Sales Agents to achieve performance goals.
  • Monitor and manage team metrics including conversion rates, CPA, compliance scores, and quality benchmarks.
  • Provide regular performance reporting and insights to senior leadership.
  • Leverage performance‑management tools, call‑review platforms, and compliance dashboards to identify coaching opportunities, train agents, and uplift overall team performance while maintaining regulatory adherence.
  • Support agents with real‑time coaching, product guidance, and problem‑solving during sales activities.
  • Maintain personal sales production alongside leadership responsibilities.
  • Ensure all team members complete required Learning & Development (L&D) initiatives and ongoing training.
  • Partner with compliance and training teams to maintain a culture of accuracy, ethics, and regulatory excellence.
  • Foster a positive, high‑performance environment through accountability, recognition, and team engagement.

Compensation

• • $34/hour (W‑2)
  • Commission earnings based on personal production
  • Annual performance bonus tied to team‑level KPIs
  • Estimated total annual earnings: ~$100,000
    • Based on average performance, team bonus achievement, and personal production
  • Eligibility for additional incentive programs throughout the year

Benefits

• • Full medical, dental, and vision benefits
  • Unlimited PTO
  • Paid holidays and paid leave
  • Eligibility for company stock options (details provided in offer letter)
  • Career advancement opportunities within leadership and operations

Qualifications

• • Active Health & Life Insurance License (or ability to obtain before start date)
  • Prior experience in Medicare sales or senior‑focused insurance products
  • Proven leadership experience in a sales or call‑center environment
  • Strong understanding of compliance, quality assurance, and Medicare regulations
  • Ability to analyze performance metrics and drive results through coaching
  • Excellent communication, motivation, and conflict‑resolution skills
  • Comfortable using CRM systems, reporting tools, and digital sales platforms

Who Thrives Here

We’re looking for individuals who are:

• • Coachable, motivated, and growth‑oriented
  • Ethical, compliant, and customer‑centric
  • Energized by performance, incentives, and team success
  • Confident in simplifying Medicare and senior‑focused insurance concepts