Group Health Insurance Sales Representative

Position: Small Group Health Insurance Sales Representative
Company Overview Well Guard  Assurance is a Tennessee health captive insurance organization within the Verra Care healthcare eco-system. Well Guard Assurance connects small businesses with comprehensive, affordable group health coverage and partners with employers across the United States to design benefit solutions that protect their teams and support business growth.

At Well Guard Assurance, people are a greatest asset, beginning with the advisors who represent the organization in the field and help brokers, consultants, employers, and small business leaders understand coverage options.

Position Summary Well Guard  Assurance is seeking a motivated and experienced Small Group Health Insurance Sales Representative to join the growing sales team. In this field-based role, the representative will prospect, develop, and close new group health insurance accounts with small businesses typically employing between 3 and 100 employees.

The role serves as a trusted advisor to independent brokers, agents, and HR consultants by guiding them through plan options and helping build benefit packages that meet the needs of their small group customers.

This is an opportunity for a driven sales professional who is passionate about health insurance and wants to make a meaningful impact in the small business community.

Key Responsibilities Sales Prospecting & Pipeline Development
· Prospect and develop a pipeline of small group employer accounts through cold outreach, referrals, broker partnerships, networking events, and community engagement.
· Identify and qualify opportunities within the assigned territory and maintain disciplined sales activity to support monthly and quarterly production goals.
· Track all sales activity, pipeline status, account details, and follow-up items accurately within the company CRM system.

Broker, Employer & Consultant Engagement
· Conduct in-person meetings and presentations with brokers, HR administrators, and key decision-makers to assess employee benefits needs.
· Serve as a trusted advisor to independent brokers, agents, and HR consultants by helping them evaluate benefit solutions for small group customers.
· Build and maintain strong relationships with local broker networks, chambers of commerce, small business associations, and community partners.

Plan Presentation, Quoting & Enrollment Support
· Present and recommend appropriate group health insurance plans, including medical, dental, vision, and ancillary products where applicable.
· Prepare accurate and competitive group quotes in coordination with internal underwriting and carrier partners.
· Guide clients and broker partners through the enrollment process to support a smooth and compliant onboarding experience.

Account Management, Retention & Growth
· Manage and grow a book of business by maintaining strong broker and client relationships, conducting annual renewal reviews, and identifying upsell or cross-sell opportunities.
· Collaborate with internal service and support teams to resolve client issues and support high levels of client satisfaction and retention.
· Meet or exceed monthly and quarterly sales targets and production goals established by sales leadership.

Compliance & Market Knowledge
· Stay current on state and federal regulations affecting small group health insurance, including ACA compliance requirements.
· Maintain strong knowledge of group health insurance products, plan design, carrier markets, and small employer group coverage options.
· Represent Well Guard Assurance professionally and ethically in the marketplace and escalate compliance or operational concerns appropriately.

Working Conditions and

Physical Requirements
· Field-based sales role requiring regular local and regional travel for broker meetings,…