Small Group Health Insurance Sales Representative

Priority Dispatch Corp.; Omaha (NE); On-site; USD 70,000 - 110,000; Full time

Benefits offered by this job

Mileage reimbursement

Business expense support

Job summary

WellGuard Assurance is seeking a motivated Small Group Health Insurance Sales Representative to develop and close new group plans for small businesses across the United States. In this field-based role, you will prospect, engage brokers and HR consultants, and guide enrollment to deliver tailored benefit packages.

You’ll build a reliable pipeline, present plans, and maintain strong ongoing relationships for renewals and growth.

Qualifications

• 3 to 5 years of group health insurance or employee benefits sales experience.
• Active Life and Health license (or ability to obtain within 90 days).
• Proven quota attainment in field-based, territory roles.
• Experience selling to brokers in 2–100 employee markets preferred.
• Strong communication, presentation, negotiation and consultative selling skills.

Responsibilities

• Prospect and develop a pipeline of small group employer accounts through multiple channels.
• Meet with brokers, HR admins, and decision-makers to assess benefits needs.
• Present group health plans and prepare competitive quotes with underwriting and carriers.
• Guide clients through enrollment and onboarding processes.
• Maintain broker/client relationships and conduct annual renewal reviews.

Skills

Sales experience

Communication

Presentation

Negotiation

Organizational skills

CRM software

ACA knowledge

Self-motivation

Education

State health insurance license (Life and Health)

Tools

CRM software

Microsoft Office

Job description

Company OverviewWellGuard Assurance is a Tennessee health captive insurance organization within the VerraCare healthcare eco-system. WellGuard 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 WellGuard 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 SummaryWellGuard 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 ResponsibilitiesSales 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 WellGuard 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, employer presentations, networking events, and community engagement.· May require extended hours or occasional non-standard business hours to support client meetings, renewal cycles, enrollment activity, or sales events.· Mileage reimbursement and business expense support are available for eligible field activities.Employee Acknowledgment and DisclaimerI acknowledge that I have received, reviewed, and understand this Job Description. I understand that this document is intended to describe the general nature, essential functions, responsibilities, qualifications, and expectations of the position.I recognize that this Job Description is not intended to be a comprehensive list of all duties, responsibilities, or qualifications associated with the role. The Company reserves the right to modify, assign, or remove job duties and responsibilities at any time to meet business needs.I understand that this Job Description does not constitute a contract of employment, express or implied, and does not alter the at-will nature of my employment. Employment may be terminated by either the employee or the Company at any time, with or without notice, and with or without cause, subject to applicable law.My signature below acknowledges that I have reviewed and understand the contents of this Job Description and have had the opportunity to ask questions regarding my role and responsibilities.My signature does not certify that I am able to perform every duty listed in this Job Description; rather, it acknowledges my understanding of the position's responsibilities and expectations, which may be performed with or without reasonable accommodation, as applicable.Employee Name: ______________________________________Employee Signature: ___________________________________Date: ________________________________________________Qualifications· 3 to 5 years of demonstrated experience in group health insurance sales, employee benefits sales, or a related field-based business development role.· Active state health insurance license (Life and Health), or ability to obtain required licensure within 90 days of hire.· Proven track record of meeting or exceeding sales quotas in a field-based, territory-based, or business development role.· Experience working specifically with brokers in the 2-to-100 employee market segment preferred.· Excellent communication, presentation, negotiation, and consultative selling skills with the ability to build rapport with business owners and decision-makers.· Proficiency with CRM software and standard productivity tools, including Microsoft Office or equivalent platforms.· Familiarity with ACA small group market rules and level-funded or self-funded plan alternatives preferred.· Industry designations such as REBC or CEBS are a plus.· Self-motivated and highly organized, with the ability to manage a territory independently and prioritize a high-volume pipeline.· Established relationships with local broker networks, chambers of commerce, or small business associations preferred.· Ability to travel locally and regionally for field meetings, networking events, broker presentations, and community engagement.