Job Overview: We are seeking experienced and motivated Senior Health Insurance Sales Agents to join our client’s team in a fully remote, temporary-to-hire opportunity. This position focuses on year-round outbound sales to help individuals—particularly seniors—access essential health insurance coverage. The ideal candidate is a goal-driven, licensed professional who thrives in a fast-paced sales environment and has a strong desire to make a positive impact.
Compensation: Training Pay: $20.00/hour for 3–4 weeks Post-Training Pay: $21.00/hour + $50 per issued Medicare Advantage policy Once 50 issued policies are reached in a month, commissions increase retroactively to $65 per policy Optional overtime and weekend shifts available for additional commissions
Work Schedule:
Monday through Friday, must be available to work Eastern Time hours
Required video-based training: Monday to Friday, 9:00 AM – 5:30 PM EST for the first 3–4 weeks
Occasional evening shifts required 1–2 times per week
Optional Saturday shifts available (may become required during peak periods with a weekday off provided)
Key Responsibilities of the Senior Health Insurance Sales Agent:
Conduct high-volume outbound calls to prospective customers
Provide education on available health insurance options, primarily Medicare-related policies
Navigate carrier and state-specific guidelines to match clients with the best plans
Achieve individual performance goals for enrollments and customer satisfaction
Maintain compliance with all federal and state insurance regulations
Accurately document all interactions using internal CRM and enrollment tools
Qualifications and Skills for the Senior Health Insurance Sales Agent:
Active Health and Life Insurance license in home state preferred
Previous experience in outbound sales or call center environment highly desired
Strong verbal communication skills and the ability to build rapport quickly
Self-motivated, organized, and goal-oriented
Proficiency with Microsoft Windows and web-based applications
Comfortable working independently in a remote environment
Why Join Us? This is a rewarding opportunity to use your sales skills to make a real difference in people’s lives while earning competitive pay and commissions. You’ll benefit from high-quality outbound leads, supportive coaching, and tools designed to help you succeed. Weekend work is optional (with potential to boost earnings), and top performers may be considered for full-time roles based on performance and business needs.
About Us: Contemporary Staffing Solutions (CSS) is a trusted leader in providing contract, temporary, temp-to-hire, and direct hire staffing solutions. With decades of experience, we’ve grown from a staffing agency to a nationwide provider of workforce management solutions. Our niche recruitment expertise spans Accounting & Finance, Call Center & Office Support, Human Resources, Sales & Marketing, and Information Technology. Explore more about CSS and how we connect great talent with exceptional opportunities by visiting www.ContemporaryStaffing.com.