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Medicare Sales Representative

WiderCircle - Los Angeles, CA, United States - Hybrid - posted 2026-08-17

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Salary: USD 45,000 - 50,000 / annual

Wider Circle is a Series B venture-backed company on a mission to connect neighbors for better health, particularly serving older adults and underserved communities. The company operates a groundbreaking Connect for Life® program that brings people together in-person and online for health, wellness, and social activities, supported by a sophisticated analytics platform. As a Medicare Sales Representative, you will own the entire prospective beneficiary lifecycle, from lead generation and relationship building through enrollment and ongoing account management. Your primary responsibilities include: • Execute daily outbound calling campaigns to prospective Medicare beneficiaries, qualifying interest and eligibility while securing appointments • Conduct in-person visits to provider clinics in Los Angeles and Orange County to meet with beneficiaries • Apply consultative sales techniques to understand individual needs, present Medicare plan options, address objections, and close sales both remotely and face-to-face • Guide beneficiaries through the education and enrollment application process • Develop relationships with provider organizations and clinics to create community-based sales and marketing opportunities • Maintain accurate reporting on business activities, productivity metrics, forecasting, and sales analysis • Attend daily and weekly team meetings to report on production metrics and collaborate with colleagues • Stay current on competitor landscape and market dynamics • Answer product and service questions professionally and promptly You'll need a minimum of two years of successful Medicare telesales, telemarketing, or customer service experience in a call center environment with Medicare product knowledge. Required qualifications include a bachelor's degree in marketing, finance, or business administration; proficiency with CRM systems (Salesforce, HubSpot), health plan portals, and Microsoft Office; current knowledge of CMS regulations governing Medicare marketing and enrollment; and completion of product/benefits training and CMS-required certifications. You must be willing to travel throughout the service area and work as an independent self-starter within a team environment.

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