Bilingual Medicare Sales - Outreach Specialist

OverviewJoin a fast-growing boutique insurance agency focused on helping people understand their Medicare Benefits. We work with underserved populations to help them navigate Medicare to identify the best benefits for their needs. Ask Claire is looking for a remote telephonic Outreach Specialist to join our fast-paced team to connect with Medicare beneficiaries and help them schedule appointments with our licensed Medicare agents. The successful candidate will use their unique skills to build trust and establish rapport through genuine conversations, leading to successful appointments being scheduled with our licensed Medicare agents. If you are passionate about serving underserved populations and love building relationships over the phone, then come join us in our movement to support the Medicare population.At Wider Circle, we connect neighbors for better health. Wider Circle's Connect for Life program brings neighbors together in-person and online for health, wellness, and social activities that improve mental and physical health. We create webs of community circles by employing local and culturally competent engagement specialists whose hand-on-hand approach to forming trusted circles is informed by a sophisticated analytics platform. We are on a mission to make the world a better place for older adults and disadvantaged communities.ResponsibilitiesDaily outbound calls to educate prospective beneficiaries about available benefits, secure the Scope of Appointment, and schedule the plan presentation with a licensed Medicare agentMaintain a consistent level of productivity, enthusiasm, and energy while making daily outbound callsMaster outreach workflows and scripts while developing a conversational style that highlights your personality and connection to beneficiariesEngage with members during calls, probe to determine needs and anticipate objectionsAttend daily and weekly team meetings and be accountable for outputProvide and maintain daily tasks related to call follow-ups, appointment scheduling, and productivity trackingGo the "extra mile" to meet the quotaMaintain a positive, professional attitude when interacting with internal and external customersRequirementsMinimum two (2) years of successful Medicare telesales, telemarketing, or customer service experience in a call center with a background in Medicare productsBi-lingual in Spanish, Khmer, Creole, Mandarin, Arabic, or other languagesSelf-starter, accountable, and proven track record of meeting quotas in a telesales or call center roleAbility to work independently in a remote environmentExcellent communication, critical thinking, and interpersonal skillsGood memory and ability to explain services to beneficiariesOutgoing personality with a positive attitude and ability to drive conversations forwardFlexible schedule with a set, recurring 40-hour work week and occasional extended hours when necessaryComputer proficiency with Salesforce, multi-dialer systems, Google Workspace, and Microsoft OfficeCommitment to a drug-free workplace and readiness for pre-employment substance abuse testing and background checksStrong communication and customer service skillsAbility to track/monitor/retrieve information on callsHigh school diploma or equivalent; bachelor's degree preferredBenefitsPerformance-based incentive bonusesOpportunities to grow with the companyComprehensive health coverage including medical, dental, and vision401(k) PlanPaid Time OffEmployee Assistance ProgramHealth Care FSADependent Care FSAHealth Savings AccountVoluntary Disability BenefitsBasic Life and AD&D InsuranceAdoption Assistance ProgramTraining and DevelopmentStarting salary: $15.00-$17.00Join Wider Circle in our mission to build healthier and more connected communities.As a wholly owned subsidiary of Wider Circle, Ask Claire is uniquely positioned to promote Wider Circle's flagship wellbeing program, Connect for Life to eligible individuals aging into Medicare.Wider Circle is an equal opportunity employer that does not tolerate discrimination or harassment of any kind. Our commitment to Diversity & Inclusion supports our ability to build diverse teams and develop inclusive work environments. We are committed to equal employment opportunity without consideration of race, color, religion, ethnicity, citizenship, political activity or affiliation, marital status, age, national origin, ancestry, disability, veteran status, sexual orientation, gender identity, gender expression, sex or gender, or any other basis protected by law. #J-18808-Ljbffr

Created: 2026-04-20