Medicare Sales Manager - Territory Lead (Senior Role)

About UsSilvur is modernizing what retirement decision-making in America looks like. We partner with financial institutions to deliver world-class tools and educational resources to their account holders—including personalized content, calculators, and connections to healthcare and financial services—to support the critical decisions their members make in their 50s, 60s, and through retirement.Our white-labeled online platform is available to millions of credit union members and has been named to the Forbes Fintech 50 Most Innovative Companies. We’ve been featured in The New York Times, Fortune, CNBC, and Yahoo! Finance, and are backed by leading VCs like Anthemis and strategic investors including Curql, Reseda Group, Idaho Central Credit Union, Maps, WESECU, and Mission Federal Credit Union.We believe health and wealth are inseparable in retirement—and we’re reimagining how credit union members are educated and supported during their Medicare journey. The introduction of our full-service, concierge Medicare agency, Silvur Insurance, in 2024 allows us to extend our services to provide members with much-needed one-on-one guidance led by licensed insurance agents. Our education-first model ensures trust, clarity, and personalized care.About the RoleThe Medicare Sales Manager – Territory Lead is responsible for driving Medicare sales performance while leading, coaching, and enabling a team of Medicare agents within an assigned territory.This role is a player-coach leader who balances direct sales leadership with operational ownership. The Sales Manager is responsible for helping agents achieve enrollment goals while also building the tools, processes, and reporting needed to scale the Medicare sales organization.The ideal candidate thrives in lean, fast-moving environments and has experience working with smaller teams with limited resources, where leaders are expected to take ownership and build infrastructure that enables growth. This includes developing reporting dashboards, job aids, training materials, operational templates, and process improvements.In addition to managing agent performance, Sales Managers serve as subject matter experts (SMEs) in key operational areas and lead cross-functional initiatives that support agent development, partner onboarding, and organizational growth.We are looking for leaders who enjoy building and scaling sales organizations—not simply managing established ones.Key ResponsibilitiesSales Leadership & ExecutionOwn Medicare sales performance across the territory (appointments, conversions, enrollments, retention)Lead and coach agents across virtual and in-person channelsStep in to sell during peak demand or coverage gapsEnsure consistent execution of the sales process and high-quality member experienceBuild & Scale Sales Systems (Core to Role)Design and build sales reporting, dashboards, and KPI frameworksDevelop and standardize sales processes, workflows, and operating rhythmsCreate job aids, templates, and training resources to drive consistency and scaleIdentify inefficiencies and implement process improvements across the sales orgPartner with operations, marketing, and technology to improve systems and automationCoaching, Talent & Team DevelopmentCoach agents on consultative sales, compliance, and performance improvementSupport recruiting, hiring, onboarding, and ramp of new agentsDrive accountability to performance standards and KPIsMedicare & Operational ExpertiseServe as a subject matter expert on Medicare products, compliance, and carrier processesSupport agent certification, contracting, and ongoing readinessTerritory Growth & Partner ExecutionSupport onboarding and success of credit union partnersDrive member engagement through events, webinars, and branch activityEnsure operational readiness for new market and partner launchesOrganizational LeadershipLead cross-functional initiatives and special projects (process, tools, launches)Act as an escalation point for complex agent or operational issuesOwn key SME areas (e.g., analytics, onboarding, training, recruiting) that support broader organizational scaleTravelUp to 50% travel may be required to support agents, credit union branches, and member engagement events within the territory.Occasional overnight travel should be expected.Must live in Mid-Atlantic / Northeast Regions. Driving distance to airport less than 1 hour and/or (direct flights to Boston, NY, Baltimore)What Success Looks LikeConsistent achievement of territory enrollment and revenue targetsClear, scalable sales processes adopted across the teamStrong agent performance, productivity, and retentionOperational systems (reporting, tools, training) that enable growth beyond the current teamRequirementsRequired5+ years of Medicare sales experience with a track record of driving enrollment growth2+ years leading or coaching Medicare agentsDemonstrated experience building sales processes, reporting, or operational systemsActive health insurance licenseStrong knowledge of Medicare products, compliance, and carrier processesMust live in Mid-Atlantic / Northeast Regions. Driving distance to airport less than 1 hour and/or (direct flights to Boston, NY, Baltimore)PreferredExperience in lean or high-growth environments where leaders build infrastructureExperience with CRM systems, dashboards, and sales analyticsExperience supporting new market or partner launchesBenefitsCompensation & BenefitsYou will be an employee of Silvur Insurance Services. Employees receive a total compensation package including base salary, policy incentive commission, options, health benefits (healthcare, vision, and dental), paid time off + holidays, and 401k with employer contribution. You may choose the technology you need to help you excel in your role. You will work in a flexible environment with an impact-driven, high-growth team that is changing the future of retirement healthcare. Salary: $90,000 - 120,000 base pay, depending on experienceSilvur Technology Services is an equal opportunity employer. We’re committed to building a team that reflects the diverse communities we serve and creating a workplace where everyone feels valued and included.

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