Medicare Advisor

About Us Propel builds technology that strengthens the social safety net in America. We envision a future where every American has the tools and resources they need to thrive. About The Role Propel serves approximately 1M users who are Medicare eligible, most of whom are also Medicaid eligible. We are building the first-ever app‑based brokerage focused on helping “duals” (Americans on Medicare and Medicaid) enroll in health care plans. We specialize in Dual‑Eligible Special Needs Plans (D‑SNPs) and are expanding to 30 states in 2026, with plans to move into larger Medicare markets over the next 24 months. As a Medicare Advisor, you will be a trusted expert, helping users compare Medicare plans, enroll with confidence, and maximize their healthcare benefits. You will also collaborate with our engineering, product, and design (EPD) team to refine how we support users in navigating government healthcare. This role requires someone who is comfortable using AI tools in daily work to research plans, draft communications, summarize complex information, and improve personal productivity. What You’ll Do Respond to incoming inquiries from users regarding D‑SNPs, Traditional Medicare, Medicare Advantage plans, and Medicaid, providing expert guidance and support via in‑app chat (primary) and phone (secondary). Use AI‑powered tools to efficiently research plan details, compare coverage options, and synthesize complex regulatory information for users. Apply a user‑centric approach, prioritizing user needs and exceeding service expectations. Conduct comprehensive comparisons of Medicare Advantage plans, ensuring users understand their options for health care coverage based on their specific needs. Educate users on eligibility requirements, enrollment processes, and Medicare compliance, helping them navigate the complexities of healthcare regulations. Execute enrollment applications accurately, providing users with critical information about deadlines and ongoing actions needed to sustain their coverage effectively. Maintain appointments with multiple insurance carriers across 30+ states and ensure compliance with licensing requirements as Propel expands its D‑SNP footprint. Collaborate with product, design, and engineering teams to improve app functionality, offering insights from user interactions and enrollment experiences. Leverage AI tools to draft user communications, create summaries, and identify patterns in user inquiries that can inform product improvements. Offer constructive feedback to enhance user and agent experiences within the application workflow. Flex outside of core D‑SNP advisory as needed, supporting broader Medicare enrollment efforts, general app CX, and other team initiatives as we scale into new states and markets. Potential Fit Concerns You prefer a highly structured environment with established workflows and detailed guidance for every situation. You do best with consistent, close oversight before taking action. You are looking for a role where the scope of your work is unlikely to change. You are not comfortable using technology or AI tools as part of your daily workflow. Required Qualifications Fast learner with a strong interest in developing expertise in Medicare/Medicaid nationwide. Comfortable using AI tools (e.g., ChatGPT, Claude, or similar) in daily work for tasks such as research, drafting, and problem‑solving; willing to learn and adopt new AI‑powered tools as they are introduced. Able to handle complex user inquiries and multitask while receiving information from a user, including researching health plans and concepts. Quickly develops credibility with users, demonstrating an aptitude for active listening, deep knowledge in the area you are advising them on, and providing confident consultations. Have or be willing to obtain an active broker/agent health insurance license in your home state and additional non‑resident state licensure (company‑sponsored). Willing to complete training and take tests relevant to getting appointed by health insurance carriers. Excellent communication skills with the ability to explain complex concepts simply. A comprehensive understanding of the difficulties faced by low‑income Americans and a dedication to offering compassionate and tailored assistance. From October 15th through December 7th (the Annual Enrollment Period), refrain from taking vacation and be able to take phone/chat shifts on the weekends (likely 1 day/weekend during that period). Must pass a background check as part of the hiring process. Preferred Qualifications Fluency in Spanish. Prior experience in healthcare, insurance, benefits counseling, or customer service roles. Experience working at a start‑up or tech company. Benefits Meaningful work and a strong shared sense of mission. Remote‑friendly work environment with a dog‑friendly office in Downtown Brooklyn; the team meets in‑person for optional retreats. 20 days of PTO. 4 % 401 K match. $10 k lifetime spend toward Carrot Fertility. Excellent medical, dental and vision options. Other health and mental‑health focused benefits and perks. Compensation is a base salary of $70,000 – $80,000 plus a performance‑based bonus. Additional Considerations We are committed to building a diverse and inclusive team and welcome applicants from all backgrounds and abilities. Interview accommodations: Propel is committed to providing reasonable accommodations throughout the interview process. If you need accommodations due to a disability or medical condition (such as additional time or accessibility support), please let us know as early as possible so we can support you appropriately. We are currently accepting applications from the states where we have an established entity, which includes California, Colorado, District of Columbia, Florida, Georgia, Illinois, Maryland, Massachusetts, New Jersey, New York, Oregon, Pennsylvania, Texas, Virginia, and Washington. Background Check Requirement: For roles with access to confidential employee or customer information, a background check may be conducted following a conditional offer. All background checks are handled in accordance with applicable laws, including the Fair Credit Reporting Act (FCRA). #J-18808-Ljbffr