General Manager, Medicare Supplement & Ancillary Products

eHealth, Inc.; United States; Remote; USD 186,000 - 249,000; Full time

Job summary

A leading company in the healthcare insurance sector is seeking a Sr. Director of Marketing/GM of Medicare Supplement & Ancillary Products. The role involves strategic leadership, customer acquisition and operational excellence, focusing on driving growth and enhancing the competitive position in the market. Ideal candidates will have extensive experience in general management, particularly in the healthcare sector, along with a data-driven approach to decision making and a collaborative spirit.

Benefits

Generous benefits include medical, dental and vision

401K with matching

Tuition reimbursement

Employee stock purchase program

12 company paid holidays and flexible time off

Qualifications

• 15+ years in healthcare or insurance leadership roles.
• Strong financial acumen, particularly in P&L management.
• Inspiring leader adept at mobilizing cross-functional teams.

Responsibilities

• Develop and execute growth strategies and marketing initiatives.
• Analyze business metrics for operational excellence.
• Build and mentor high-performing cross-functional teams.

Skills

Strategic Leadership

Customer Acquisition

Data-Driven Decision Making

Cross-Functional Collaboration

Financial Acumen

Education

15+ years of senior general management experience

Deep understanding of the healthcare ecosystem

Job description

Sr. Director of Marketing/GM of Medicare Supplement & Ancillary Products

Join to apply for the Sr. Director of Marketing/GM of Medicare Supplement & Ancillary Products role at eHealth, Inc.

Sr. Director of Marketing/GM of Medicare Supplement & Ancillary Products

Join to apply for the Sr. Director of Marketing/GM of Medicare Supplement & Ancillary Products role at eHealth, Inc.

Join us in creating a better way!

At eHealth, our mission is to expertly guide consumers through their health insurance and related options when, where, and how they prefer. We’re creating a better way – one that’s transparent and trustworthy for both our consumers externally and our employees internally.

Move your career forward while connecting countless people to the life- changing, quality care they deserve. Our diverse team of innovators supports one another in solving some of the toughest challenges. We’re always on the lookout for creative opportunities to do right by our customers, and each other. Together, we’re creating a better way to work, united by our common passion to make a difference.

Our General Managers (GMs) play a pivotal role in defining and executing eHealth’s marketing and growth strategies for their business unit. They lead a cross-functional team to design, develop, and implement a roadmap of business initiatives, customer experience and marketing campaigns that generate leads, increase tele sales and ecommerce conversion, lower acquisition cost, drive retention and improve financial and performance reporting. Your work will be instrumental in enhancing eHealth’s Medicare Supplement (MS) and Ancillary business by driving our value proposition to consumers and ensuring profitable growth while maintaining a strong, differentiated brand in the competitive healthcare marketplace.

The General Manager, Medicare Supplement & Ancillary Products (GM) will work closely with executive leadership, sales, product, marketing, finance, operational teams, and other product GMs to develop and execute integrated, omni-channel strategies that resonate with consumers and businesses seeking health insurance. They will be accountable for delivering measurable results, including revenue growth, customer acquisition and overall business unit performance. The General Manager will bring an analytical skill set with a focus on maximizing ROI, audience-obsession, intellectual curiosity to challenge status quo, operational mindset to scale successful innovation, a track record of delivering superior results and passion for culture and servant leadership.

Key Responsibilities

• Strategic Leadership & Growth: Develop and execute a comprehensive roadmap for growth, investment, and resource prioritization. Collaborate with executive leadership, business partners, and other product GMs to set strategic goals, define priorities, and share progress, insights, and implications of key initiatives.
• Business Agility: Navigate differing executive perspectives with confidence—using insight, data, and future-focused strategy to build belief, align leaders, and accelerate progress on MS and Ancillary products.
• Customer Acquisition and Marketing Strategy Execution: Utilize data-driven marketing initiatives focused on lead generation, customer acquisition, and retention. Partner with Marketing team to understand the unique MS customer profile and optimize channel investments to achieve measurable ROI, improve conversion rates, and enhance customer satisfaction.
• Operational Excellence: Oversee day-to-day operations, ensuring workflow efficiency, compliance, and financial performance. Analyze business metrics to identify opportunities for improvement and implement action plans to drive results.
• Cross-Functional Collaboration: Work closely with sales, product, engineering, finance, and operational teams to ensure alignment and effective execution of initiatives. Lead efforts to enhance self-service and call center experiences, driving customer acquisition and operational scalability.
• Data-Driven Decision Making: Utilize analytics to guide strategy, monitor performance, and identify growth opportunities. Continuously refine campaigns and tactics through A/B testing and optimization strategies.
• Team Leadership & Development: Build, mentor, and lead high-performing cross-functional teams in a matrixed environment. Foster a culture of collaboration, accountability, and innovation while setting clear performance expectations and providing regular feedback.
• Customer & Market Insights: Utilize market research and competitor analysis to anticipate trends, adapt to industry changes, and refine value propositions unique to MS customers. Use insights to improve messaging, targeting, and overall customer experience.
• Creative Strategy & Industry Leadership: Oversee the creation of impactful content and thought leadership materials that resonate with target audiences. Represent the organization at industry events, trade shows, and webinars as a brand ambassador.
• Demonstrate eHealth’s values in your behaviors, practices, and decisions.
  
  

Ideal Experience & Qualifications

• 15+ years of senior general management experience, ideally with 10+ years in healthcare or insurance leadership roles.
• Demonstrated success scaling businesses and driving revenue growth in fast-moving, competitive markets.
• Strong financial acumen, with deep expertise in P&L management and interpreting blended financials.
• Deep understanding of the healthcare ecosystem, including insurance products, sales dynamics, and regulatory frameworks.
• In-depth knowledge of Medicare Supplement (Med Supp) and Ancillary products and customer profiles.
• Data-first decision-maker with a proven ability to leverage analytics to optimize performance and boost customer lifetime value (LTV).
• Inspiring leader with a track record of influencing and mobilizing cross-functional teams—often without direct authority—to achieve strategic goals.
• Skilled communicator and storyteller, able to distill complex ideas into clear, compelling narratives for diverse audiences.
• Growth-oriented mindset with the ability to champion a bold Med Supp vision and rally teams around it.
• Highly effective project manager, adept at balancing multiple priorities and driving execution across varied stakeholders and timelines.
  
  

Who You Are

• Strategic & Results-Oriented: You are a visionary leader who can balance long-term strategic thinking with a focus on execution. You are highly accountable for achieving results and adept at prioritizing initiatives that drive business growth.
• Customer-Centric: You have a deep empathy for customers and are driven to develop solutions that meet their needs while delivering measurable impact for the business.
• Data-Driven & Analytical: You are highly analytical and focused on financial return, using data to drive decisions, uncover insights, and continuously optimize performance across campaigns and channels.
• Collaborative Leader: You excel at building relationships and working collaboratively with cross-functional teams, including sales, product, operations, and executive leadership.
• Innovative & Agile: You thrive in an entrepreneurial environment, embracing change and staying ahead of market trends to drive continuous innovation in your marketing strategies.
• Excellent Communicator: You are a clear, concise, and persuasive communicator who can influence stakeholders at all levels of the organization. You craft compelling narratives supported by data and insights.
• Change Navigation and Resilience: You are comfortable leading in an environment where Med Supp and ancillary products are often second tier to other products (MA).
  
  

Location:

This role can be based remotely anywhere in the United States.

What We Offer (benefits)

• Generous benefits include medical, dental and vision beginning on your first day of employment
• 401K with matching
• Tuition reimbursement
• Employee stock purchase program
• 12 company paid holidays and flexible time off (PTO for non-exempt)
  
  

The base pay range reflects the anticipated pay range for this position. The actual base pay offered will depend on various factors including individual skills, experience, performance, qualifications, the department budget, and the location where work is performed. Base pay is one component of eHealth’s total rewards package, which also includes an annual performance bonus, plus an array of benefits designed to support employees’ personal and professional wellness. For more information on our total rewards offerings, please visit our career site.

Base Pay Range -$186,600 - $248,800

eHealth is an Equal Employment Opportunity employer. It is our policy to provide equal opportunity to all employees and applicants and to prohibit any discrimination because of race, color, religion, sex, national origin, age, marital status, sexual orientation, genetic information, disability, protected veteran status, or any other consideration made unlawful by applicable federal, state or local laws. The foundation of these policies is our commitment to treat everyone fairly and equally and to have a bias-free work environment.

Seniority level

• Seniority level

  Executive

Employment type

• Employment type

  Full-time

Job function

• Job function

  Marketing and Sales

• Industries

  Insurance

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