Lead the end-to-end digital product experience for Medicare direct-to-consumer shopping and create seamless, measurable connections between web and mobile shoppers and UHC telesales.
This role leads Medicare direct-to-consumer digital sales as one connected journey across web, mobile, enrollment, and telesales, improving simplicity for consumers and effectiveness for sales teams.
The Associate Director, Direct-to-Consumer Digital Sales Product Leader will lead a portfolio of Medicare digital shopping products spanning web, mobile, shopping tools, enrollment pathways, and connections to internal UHC telesales. This leader will create a simpler experience for consumers who may begin independently online, seek expert help during the journey, complete enrollment digitally, or move between digital and phone-assisted experiences.
The role owns the full digital product lifecycle, including strategy, research, experience definition, product planning, backlog leadership, development, launch, adoption, optimization, and end-of-life decisions. The leader will coordinate closely with telesales operations and technology teams so digital and agent-assisted experiences operate as one connected journey rather than separate channels.
This is a senior digital product role for a customer-first leader who combines strategic product judgment, strong delivery discipline, digital and mobile expertise, commercial orientation, and the ability to influence complex cross-functional teams. Success requires anticipating consumer needs, solving complex experience and operational problems, and translating market and user insights into shipped products that improve shopping confidence, sales effectiveness, and channel performance.
You'll enjoy the flexibility to work remotely * from anywhere within the U.S. as you take on some tough challenges. For all hires in the Minneapolis or Washington, D.C. area, you will be required to work in the office a minimum of four days per week.
Primary Responsibilities:- Digital Product Strategy & Lifecycle Leadership
- Define and execute the strategy, vision, roadmap, and investment priorities for a portfolio of Medicare direct-to-consumer digital sales products
- Lead the full product lifecycle from opportunity identification and concept definition through design, planning, production, release, optimization, and end-of-life decisions
- Anticipate consumer and business needs and proactively develop digital solutions that improve shopping simplicity, confidence, access to assistance, and sales outcomes
- Establish clear product principles, value propositions, target audiences, capabilities, performance expectations, and portfolio tradeoffs
- Own or support assigned business cases, financial commitments, forecasts, resource plans, and product performance expectations
- Recommend changes to the product portfolio that strengthen competitive position, consumer value, channel effectiveness, and sustainable performance
- Connected Digital & Telesales Experience
- Create seamless pathways between digital self-service and internal UHC telesales so consumers can move to human support without unnecessary repetition or loss of progress
- Define the information, consent, context, preferences, completed steps, and next actions that should transfer into approved telesales workflows
- Partner with telesales operations, sales leadership, CRM, telephony, analytics, training, quality, and workforce partners to coordinate the end-to-end experience
- Lead product requirements for call initiation, callback, appointment scheduling, routing, browser or mobile-app-to-phone connections, and future digital-to-voice capabilities
- Ensure the receiving agent has useful context and guidance while protecting privacy, security, compliance, and the consumer's ability to choose how to engage
- Create shared digital and telesales measures that recognize the contribution of digital research and profile completion to agent-assisted outcomes
- Consumer Research, Market Insight & Experience Design
- Research market conditions, competitive experiences, consumer behavior, technology trends, and regulatory considerations to identify product opportunities
- Partner with Research, Design, Analytics, Marketing, and Sales teams to understand consumer needs across new-to-Medicare, existing member, caregiver, and other relevant shopping journeys
- Use qualitative research, product analytics, voice-of-customer feedback, call insights, and market evidence to inform present and future product direction
- Determine product features and functions based on consumer needs, business strategy, operational feasibility, technical constraints, and measurable value
- Champion accessible, mobile-responsive, plain-language experiences across web, iOS, Android, and relevant cross-platform or responsive frameworks
- Ensure the digital experience supports consumers who want self-service as well as those who want licensed human guidance
- Agile Product Delivery & Backlog Leadership
- Lead cross-functional product delivery with Engineering, Architecture, Design, Research, Analytics, Operations, Marketing, Compliance, and business partners
- Create and maintain product roadmaps, epics, features, user stories, acceptance criteria, dependencies, release plans, and prioritized backlogs
- Provide decisive product direction on complex or critical issues, resolve ambiguity, and make transparent tradeoffs across scope, timing, quality, risk, and value
- Review product and delivery work, provide recommendations for improvement, and authorize appropriate deviations from standards within established governance
- Forecast capacity and resource requirements and partner with leaders to align funding, talent, technology, and operational readiness
- Drive smaller releases, rapid feedback, disciplined experimentation, reliable production performance, and continuous improvement
- Telesales Readiness, Coordination & Change Leadership
- Coordinate digital product launches with telesales operational readiness, including process impacts, training needs, agent communications, support, monitoring, and feedback loops
- Partner with telesales leaders to identify friction experienced by agents and consumers and translate those insights into digital, desktop, routing, or workflow improvements
- Ensure digital changes account for call center capacity, seasonal readiness, channel responsibilities, escalation paths, and downstream servicing impacts
- Create transparent operating rhythms that align digital product, telesales operations, technology, analytics, and sales leadership around shared outcomes
- Motivate and inspire product and partner teams, explain complex issues clearly, and build commitment to a connected consumer and agent experience
- Product Performance, Analytics & Commercial Accountability
- Define and monitor product health and outcome measures across acquisition, engagement, task completion, shopping progression, enrollment, handoff, assisted conversion, agent efficiency, and consumer experience
- Build measurement approaches that connect digital sessions with telesales interactions where approved data and identity capabilities permit
- Use performance data, experimentation, consumer feedback, and contact-center insights to evaluate product functionality and prioritize improvements
- Own or contribute to product financial performance, benefit realization, investment tracking, and executive portfolio reporting as assigned
- Identify risks, underperformance, market shifts, and emerging opportunities and recommend corrective action
- Prepare product documents and equip Sales, Marketing, Operations, and service partners with the product knowledge and technical context needed for launches and adoption
- Governance, Compliance & Operational Excellence
- Ensure products align with applicable CMS requirements, Medicare marketing guidance, privacy, security, accessibility, records, consent, communications, and internal policy standards
- Partner with Legal, Compliance, Privacy, Security, Architecture, and operational risk teams early in the lifecycle to resolve complex issues and support timely decisions
- Define production readiness, monitoring, support, incident, recovery, and end-of-life expectations for the product portfolio
- Balance speed and innovation with the reliability, accuracy, trust, and human support required for Medicare shopping and enrollment
- Serve as a key resource for complex product, channel, consumer, and delivery issues and provide clear recommendations to senior leaders
- Functional Leadership
- May lead functional teams, segment initiatives, or complex programs and provide day-to-day direction to product managers, analysts, contractors, or matrixed partners
- Coach team members in modern digital product practices, consumer-centered decision making, backlog quality, measurement, and executive communication
- Review work performed by others and provide actionable recommendations that improve quality, clarity, and outcomes
- Create an inclusive, accountable team environment that encourages curiosity, urgency, collaboration, and continuous learning
- Influence across organizational boundaries and build durable partnerships without relying solely on direct authority
Leadership Profile:- Consumer-first product leader who anticipates needs and turns complexity into simple experiences
- Connected-journey thinker who treats digital and telesales as one coordinated sales experience
- Delivery leader who moves confidently from vision and research through backlog, release, and optimization
- Digital technologist who can engage deeply with engineering and architecture while remaining accountable for customer and business outcomes
- Commercial product owner who understands portfolio value, performance, investment, and competitive position
- Influential partner who communicates complex issues clearly, develops others, and inspires teams to deliver
You'll be rewarded and recognized for your performance in an environment that will challenge you and give you clear direction on what it takes to succeed in your role as well as provide development for other roles you may be interested in.
Required Qualifications:- Bachelor's degree or equivalent practical experience
- 4+ years of experience in digital product management, mobile or web product leadership, digital commerce, customer experience, sales technology, or a related discipline
- Demonstrated experience owning a digital product or portfolio across strategy, design, planning, backlog, delivery, release, optimization, and lifecycle decisions
- Experience leading consumer-facing web or mobile products and partnering closely with software engineering, UX design, research, analytics, marketing, and operations teams
- Experience creating and prioritizing roadmaps, epics, features, user stories, acceptance criteria, and release plans in Agile or hybrid delivery environments
- Experience using market research, consumer insight, product analytics, and performance feedback to determine features and guide product direction
- Experience leading through influence across a complex, matrixed organization and motivating cross-functional teams toward shared outcomes
- In-depth knowledge of digital product technology and industry practices, including responsive web, mobile applications, APIs, analytics, experimentation, usability, accessibility, and modern software delivery
- Proven ability to solve complex problems, perform conceptual analysis, forecast resource needs, and communicate recommendations to senior leaders
- Solid business and financial judgment, including experience with business cases, portfolio performance, benefit realization, or product financial accountability
Preferred Qualifications: - Experience in Medicare, healthcare, insurance, financial services, travel, retail, or another regulated consumer industry
- Experience with direct-to-consumer shopping, e-commerce, marketplaces, plan or product comparison, digital enrollment, or complex decision-support experiences
- Experience connecting digital journeys to contact centers, telesales, CRM platforms, telephony, callback, appointment, chat, or agent-assisted workflows
- Experience with iOS, Android, React Native, responsive web, design systems, content platforms, identity, profile, or digital analytics ecosystems
- Experience with Amazon Connect, Salesforce, digital-to-voice connectivity, call routing, agent desktop integration, or comparable contact-center technologies
- Experience leading products through high-volume or seasonal readiness periods and coordinating operational change across customer-facing teams
- Experience managing multiple product teams, mentoring product talent, or leading a significant functional or segment initiative
- Passion for simplifying Medicare shopping and helping consumers move confidently between digital self-service and licensed human guidance
*All employees working remotely will be required to adhere to UnitedHealth Group's Telecommuter Policy.
Pay is based on several factors including but not limited to local labor markets, education, work experience, certifications, etc. In addition to your salary, we offer benefits such as, a comprehensive benefits package, incentive and recognition programs, equity stock purchase and 401k contribution (all benefits are subject to eligibility requirements). No matter where or when you begin a career with us, you'll find a far-reaching choice of benefits and incentives. The salary for this role will range from $112,700 - $193,200 annually based on full-time employment.
