Executive Conversational Ai Jobs (NOW HIRING)

Location - San Francisco, CA / New York, NY / Seattle, WA / Remote (US) - (Hybrid / Remote Eligible)

Compensation - $245,000 $340,000 Base + Competitive Equity + Comprehensive Benefits

Visa - Visa Sponsorship Not Available

Company Stage - Late-Stage Growth ($425M+ Raised)

Industry - Healthcare AI, Digital Health, Artificial Intelligence, Conversational AI, Consumer Product, AI/ML, Women's Health

The company is building the world's largest virtual clinic for women and families, delivering AI-powered healthcare experiences across fertility, pregnancy, parenting, pediatrics, and menopause.

Trusted by more than 2,000 employers and health plans, the platform combines clinical care, personalized guidance, and intelligent technology to improve healthcare outcomes for millions of members. By integrating conversational AI, machine learning, and personalized experiences into every stage of the healthcare journey, the company is redefining how consumers engage with digital healthcare.

Backed by more than $425M from leading investors including Sequoia, General Catalyst, Dragoneer, Oak HC/FT, Lux Capital, and Icon Ventures, the company has become one of the fastest-growing digital health organizations while earning recognition from TIME100, CNBC Disruptor 50, Fast Company, and Fortune.

As a Senior Staff Product Manager, AI Experience, you'll define how AI transforms the member experience across conversational AI, personalized recommendations, community engagement, activation, and retention. You'll partner closely with AI Platform, Engineering, Design, Data Science, and Clinical Product teams to build intelligent consumer experiences that improve engagement for millions of users.

This is a unique opportunity to lead AI product strategy at one of the most influential healthcare technology companies, shaping how conversational AI and agentic experiences redefine digital healthcare at global scale.

• Own the company's core AI-powered member experience across homepage, conversational AI, and community surfaces
• Define product strategy for consumer-facing AI experiences that improve activation, engagement, and retention
• Build and operate a high-velocity experimentation engine across AI-powered member journeys
• Define success metrics and product analytics across the full customer lifecycle
• Partner closely with AI Platform and Engineering teams to launch new AI-powered capabilities
• Design and prioritize conversational AI experiences using LLMs and agentic workflows
• Analyze member engagement data to identify opportunities for product optimization
• Collaborate with Clinical Product teams to build AI experiences that improve healthcare outcomes
• Drive roadmap prioritization across AI-powered consumer experiences
• Partner with Design, Data Science, Engineering, Marketing, and Leadership to deliver high-impact product initiatives
• Establish product experimentation frameworks using A/B testing and rapid iteration
• Champion AI-first product development while balancing user experience, safety, and business impact

• 10+ years of Product Management experience
• Experience building and shipping AI-powered consumer products
• Experience owning large-scale customer-facing product experiences
• Experience leading product strategy from ideation through execution
• Demonstrated success driving user engagement, activation, and retention
• Experience operating at Staff or Senior Staff Product Manager level
• Experience working with cross-functional Engineering, Design, and Data Science teams
• Strong history of shipping products in fast-moving technology companies
• Experience using experimentation to drive product decisions
• Strong startup or high-growth technology experience preferred

• Experience building AI-native products using LLMs, conversational AI, or agentic workflows
• Strong product analytics and experimentation expertise
• Experience defining product metrics and success frameworks
• Experience partnering closely with AI/ML Engineering teams
• Strong understanding of AI product development lifecycle
• Experience with A/B testing, experimentation platforms, and behavioral analytics
• Strong understanding of consumer product development
• Experience driving roadmap prioritization using customer insights and product data
• Ability to translate emerging AI capabilities into consumer product experiences
• Familiarity with modern AI tooling and daily AI-assisted workflows preferred

• Bachelor's degree preferred
• Strong product leadership background with demonstrated product excellence
• Exceptional candidates with outstanding AI product experience considered

• Outstanding product intuition
• Strong strategic thinking
• Data-driven decision maker
• Excellent executive communication skills
• High ownership mentality
• Comfortable operating in ambiguity
• Strong cross-functional leadership
• Customer-obsessed mindset
• Bias toward experimentation and rapid execution
• Passion for AI-powered consumer products

• Base Salary: $245,000 $340,000
• Competitive Equity Package
• Flexible Hybrid Work Model
• Remote opportunities within the United States
• 401(k) matching with immediate vesting
• 16 weeks fully paid parental leave
• Annual professional development stipend
• Comprehensive medical, dental, and vision coverage
• Unlimited PTO
• Opportunity to shape AI experiences used by millions of members
• High-impact product organization with exceptional career growth
• Work alongside world-class AI, healthcare, and product leaders

This is an opportunity to define how artificial intelligence transforms healthcare for millions of families worldwide.

You'll work at the intersection of conversational AI, consumer product strategy, experimentation, behavioral analytics, and healthcare innovation while building AI-powered experiences that directly improve member engagement and long-term health outcomes.

As a Senior Staff Product Manager, AI Experience, you'll own one of the company's highest-impact product surfaces, influence AI strategy across the organization, and help shape the future of AI-native healthcare experiences at global scale.