Senior Product and Design Strategist

The role

A Senior Product and Design Strategist will lead ambiguous scopes of work to move from undefined problems to validated experiences. You will own problem framing, direction setting, vision casting, and alignment across cross-functional teams.

What you will do

• Turn ambiguous asks and business opportunities into scoped, evidence-backed understanding
• Diagnose end-to-end friction and drop-off through user journey mapping
• Run research studies including interviews, surveys, and experiments
• Pull product performance data and synthesize qualitative signal
• Recommend which directions to pursue or drop
• Arbitrate competing product and stakeholder requests
• Own a multi-quarter roadmap mapping to corporate OKRs
• Build strategic stories for budget and prioritization conversations
• Build click-through and interactive prototypes
• Align engineering, clinical, ops, and leadership teams

Required qualifications

• 8+ years of experience solving complex, ambiguous problems across product management, design, and/or research
• 3-5 years of success carrying work from 0 to 1
• 3-5 years of experience owning a multi-quarter roadmap and communicating to executive audiences
• High craft in at least 2 specialist areas (design, product management, strategy, research, or operations)
• Excellence in prototyping
• Fluency with modern AI-assisted prototyping and building tools (e.g., Claude Code, Claude Design, Figma Make, Cursor, Lovable, or similar)
• Experience partnering with clinical, legal, regulatory, or other high-stakes compliance functions in health, wellness, fintech, or another regulated domain
• 3-5 year track record of influencing decisions across senior leadership
• Experience mentoring or informally leading other ICs
• Fluency with AI orchestration and prompting across design, spec, and analysis work
• Comfort pulling data directly from self-serve analytics tools

Nice to have

• Experience designing or leading strategy for clinical, care delivery, or chronic condition management experiences
• Experience building production-adjacent or fully coded prototypes
• A background as a specialist in 2 areas (Design, PM, or Research) who has broadened into other health or technology disciplines
• Experience in a startup setting, operating like a builder
• Experience running vendor and partner evaluations, including build-vs-buy business cases

Benefits

• Competitive salary with generous annual cash bonus
• Equity grants
• Employee stock purchasing plan (ESPP)
• Remote first work from home culture
• Flexible Time Off
• Generous parental leave
• Health, dental, and vision insurance
• 401k retirement savings plan
• Lifestyle Spending Account (LSA)
• Mental Health Support Solutions

About the company

Omada Health (Nasdaq: OMDA) is reverse engineering the way healthcare is delivered in America. The company uses a virtual-first model combining human-led care teams, connected devices, and AI-enabled technology.