WHOOP · 6 hours ago
Knowledge Enablement Specialist, AI and Automation
Boston, MA
Full-time
Onsite
Mid Level
$60K/yr - $80K/yrWHOOP is on a mission to unlock human performance, empowering members to perform at a higher level. The Knowledge Enablement Specialist, AI & Automation will optimize knowledge content for AI retrieval to improve automated member support and work with various teams to enhance AI performance and resolve member issues effectively.
Consumer ElectronicsFitnessSportsWearablesWellness
Responsibilities
Own and evolve AI knowledge standards and frameworks for writing and structuring knowledge content optimized for AI agents ensuring content is clear, retrievable, and aligned with member-facing tone and policy requirements
Review AI CSAT, resolution rate, and member sentiment trends to identify recurring issues, content gaps, or structural weaknesses. Establish regular review cadences to track AI content performance over time. Conduct deeper dives into low-performing or escalated AI interactions when needed
Translate insights from AI performance analysis into actionable content recommendations. Partner with Content Specialists to request and guide updates that improve AI outcomes
Own and deliver AI-related knowledge initiatives, such as readiness audits, framework pilots, or structured content tools. Document outcomes and share learnings with the team to support scalable improvement
Work closely with specific teams to align content strategy with AI capabilities, limitations, and roadmap priorities. Surface risks, dependencies, and opportunities related to AI knowledge usage early
Contribute to playbooks, guidelines, and training materials that help the Knowledge team write more effective AI-ready content. Act as a subject-matter expert on how AI systems consume and interpret knowledge
Actively contribute to team meetings and AI working sessions, bringing insights, learnings, and recommendations to the group. Stay informed through Slack and documentation to continuously synthesize new knowledge and share insights with the team
Qualification
Required
Exceptional writing skills with a demonstrated ability to adapt tone and structure for both human readers and AI consumption
Experience using AI-powered tools to review, manage, and optimize content, ensuring accuracy, consistency, and alignment with both human and automated consumption
Understanding of how content structure, chunking, and metadata impact AI retrieval, summarization, and response quality
Ability to think beyond individual articles and focus on frameworks, patterns, and scalable improvements across the knowledge base
Comfort analyzing performance data, trends, and qualitative feedback to identify root causes and translate insights into action
Proven ability to work effectively with stakeholders across Ops, QA, Product, and AI-focused teams
Experience creating or optimizing structured content (e.g., KB articles, scripts, frameworks) in a complex or fast-changing environment
Comfortable working in an evolving AI-driven space, balancing experimentation with accuracy, compliance, and member experience
Highly motivated, proactive, and able to manage multiple initiatives in a fast-paced, startup-like environment
Benefits
Meaningful equity
Benefits
A generous equity package
Company
WHOOP
WHOOP is a fitness tech company that offers wearables that track sleep, recovery, and performance.
Founded in 2012
501-1000 employees
H1B Sponsorship
WHOOP has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (32)
2024 (18)
2023 (15)
2022 (5)
2021 (17)
2020 (6)
Funding
Current Stage
Late StageTotal Funding
$404.75MKey Investors
SoftBank Vision FundIVPFoundry Group
2026-01-15Undisclosed
2021-08-30Series F· $200M
2020-10-28Series E· $100M
Leadership Team
Will Ahmed
Founder & CEO
Aurelian Nicolae
Co-Founder & Chief Hardware Engineer
Recent News
2026-01-21
2026-01-20
Company data provided by crunchbase