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Director, Enablement- Membership Services

Boston, MA💼 Full-time💰 $130,000–$130,000🗓 2026-09-03 → 2026-09-26

Core

Lead technology, AI, and tooling strategy to transform member support, reduce friction, and enable personalized, scalable service experiences for WHOOP members.

Role type

Director, Enablement (Membership Services)

Builds

AI-powered support agents, automated servicing journeys, knowledge management systems, and modern technology ecosystems for member operations.

Domain

Health & Fitness Technology / Customer Experience / AI

Deliverable

production ML models | product features | infrastructure

Required skills

AI strategy & implementation, customer service technology ecosystems, digital transformation, cross-functional leadership, data-driven decision making, stakeholder management, roadmap planning, automation design.

Preferred skills

Experience with CRM and case management platforms, fluency in emerging AI capabilities, ability to operate in ambiguous high-growth environments.

Technologies

AI-powered servicing solutions, CRM platforms, case management systems, automation tools, knowledge management systems.

Responsibilities

Define and lead AI enablement strategy for member servicing; own strategy and optimization of the WHOOP AI support agent; improve the membership services technology ecosystem; lead knowledge and content strategy for human and AI servicing; identify and eliminate friction in end-to-end member journeys; partner with Product and Engineering to translate service needs into scalable technology solutions.

Seniority

Director, strategic leadership with hands-on execution

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