Headspace

AI Enablement Program Manager

Headspace

full-time

Posted on:

Location Type: Hybrid

Location: San FranciscoCaliforniaUnited States

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Salary

💰 $118,800 - $189,750 per year

About the role

  • Own AI intake and prioritization: triage requests, refine problem statements, size value, and maintain a transparent queue.
  • Lead small–medium AI initiatives end-to-end (discovery → pilot → launch), aligning scope, milestones, success metrics, and stakeholders.
  • Build and run AI enablement (training, office hours, playbooks, and an AI Champions network) to drive adoption and fluency.
  • Grow awareness and adoption of existing AI tools with functional leaders to expand use cases and impact.
  • Standardize AI vendor evaluation and guide tools through governance with Product, Legal, Privacy, Security, Procurement.
  • Champion responsible AI through measurement, training, and org-wide communication.
  • Deliver lightweight reporting and exec-ready updates on pipeline health, outcomes, and trade-offs.
  • Unblock high-leverage technical/integration work and identify next-wave AI opportunities to scale adoption and cultural change.

Requirements

  • 5+ years of experience in Product Ops, Technical Program Management, Business Operations, or equivalent roles delivering software/AI projects end-to-end.
  • Strong cross-functional leadership, change management, and stakeholder management; ability to influence without authority across Product/Eng, Legal/Privacy/Security, Procurement, and functional leaders.
  • Comfort operating in ambiguity and driving crisp decisions, scope, milestones, and delivery plans.
  • Strong aptitude of AI concepts (LLMs/agents, common tradeoffs, prototype→pilot→scale lifecycle) and ability to translate technical constraints into clear timelines and decision points.
  • Ability to define success metrics for initiatives and measure outcomes (directly or in partnership with analytics/data teams).
  • Excellent written and verbal communication (exec one-pagers, workshops, playbooks, enablement sessions).
  • Strong judgment and commitment to member safety, privacy, and Headspace’s mission.
Benefits
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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
AI conceptsLLMsagentsprototype lifecyclepilot lifecyclescale lifecyclesuccess metricsoutcomes measurementsoftware project deliveryAI project delivery
Soft Skills
cross-functional leadershipchange managementstakeholder managementinfluence without authorityoperating in ambiguitydecision makingcommunicationjudgmentcommitment to privacycommitment to safety