Headspace · 1 day ago
AI Enablement Program Manager
San Francisco, CA
Full-time
Hybrid
Mid, Senior Level
$119K/yr - $190K/yr
5+ years expHeadspace is building an AI-first operating model grounded in member safety, privacy, and measurable business impact. The (Sr) Manager, AI Enablement drives company-wide adoption by building repeatable intake and prioritization, moving pilots to production, equipping teams with playbooks and training, and ensuring initiatives clear governance smoothly.
Artificial Intelligence (AI)FitnessHealth CareMental HealthmHealthMobile AppsPsychologyTherapeutics
Responsibilities
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
Qualification
Required
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
Preferred
Experience building internal enablement programs (champions networks, training, office hours, templates) for new tools or major process shifts
Experience coordinating AI governance / risk reviews and embedding responsible AI practices
Vendor evaluation experience and partnership with Procurement
Experience in healthcare/wellness/consumer products where privacy and safety are critical
PMP/CSM or relevant program management / AI certificates
Benefits
Equity
Comprehensive healthcare coverage
Monthly wellness stipend
Retirement savings match
Lifetime Headspace membership
Generous parental leave
Company
Headspace
Headspace is a mental health company offering AI companionship, coaching, therapy, psychiatry, and mindfulness tools for everyday support.
501-1000 employees
H1B Sponsorship
Headspace 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 (3)
2024 (4)
2023 (3)
2022 (8)
2021 (4)
2020 (5)
Funding
Current Stage
Late StageTotal Funding
$320.85MKey Investors
Oxford Finance LLCBliscePacific Western Bank
2023-07-26Debt Financing· $105M
2022-02-14Series C
2021-10-31Secondary Market
Leadership Team
Tom Pickett
Chief Executive Officer
Andy Puddicombe
Co-Founder
Recent News
2026-01-09
2026-01-08
Company data provided by crunchbase