Headspace
Headspace is your lifelong guide to better mental health. We make mental health support accessible to everyone, no matter their background or experience. Through our flagship Headspace app, we provide mindfulness tools for everyday life, including meditations, sleepcasts, mindful movement and focus exercises. Our enterprise offerings combine this experience with a human-centered model of care, with coaching, therapy, psychiatry and EAP services under one roof. Our team of experts ranges from mental health clinicians, to Emmy award-winning producers and data scientists, working together as one to help millions of people around the world be healthier and more productive.
Pick a job to read the details
Tap any role on the left — its description and apply link will open here.
Director, AI Enablement
Share this job
About the Director, AI Enablement at Headspace:
Headspace is building an AI-first operating model grounded in member safety, privacy, and measurable business impact. As Director, AI Enablement, you will define and drive the strategy that helps Headspace adopt AI thoughtfully, responsibly, and at scale across the enterprise.
This is a highly visible role, reporting to the COO/Founder, with the opportunity to shape how teams across Headspace evaluate, build, govern, and scale AI-powered workflows, tools, and operating practices. You will partner closely with executive leaders and senior stakeholders across Product, Engineering, Legal, Privacy, Security, Procurement, Care, and Go-to-Market to translate company priorities into an AI roadmap that delivers meaningful outcomes for our teams and the members we serve.
This role is ideal for a strategic and hands-on leader who can move fluidly from vision to execution: setting direction, building operating mechanisms, developing talent, and leading cross-functional change in a fast-moving environment. You bring strong judgment, a bias toward learning, and a commitment to responsible AI. You’re willing to challenge defaults, run smart experiments, and unblock teams while staying inside responsible AI guardrails. In doing so, you will help Headspace build the capabilities, guardrails, and cultural momentum needed to make AI a durable advantage in service of our mission to provide every person access to lifelong mental health support.
What you will do:
- Define and lead Headspace’s enterprise AI enablement strategy, roadmap, and operating model, aligning investments and priorities to company goals, member outcomes, and measurable business impact.
- Partner with the COO/Founder, executive team, and senior leadership team to identify high-value opportunities for AI across the business and turn them into a focused, transparent, and scalable portfolio of work.
- Own AI intake and prioritization: triage requests, refine problem statements, size value, and maintain a transparent queue.
- Lead AI initiatives end-to-end (discovery → pilot → launch), aligning scope, milestones, success metrics, and stakeholders. Own the outcome and drive real impact by building.
- Lead a high-impact team, while also leading/influencing crossfunctionally to coach talent and build the organizational muscle needed to scale AI adoption, experimentation, and responsible execution over time.
- Drive cross-functional alignment with senior stakeholders across Product, Engineering, Legal, Privacy, Security, Procurement, and functional leadership to accelerate delivery while managing risk appropriately.
- Define the enterprise standards, frameworks, and guardrails for AI vendor evaluation, implementation, and use, including build-versus-buy recommendations, governance pathways, and responsible AI practices.
- Drive Headspace’s AI enablement capability through scalable programs such as leadership engagement, functional playbooks, training, office hours, and champion networks that increase fluency and adoption across teams.
- Oversee a portfolio of AI initiatives and ensure teams are delivering against clear business cases, adoption metrics, operational improvements, and lessons learned that inform future investment.
- Unblock high-leverage technical/integration work and identify next-wave AI opportunities to scale adoption and cultural change.
- Deliver executive-ready communication, recommendations, and reporting on AI strategy, portfolio health, risks, trade-offs, and realized impact.
- Act as a strategic thought partner and visible leader for AI adoption at Headspace, helping shape a culture that is ambitious, practical, and grounded in safety, privacy, and our values.
Required Skills:
- 7+ years of experience in product management/operations, technical program management, business operations, strategy, digital transformation, or related roles delivering software/AI projects end-to-end.
- Significant experience leading cross-functional, enterprise-level transformation work with demonstrated impact across multiple functions or business units.
- Experience setting strategy, building roadmaps, and establishing operating mechanisms for AI, automation, or other emerging technology initiatives in a fast-paced environment.
- Demonstrated success influencing and partnering with executive leaders and senior stakeholders in a highly matrixed organization.
- People leadership experience, including building, managing, mentoring, and developing high-performing teams and/or standing up a new function or capability.
- 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 design, evaluate, and iterate on prompts for LLM-based workflows; essential for building and reviewing AI agents
- Ability to define, interpret, and act on adoption and outcome metrics; comfort with dashboards (Looker, Tableau, etc.)
- Experience evaluating AI use cases through a business lens, including feasibility, value, risk, adoption readiness, and return on investment.
- Experience partnering with Legal, Privacy, Security, and Procurement or equivalent functions to implement AI responsibly in regulated or high-trust environments.
- Strong analytical and operational rigor, with the ability to define success metrics, assess outcomes, and make clear prioritization decisions.
- Excellent written and verbal communication skills, with the ability to synthesize complexity into crisp recommendations, executive updates, and change-ready messaging.
Preferred Skills:
- Experience leading AI enablement, transformation, or internal adoption work in healthcare, digital health, wellness, or another privacy- and safety-sensitive environment.
- Experience building enterprise enablement programs such as champion networks, training curricula, playbooks, and adoption frameworks.
- Experience with vendor selection, contract evaluation, and budget or portfolio management for AI tools and platforms.
- Experience balancing strategic leadership with hands-on prototyping, workflow design, prompt iteration, or early-stage solution development.
- Familiarity with change management approaches that help organizations adopt new tools and ways of working at scale.
- Relevant certifications in program management, product management, change management, or AI-related disciplines (PMP/CSM/AI certificates).
Location:
We are currently hiring this role remotely in the US and Hybrid for San Francisco (SF). Candidates must permanently reside in the US full-time.
For candidates with a primary residence in the greater SF area, this role will follow our hybrid model. You’ll work 3 days per week from our office, allowing for impactful in-office collaboration and connection, while enjoying the flexibility of remote work for the rest of the week. Your recruiter will share more details about our hybrid model.
Pay & Benefits:
The anticipated new hire base salary range for this full-time position is $138,600-$220,000 + equity + benefits.
For roles based in San Francisco, New York City, or Seattle, a separate salary range of $177,100-$250,000 applies, consistent with our location-based compensation philosophy.
Our salary ranges are based on the job, level, and location, and reflect the lowest to highest geographic markets where we are hiring for this role within the United States. Within this range, individual compensation is determined by a candidate’s location as well as a range of factors including but not limited to: unique relevant experience, job-related skills, and education or training.
Your recruiter will provide more details on the specific salary range for your location during the hiring process.
At Headspace, base salary is but one component of our Total Rewards package. We’re proud of our robust package inclusive of: base salary, stock awards, comprehensive healthcare coverage, monthly wellness stipend, retirement savings match, lifetime Headspace membership, generous parental leave, and more. Additional details about our Total Rewards package will be provided during the recruitment process.
About Headspace
Headspace exists to provide every person access to lifelong mental health support. We combine evidence-based content, clinical care, and innovative technology to help millions of members around the world get support that’s effective, personalized, and truly accessible whenever and wherever they need it.
At Headspace, our values aren’t just what we believe, they’re how we work, grow, and make an impact together. We live them daily: Make the Mission Matter, Iterate to Great, Own the Outcome, and Connect with Courage. These values shape our decisions, guide our collaborations, and define our culture. They’re our shared commitment to building a more connected, human-centered team—one that’s redefining how mental health care supports people today and for generations to come.
Why You’ll Love Working Here:
- A mission that matters—with impact you can see and feel
- A culture that’s collaborative, inclusive, and grounded in our values
- The chance to shape what mental health care looks like next
- Competitive pay and benefits that support your whole self
How we feel about Diversity, Equity, Inclusion and Belonging:
Headspace is committed to bringing together humans from different backgrounds and perspectives, providing employees with a safe and welcoming work environment free of discrimination and harassment. We strive to create a diverse & inclusive environment where everyone can thrive, feel a sense of belonging, and do impactful work together.
As an equal opportunity employer, we prohibit any unlawful discrimination against a job applicant on the basis of their race, color, religion, gender, gender identity, gender expression, sexual orientation, national origin, family or parental status, disability*, age, veteran status, or any other status protected by the laws or regulations in the locations where we operate. We respect the laws enforced by the EEOC and are dedicated to going above and beyond in fostering diversity across our workplace.
*Applicants with disabilities may be entitled to reasonable accommodation under the terms of the Americans with Disabilities Act and certain state or local laws. A reasonable accommodation is a change in the way things are normally done which will ensure an equal employment opportunity without imposing undue hardship on Headspace. Please inform our Talent team by filling out this form if you need any assistance completing any forms or to otherwise participate in the application or interview process.
Headspace participates in the E-Verify Program.
Privacy Statement
All member records are protected according to our Privacy Policy. Further, while employees of Headspace (formerly Ginger) cannot access Headspace products/services, they will be offered benefits according to the company's benefit plan. To ensure we are adhering to best practice and ethical guidelines in the field of mental health, we take care to avoid dual relationships. A dual relationship occurs when a mental health care provider has a second, significantly different relationship with their client in addition to the traditional client-therapist relationship—including, for example, a managerial relationship.
As such, Headspace requests that individuals who have received coaching or clinical services at Headspace wait until their care with Headspace is complete before applying for a position. If someone with a Headspace account is hired for a position, please note their account will be deactivated and they will not be able to use Headspace services for the duration of their employment.
Further, if Headspace cannot find a role that fails to resolve an ethical issue associated with a dual relationship, Headspace may need to take steps to ensure ethical obligations are being adhered to, including a delayed start date or a potential leave of absence. Such steps would be taken to protect both the former member, as well as any relevant individuals from their care team, from impairment, risk of exploitation, or harm.
For how how we will use the personal information you provide as part of the application process, please see: https://www.headspace.com/applicant-notice
#LI-Hybrid
Ready to apply?
Apply to Headspace
Director, B2B Product Marketing
Share this job
About the Director, B2B Product Marketing at Headspace:
We’re looking for an experienced, strategic, and creative Director of B2B Product Marketing to help define and scale Headspace’s position as the leading Mental Health Companion for employers, health plans, and benefits consultants. This is a senior individual contributor role with broad visibility and influence across Marketing, Commercial, Product, and Clinical teams.
In this role, you’ll own how our B2B products are positioned, packaged, and brought to market—translating complex mental healthcare offerings into clear, compelling stories that resonate with buyers, decision-makers, and trusted advisors across the benefits ecosystem. You’ll play a critical role in shaping go-to-market strategy, guiding product direction through market insight, and ensuring Headspace shows up with a differentiated, category-defining narrative in the market.
What you will do:
- Own B2B product positioning, messaging, and packaging across Headspace’s Mental Health Companion offerings, ensuring clear differentiation for employers, health plans, and benefits consultants
- Craft buyer- and influencer-centric storytelling that translates Headspace’s end-to-end mental healthcare model into compelling value propositions for employers, health plans, and benefits consultants
- Develop high-impact external assets (sales decks, consultant-facing materials, narratives, launch messaging, thought leadership) and internal enablement tools that support all phases of the sales cycle, in close partnership with Commercial teams
- Lead commercialization and go-to-market strategy for new and existing B2B products and features, from early narrative development through full-funnel activation
- Act as a strategic thought partner to Product, shaping the roadmap through deep understanding of customer needs, benefits consultant influence, market dynamics, and competitive landscape
- Synthesize insights from the field—including feedback from customers, sales, partners, and benefits consultants—to inform positioning, prioritization, and business strategy
- Serve as connective tissue across teams, aligning Product, Commercial, Marketing, Clinical, Member Support, and Communications around a shared go-to-market narrative
- Champion the Mental Health Companion category, helping Headspace define and lead this space through strong points of view, consistent language, and differentiated storytelling
What you will bring:
Required Skills:
- 10+ years of B2B product marketing experience, ideally within high-growth digital health, telehealth, mental health, wellbeing, employer benefits, or adjacent categories
- Demonstrated experience marketing through complex buying committees, including benefits consultants and broker-influenced sales motions
- Proven track record of leading complex product launches, defining product-market fit, and building differentiated positioning and go-to-market strategies
- Strong ability to influence without authority, building trust and alignment across senior stakeholders and cross-functional teams
- Exceptional storytelling, writing, and presentation skills, with the ability to simplify complexity and clearly articulate strategic narratives
- Comfort operating in an ambiguous, fast-paced environment, with strong prioritization and bias toward action
- Passion for mental health and alignment with Headspace’s mission of creating a world where everyone is kind to their mind
- Comfortable influencing at the executive level while remaining hands-on in execution and rolling up sleeves to create the tools and materials that drive results
Location:
We are currently hiring this role remotely in the US and Hybrid for San Francisco (SF). Candidates must permanently reside in the US full-time.
For candidates with a primary residence in the greater SF area, this role will follow our hybrid model. You’ll work 3 days per week from our office, allowing for impactful in-office collaboration and connection, while enjoying the flexibility of remote work for the rest of the week. Your recruiter will share more details about our hybrid model.
Pay & Benefits:
The anticipated new hire base salary range for this full-time position is $154,000-$200,000 + equity + benefits.
Our salary ranges are based on the job, level, and location, and reflect the lowest to highest geographic markets where we are hiring for this role within the United States. Within this range, individual compensation is determined by a candidate’s location as well as a range of factors including but not limited to: unique relevant experience, job-related skills, and education or training.
Your recruiter will provide more details on the specific salary range for your location during the hiring process.
At Headspace, base salary is but one component of our Total Rewards package. We’re proud of our robust package inclusive of: base salary, stock awards, comprehensive healthcare coverage, monthly wellness stipend, retirement savings match, lifetime Headspace membership, generous parental leave, and more. Additional details about our Total Rewards package will be provided during the recruitment process.
About Headspace
Headspace exists to provide every person access to lifelong mental health support. We combine evidence-based content, clinical care, and innovative technology to help millions of members around the world get support that’s effective, personalized, and truly accessible whenever and wherever they need it.
At Headspace, our values aren’t just what we believe, they’re how we work, grow, and make an impact together. We live them daily: Make the Mission Matter, Iterate to Great, Own the Outcome, and Connect with Courage. These values shape our decisions, guide our collaborations, and define our culture. They’re our shared commitment to building a more connected, human-centered team—one that’s redefining how mental health care supports people today and for generations to come.
Why You’ll Love Working Here:
- A mission that matters—with impact you can see and feel
- A culture that’s collaborative, inclusive, and grounded in our values
- The chance to shape what mental health care looks like next
- Competitive pay and benefits that support your whole self
How we feel about Diversity, Equity, Inclusion and Belonging:
Headspace is committed to bringing together humans from different backgrounds and perspectives, providing employees with a safe and welcoming work environment free of discrimination and harassment. We strive to create a diverse & inclusive environment where everyone can thrive, feel a sense of belonging, and do impactful work together.
As an equal opportunity employer, we prohibit any unlawful discrimination against a job applicant on the basis of their race, color, religion, gender, gender identity, gender expression, sexual orientation, national origin, family or parental status, disability*, age, veteran status, or any other status protected by the laws or regulations in the locations where we operate. We respect the laws enforced by the EEOC and are dedicated to going above and beyond in fostering diversity across our workplace.
*Applicants with disabilities may be entitled to reasonable accommodation under the terms of the Americans with Disabilities Act and certain state or local laws. A reasonable accommodation is a change in the way things are normally done which will ensure an equal employment opportunity without imposing undue hardship on Headspace. Please inform our Talent team by filling out this form if you need any assistance completing any forms or to otherwise participate in the application or interview process.
Headspace participates in the E-Verify Program.
Privacy Statement
All member records are protected according to our Privacy Policy. Further, while employees of Headspace (formerly Ginger) cannot access Headspace products/services, they will be offered benefits according to the company's benefit plan. To ensure we are adhering to best practice and ethical guidelines in the field of mental health, we take care to avoid dual relationships. A dual relationship occurs when a mental health care provider has a second, significantly different relationship with their client in addition to the traditional client-therapist relationship—including, for example, a managerial relationship.
As such, Headspace requests that individuals who have received coaching or clinical services at Headspace wait until their care with Headspace is complete before applying for a position. If someone with a Headspace account is hired for a position, please note their account will be deactivated and they will not be able to use Headspace services for the duration of their employment.
Further, if Headspace cannot find a role that fails to resolve an ethical issue associated with a dual relationship, Headspace may need to take steps to ensure ethical obligations are being adhered to, including a delayed start date or a potential leave of absence. Such steps would be taken to protect both the former member, as well as any relevant individuals from their care team, from impairment, risk of exploitation, or harm.
For how how we will use the personal information you provide as part of the application process, please see: https://www.headspace.com/applicant-notice
#LI-REMOTE
Ready to apply?
Apply to Headspace
Staff Product Manager, MarTech
Share this job
About the Staff Product Manager, MarTech at Headspace:
We are seeking a Staff Product Manager, MarTech to craft and optimize the member journey, driving acquisition, deeper engagement, and lasting retention by connecting with our members at the right moments, in the right channels. You will own the strategy and execution to ensure a single, cohesive, and personalized member experience across all communication channels and products (web, mobile, push, email, SMS). You will be the product leader responsible for defining the long-term vision to maximize sustainable, high-quality member growth and achieve market leadership by creating a delightful, seamless member journey from discovery to becoming a loyal, lifelong user. Success in this role requires a deep understanding of our members and a strong focus on leveraging data and technical growth infrastructure to deliver highly personalized, context-aware communications that truly resonate. At Headspace, product leaders are expected to model experimentation with purpose, share feedback with care, and a deep commitment to the member journey. This role will require strategic leadership, clarity, and curiosity to scale our Outbound MarTech capabilities.
What you will do:
As a Staff Product Manager, MarTech, you will be responsible for a variety of tasks crucial to the success of the Headspace Product team. Your day-to-day responsibilities will include:
- Craft Cohesive Member Journeys: Own the product strategy for integrating and orchestrating all lifecycle marketing channels (in-app promotions, push notifications, email, SMS) to deliver a seamless, coordinated, and impactful experience for every member.
- Enable Member-Centric Growth: Define and manage the technical infrastructure and data foundation required to understand member behavior and power highly effective, personalized communications, including marketing measurement capabilities and CAPI implementation.
- Orchestrate Member Engagement: Lead the product development for Lifecycle Automation, including trigger mapping and intelligent channel choice, to ensure every member receives the most timely and relevant communication without being overwhelmed (frequency capping logic).
- Optimize the Member Experience: Drive a culture of data-driven growth by leading the strategy for Experimentation & Optimization (A/B/n Testing), ensuring we are constantly learning what truly serves our members best, and developing robust Incrementality Testing capabilities using "Holdout Groups."
- Ensure Member Trust & Accessibility: Take product ownership of key operational metrics like Deliverability & Privacy Compliance, focusing on maintaining sender reputation, managing consent ledgers with integrity, and optimizing mobile push delivery rates to ensure our message is accessible and trusted.
- Deeply Understand and Serve Our Audiences: Enhance outbound personalization capabilities by leveraging dynamic content creation and refining Audience Segmentation tooling (e.g., identifying "Power Users," "At-Risk Users") to ensure every outbound communication is relevant, valuable, and deeply personalized for the member.
- Drive Cross-Functional Impact: Partner closely with Core & Personalization Product, Engineering, Data Science, Performance & Lifecycle Marketing, and Legal teams to align our efforts and ensure the successful execution and adoption of the MarTech roadmap, ultimately serving the member better.
What you will bring:
Required Skills:
- At least 5+ years of experience in Product Management
- Understanding of marketing automation, segmentation, and the technical infrastructure required for high-scale outbound communication.
- Exceptional strategic thinking and analytical skills, capable of translating complex business problems into clear product roadmaps and detailed specifications.
- Strong communication and interpersonal skills, with the ability to influence and align stakeholders at all levels, both internally and externally.
Preferred Skills:
- 2+ years specifically focused on Customer Relationship Management and/or Lifecycle Marketing platform products.
- Proven track record of defining and launching successful technical products that empower marketing teams and drive user acquisition, engagement, and retention across multiple channels (mobile, web, email, push).
- Prior experience with Customer Data Platforms (CDPs) or similar data aggregation tools used for audience segmentation.
- Hands-on experience managing products focused on mobile app marketing and push notification/SMS delivery.
- Experience in the digital health, wellness, or consumer subscription (D2C/B2C) sectors.
- A passion for mindfulness, mental health, and the mission of Headspace.
Location: We are currently hiring this role in San Francisco (hybrid), Los Angeles (remote), New York City (remote) and Seattle (remote). Candidates must permanently reside in the US full-time and be based in these cities.
For candidates with a primary residence in the greater SF area, this role will follow our hybrid model. You’ll work 3 days per week from our office, allowing for impactful in-office collaboration and connection, while enjoying the flexibility of remote work for the rest of the week. Your recruiter will share more details about our hybrid model.
Pay & Benefits:
The anticipated new hire base salary range for this full-time position is $140,400 - $224,250 + equity + benefits.
Our salary ranges are based on the job, level, and location, and reflect the lowest to highest geographic markets where we are hiring for this role within the United States. Within this range, individual compensation is determined by a candidate’s location as well as a range of factors including but not limited to: unique relevant experience, job-related skills, and education or training.
Your recruiter will provide more details on the specific salary range for your location during the hiring process.
At Headspace, base salary is but one component of our Total Rewards package. We’re proud of our robust package inclusive of: base salary, stock awards, comprehensive healthcare coverage, monthly wellness stipend, retirement savings match, lifetime Headspace membership, generous parental leave, and more. Additional details about our Total Rewards package will be provided during the recruitment process.
About Headspace
Headspace exists to provide every person access to lifelong mental health support. We combine evidence-based content, clinical care, and innovative technology to help millions of members around the world get support that’s effective, personalized, and truly accessible whenever and wherever they need it.
At Headspace, our values aren’t just what we believe, they’re how we work, grow, and make an impact together. We live them daily: Make the Mission Matter, Iterate to Great, Own the Outcome, and Connect with Courage. These values shape our decisions, guide our collaborations, and define our culture. They’re our shared commitment to building a more connected, human-centered team—one that’s redefining how mental health care supports people today and for generations to come.
Why You’ll Love Working Here:
- A mission that matters—with impact you can see and feel
- A culture that’s collaborative, inclusive, and grounded in our values
- The chance to shape what mental health care looks like next
- Competitive pay and benefits that support your whole self
How we feel about Diversity, Equity, Inclusion and Belonging:
Headspace is committed to bringing together humans from different backgrounds and perspectives, providing employees with a safe and welcoming work environment free of discrimination and harassment. We strive to create a diverse & inclusive environment where everyone can thrive, feel a sense of belonging, and do impactful work together.
As an equal opportunity employer, we prohibit any unlawful discrimination against a job applicant on the basis of their race, color, religion, gender, gender identity, gender expression, sexual orientation, national origin, family or parental status, disability*, age, veteran status, or any other status protected by the laws or regulations in the locations where we operate. We respect the laws enforced by the EEOC and are dedicated to going above and beyond in fostering diversity across our workplace.
*Applicants with disabilities may be entitled to reasonable accommodation under the terms of the Americans with Disabilities Act and certain state or local laws. A reasonable accommodation is a change in the way things are normally done which will ensure an equal employment opportunity without imposing undue hardship on Headspace. Please inform our Talent team by filling out this form if you need any assistance completing any forms or to otherwise participate in the application or interview process.
Headspace participates in the E-Verify Program.
Privacy Statement
All member records are protected according to our Privacy Policy. Further, while employees of Headspace (formerly Ginger) cannot access Headspace products/services, they will be offered benefits according to the company's benefit plan. To ensure we are adhering to best practice and ethical guidelines in the field of mental health, we take care to avoid dual relationships. A dual relationship occurs when a mental health care provider has a second, significantly different relationship with their client in addition to the traditional client-therapist relationship—including, for example, a managerial relationship.
As such, Headspace requests that individuals who have received coaching or clinical services at Headspace wait until their care with Headspace is complete before applying for a position. If someone with a Headspace account is hired for a position, please note their account will be deactivated and they will not be able to use Headspace services for the duration of their employment.
Further, if Headspace cannot find a role that fails to resolve an ethical issue associated with a dual relationship, Headspace may need to take steps to ensure ethical obligations are being adhered to, including a delayed start date or a potential leave of absence. Such steps would be taken to protect both the former member, as well as any relevant individuals from their care team, from impairment, risk of exploitation, or harm.
For how how we will use the personal information you provide as part of the application process, please see: https://www.headspace.com/applicant-notice
Ready to apply?
Apply to Headspace