Headspace

Therapist

• Provide high quality, innovative, tele-therapy to Headspace patients over a HIPAA compliant video conferencing platform
• Complete, sign and lock clinical case notes in EMR within 48 hours of session as part of the per-session reimbursement rate.
• Maintain your personalized database to record proof of licensure, license updates, expiration dates, personal information, etc.
• Keep your availability calendar up to date
• Work with a collaborative care team including health coaches, other therapists, psychiatrists, and external care providers

Licensed Mental Health Therapist, 1099 Contractor

Account Manager

• Build and nurture relationships with benefits consultants and brokerage partners (e.g., Mercer, Aon, Willis Towers Watson, Lockton, Alliant, and Brown & Brown) to increase awareness and advocacy for Headspace as the trusted Mental Health Companion for employers and their workforces.
• Educate and influence the consulting community by delivering impactful presentations, participating in innovation sessions, speaking at and joining panel discussions, and representing Headspace at industry events.
• Independently develop and execute regional consultant engagement strategies that align with Sales and Marketing priorities, generating qualified opportunities and accelerating pipeline growth.
• Collaborate cross-functionally with Sales, Client Success, Marketing, Product, and Operations teams to ensure a unified, impactful market approach.
• Own the end-to-end management of key consultant relationships and strategic partner engagements — ensuring proactive outreach, timely follow-ups, and seamless cross-functional execution.
• Partner with Marketing to co-create campaign strategies and consultant-facing content that elevate Headspace’s visibility, positioning, and thought leadership in the employer benefits space.
• Synthesize data and insights from consultant interactions to refine go-to-market strategies, identify whitespace, and shape how Headspace is positioned across the consulting ecosystem.
• Represent Headspace externally at national and regional conferences, showcasing our evidence-based mental health and wellbeing solutions.

Senior Consultant Relations Manager

Financial Planning and Analysis

• Lead components of the company’s revenue, cash, and GTM commissions planning processes—owning models, partnering with cross-functional teams, and providing strategic recommendations as part of annual budgeting and quarterly reforecasting.
• Build and evolve reporting frameworks that synthesize revenue and cash trends into actionable insights for Finance leadership and cross-functional partners.
• Analyze revenue performance metrics such as GRR, NDR, Churn, and ARR across customer and product segments to support forecast accuracy and surface insights
• Perform monthly revenue and cash flow variance analysis—translating key findings, risks, and performance drivers into executive-ready insights that inform decision-making.
• Continuously evaluate and enhance forecasting and reporting processes, identifying opportunities to automate, streamline, and rebuild models to improve accuracy, scalability, and efficiency
• Serve as a strategic financial partner to Accounting, GTM, and Deal Desk—collaborating on revenue recognition nuances, complex deal structures, and commission modeling to ensure alignment with company goals.

Finance Lead, Revenue & Cash Management

Licensed Therapist, 1099 Contractor

Bilingual

• Carry a flexible caseload of members (up to 29hrs/week) and complete intakes of new members
• Attend and respond to multiple tasks, situations and responsibilities simultaneously throughout your shift
• Maintain accurate and timely documentation and paperwork (I.e. discovery sessions, care plans, daily notes and other required paperwork)
• Excellent communication, writing and typing skills (spelling, grammar, syntax)
• Collaborate through notes with member's Clinical Team to collaborate on their care plan
• Coaching support around a variety of topics such as depression, anxiety, stress management, relationships, communication, and career
• Collect information on risk in the moment with members using the Columbia-Suicide Severity Rating Scale (C-SSRS), taking the appropriate next steps and escalating care as needed.

Bilingual Mental Health Coach, French/English

Director

• Own and evolve Support strategy across Member Care, Product, and Provider Support, driving a clear bar for what great looks like.
• Lead and develop in-house and outsourced teams, fostering empowerment, accountability, and cost effective resourcing designed to scale.
• Design and operationalize an AI-empowered support ecosystem that drives proactive insights, operational excellence, and measurable member outcomes.
• In partnership with senior leaders, position MCA as a strategic driver of product, experience, and growth.
• Set and drive measurable performance metrics across SLAs, NPS, and quality by architecting systems, processes, and enablement that elevate member and agent outcomes.
• Design and lead the operational model for the Member Care & Advocacy (MCA) organization, aligning team structure, staffing ratios and partner resourcing to ensure consistent service levels, workforce stability and SLA achievement.
• Command operational scale across internal teams and partner networks, ensuring every channel operates with precision, consistency, and efficiency.
• Leverage Voice of the Member intelligence to uncover systemic issues, partner cross-functionally to address root causes, and drive measurable improvements to member and provider end to end experiences.
• Build a high-performing, compassionate team culture rooted in a growth mindset and accountability. This requires a hands-on leader with a passion for coaching and continuous learning.
• Champion a Member-First approach, embedding empathy and advocacy into every interaction.
• Coach and empower leaders to make real-time, values-aligned decisions that drive impact.
• Partner across Product, Engineering, Care, and Operations to enhance tools, processes, and issue resolution.
• Ensure the member voice directly informs product, operational, and business strategy.
• Build strong cross-functional alignment by translating front-line insights into shared priorities and action.
• Identify and scale automation and AI solutions that improve speed, quality, and personalization.
• Apply a product mindset to internal systems - designing scalable, data-informed workflows that continuously improve agent and member experiences.
• Foster continuous improvement (“iterate to great”) while ensuring technology amplifies empathy, not replaces it.

Senior Director, Support – Member Care & Advocacy

Full-stack Engineer

• Lead complex, multi-squad projects through their full lifecycle to Own the Outcome, collaborating with product, design, and data teams to deliver high-quality and well-monitored solutions that impact millions.
• Architect and build scalable services for mission-critical systems using modern technologies like TypeScript/React and Python/Django. This is how you will Make the Mission Matter: by shaping a technical strategy that directly supports our mission to improve mental health access.
• Shape the architectural vision for the Platform team by championing our value to Iterate to Great, driving the future of our tech stack and engineering excellence through rigorous code reviews, thoughtful RFCs, clear documentation, and continuous process improvements.
• Connect with Courage to drive impactful technical and business decisions, leading challenging cross-functional conversations with clarity and conviction.
• Mentor engineers at all levels, fostering their growth and establishing yourself as a recognized technical leader within the organization.

Staff Software Engineer, Fullstack

Sales

• Own and exceed your quota by expanding and deepening partnerships within existing regional and national health plans across Commercial, Medicare Advantage, and Medicaid lines of business, while pursuing new strategic opportunities that drive multi-million-dollar contracts focused on digital behavioral health integration and value-based outcomes.
• Proactively identify growth opportunities within existing payer partnerships by leveraging cross-functional expertise to co-develop innovative solutions that address customer needs, strengthen plan relationships, and drive long-term business impact
• Execute and continuously improve scalable payer sales processes — including consultative pitching, negotiation, and contracting — in alignment with payer procurement standards and supported by sales leadership.
• Strengthen and expand trusted relationships with senior executives across Network, Behavioral Health, Medical Management, and Clinical Strategy teams within payer organizations to drive deeper integration, renewals, and expansion opportunities aligned with member and plan priorities.
• Partner with Market Development, Health Plan Strategy, and Product teams to support development of go-to-market strategies and contribute to expansion planning by surfacing customer needs and market insights.
• Partner with ecosystem partners and health plan innovation teams to co-develop pilots, expand shared-savings arrangements, and amplify reach within payer networks.
• Serve as a strategic expert in the behavioral health and digital health payer landscape, leveraging insights into VBC trends, parity regulations, and emerging reimbursement models to shape Headspace’s health plan sales approach.
• Provide data-driven forecasting and pipeline analytics to inform expansion strategy within existing payer accounts, optimize contract renewal timing, and identify new revenue opportunities across Commercial and Government lines.
• Represent Headspace at select payer and digital health industry events (e.g., AHIP, HLTH, Medicaid Innovation Forum), in coordination with sales leadership, to support visibility and foster external relationships that advance priority deals.
• Provide insights and best practices with sales peers and cross-functional teams to support collective learning. Collaborate with sales leadership by providing input on market trends and expansion opportunities to refine team-wide sales strategies.
• Travel as needed (~30%) to advance key deals and attend in-person meetings or events.

Senior Director, Health Plan Sales

Account Executive

• Own and exceed your quota by closing new logo deals with employers of 7,500+ employees, selling high-ACV (Six and Seven-Figure) multi-product contracts.
• Manage full-cycle enterprise sales processes including outbound prospecting, discovery, consultative pitching, product demonstration, proposal development, negotiation, and close.
• Cultivate trusted relationships with senior leaders across Human Resources, Total Rewards, Benefits, and People teams to deeply understand organizational needs and priorities.
• Collaborate closely with Account Development Executives (BDRs), Consultant Relations, and Marketing to build pipeline and support coordinated regional go-to-market efforts.
• Partner with key benefits consultants, brokers, and channel partners to amplify market reach and co-sell effectively.
• Serve as a strategic expert in the mental health benefits space, leveraging industry trends, buyer insights, and competitive dynamics to shape your sales approach.
• Identify and propose strategic approaches to technical sales challenges affecting the enterprise team, establish sales standards, and drive adoption of solution-based selling methodologies.
• Provide accurate forecasting and pipeline reporting to support revenue planning and team-wide accountability.
• Partner with Sales Ops and leadership to refine and implement sales excellence processes that support consistency across enterprise deals.
• Identify market trends and propose innovative solutions in collaboration with cross-functional teams to support long-term business opportunities.
• Represent Headspace at high-impact industry events and conferences to enhance brand presence and cultivate new enterprise relationships.
• Contribute to organizational capability building by identifying skill gaps, providing mentorship, and creating development opportunities for other team members to enhance overall sales effectiveness.
• Support capability-building across the team by sharing best practices, mentoring peers, and contributing to learning opportunities.
• Travel as needed (~30%) to advance key deals and attend in-person meetings or events.

Sales Executive, Enterprise

Product Manager

• Own the LLM Innovation Roadmap
• Identify and validate opportunities with research and engineering
• Deliver user-centric solutions
• Lead cross-functional collaboration
• Scale innovation frameworks
• Evaluate partnerships and tools
• Drive measurable outcomes through defined KPIs
• Inspire thought leadership for LLM innovation

Director of Product – LLM Innovation

Business Development Rep

• Support the identification and prioritization of new partnership opportunities with health plans by conducting outreach and coordinating follow-ups with prospects
• Partner with the Strategic Partnership Director and senior team members with advancing deals through the sales cycle, including scheduling, documentation, and tracking milestones from initial outreach through close
• Coordinate with legal and senior leaders to navigate contracting processes, track status, and help document updates during negotiations
• Champion the execution of partnership strategies and structuring deals in alignment with team direction
• Assist with the evaluation and development of opportunities with channel partners to accelerate deal flow
• Engage with finance and actuarial teams by gathering data inputs and helping to coordinate pricing model development for strategic deals
• Collaborate with senior leaders and cross-functional teams to drive execution of go-to-market plans
• Contribute to our product roadmap by sharing the customer’s voice

Business Development Manager, Health Plans

Data Scientist

• Drive significant business outcomes by leading impactful and complex data projects that align with strategic priorities.
• Provide thought leadership by collaborating with cross-functional teams to translate complex business problems into scalable analytical frameworks. Recommend and implement actionable insights that drive measurable results.
• Serve as the organization's subject matter expert on advanced statistical analysis, experimental design, data science approaches, and financial impact analysis, ensuring best practices are followed.
• Lead root cause analyses for critical business metrics, crafting structured approaches to identify and address key drivers. Facilitate discussions with senior stakeholders and teams to prioritize and implement optimization strategies.
• Architect and implement automation solutions for analytical processes, including experimentation readouts and self-service analytics, improving scalability and efficiency.
• Lead the development of high-quality data product requirements, dashboard scopes, and automated reporting solutions. Build strong partnerships with Data Engineering, Business Intelligence, and other data stakeholders.
• Partner with Business Intelligence engineering teams to drive both immediate data initiatives and the long-term vision for data-driven reporting and metric frameworks.
• Independently identify opportunities for improvement or growth, initiate projects, and lead them to successful outcomes with measurable impact.

Staff Data Scientist

General Counsel

• Serve as the lead attorney and primary POC for all commercial contracting matters at Headspace, including overseeing B2B, Health Plan, Partnership and Procurement contracting
• Support AI and emerging tech contracting strategy, drafting and negotiating commercial agreements that involve the use, development, or licensing of AI technologies—including data rights, IP, and model training restrictions
• Draft, review, and negotiate a wide variety of commercial agreements including MSAs, Health Plan, BAAs, DPAs, vendor, and strategic partnership agreements. Partner with leadership across business units to provide strategic, pragmatic legal counsel. Solve process gaps and maximize deal efficiency
• Oversee Legal Ops, including owning our CLM integrations and legal AI tooling, optimizing contract workflows, templates, and processes to reduce friction and improve efficiency
• Ensure compliance with healthcare, privacy, and other applicable laws and regulations (e.g., HIPAA, CCPA, GDPR)
• Provide creative, solution-oriented legal advice in a fast-paced, high-growth environment
• Be open to expanding your skillset- we are a small team that has the opportunity to cover a wide range of business needs
• Manage commercial-focused budget, including external legal support and software

Lead Commercial Counsel

• Design and develop innovative content experience features for the Headspace mobile application
• Collaborate closely with cross-functional teams to create detailed technical specifications and assess feasibility of new features
• Prototype, architect, and implement solutions that integrate with backend services
• Write and maintain high-quality, performant, and efficient code
• Conduct thorough unit testing to ensure robustness and reliability across edge cases
• Stay ahead of industry trends and integrate emerging technologies to enhance development efficiency and product quality
• Leverage expertise in mobile architectures and design patterns to shape Headspace’s mobile platform
• Champion documentation, quality management, and adherence to Headspace’s methods and frameworks
• Migrate/integrate existing native features and functionality to Flutter

Senior Software Engineer, Flutter

Operations

• Oversee provider credentialing lifecycle, including primary source verification, initial credentialing, delegated roster submissions, non-delegated enrollments, and recredentialing
• Serve as a subject matter expert on NCQA credentialing standards and health plan variations, applying judgment and escalating to compliance/legal as needed
• Monitor and manage credentialing vendor performance against SLAs, holding vendors accountable and escalating performance issues
• Ensure credentialing processes meet NCQA requirements, contractual obligations, and are audit-ready
• Maintain accurate credentialing records, SOPs, and committee documentation
• Partner cross-functionally to align on credentialing workflows, escalations, and provider communications
• Assist with state licensing applications and renewals as needed
• Manage third-party vendor for primary source verification and support network scalability and compliance

Senior Operations Associate, Credentialing and Licensing

• Provide high quality, innovative, tele-therapy to Headspace patients over a HIPAA compliant video conferencing platform
• Complete, sign and lock clinical case notes in EMR within 48 hours of session as part of the per-session reimbursement rate
• Maintain your personalized database to record proof of licensure, license updates, expiration dates, personal information, etc.
• Keep your availability calendar up to date
• Work with a collaborative care team including health coaches, other therapists, psychiatrists, and external care providers

Licensed Therapist

• Independently source and develop high-impact partnership opportunities aligned to GTM strategy and target segments.
• Own the full lifecycle of strategic partnerships — from opportunity identification through contract execution, implementation, and growth planning — serving as the central point of accountability.
• Act as both a hunter and farmer — driving new revenue opportunities while also cultivating long-term partner success.
• Lead contracting processes in partnership with Legal and Finance; create and execute detailed account plans to maximize revenue and partner impact.
• Work closely with internal stakeholders to align on goals, ensure smooth onboarding, and deliver exceptional partner outcomes.
• Be accountable for achieving Annual Recurring Revenue (ARR) retention goals, with a strong focus on renewals and growth.
• Proactively synthesize partner feedback and emerging trends to inform product, GTM strategy, and operational improvements.

Strategic Partnerships Lead

• Define and Champion the B2B Platform Vision
• Drive Business Planning and Strategic Roadmaps
• Deliver Cross-functional Impact
• Lead Internal Tooling Innovation
• Advance Data Infrastructure
• Resolve and Prevent Partner Escalations
• Measure What Matters

Lead Product Manager, Platform

Customer Success Manager

• The Partner Success Manager sits on the Client Success Partnerships team, the central engine for driving value and growth within Headspace's B2B partner ecosystem.
• Manages a portfolio of direct clients and their end-to-end lifecycle, including renewals and value reporting.
• Leads successful client roll-outs with Implementation Managers for a seamless launch.
• Later evolves into a trusted day-to-day partner contact for reseller and aggregator partners.
• Supports partners with day-to-day needs, providing materials and answering questions.
• Tracks performance and flags opportunities for additional engagement.
• Shares partner feedback with internal teams to improve product and service experience.