Headspace Sourcing

Manage and optimize GTM systems, integrations, and reporting infrastructure to support the revenue lifecycle. | 5+ years Revenue or GTM Operations experience with Salesforce admin skills and deep knowledge of Salesforce, HubSpot, NetSuite, and automation tools. | About the Senior Revenue Operations Manager at Headspace: Headspace’s mission is to provide every person access to lifelong mental health support. We provide on-demand access to behavioral health coaching, video therapy, video psychiatry and self-guided content that’s proven to improve symptoms of depression and anxiety. 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. Headspace enterprise offerings combine this experience with a human-centered model of care, with coaching, therapy, psychiatry and EAP services under one roof. Our B2B business is the largest and fastest growing channel at Headspace, supporting 4,000+ enterprises and 50+ million covered lives. We are hiring a Revenue Operations generalist to own and scale our GTM systems, integrations, and reporting infrastructure. This role sits at the center of Sales, Customer Success, Marketing, and Finance, ensuring our revenue lifecycle is accurately represented, automated, and measurable across systems. This is a hands-on role for someone who has been the go-to admin—not just a requirements gatherer. You will work directly in Salesforce, HubSpot, NetSuite, billing tools, and automation platforms to keep the GTM engine running cleanly and efficiently. What You Will Do: Salesforce Reporting Own Salesforce reporting and dashboard strategy to support GTM leadership, RevOps, Finance, and Executive Leadership. Partner with stakeholders to define and standardize revenue metrics, pipeline views, and lifecycle performance. Build and maintain reporting dashboards that connect Salesforce and downstream systems into executive-ready insights. Ensure reporting accuracy through strong data modeling and governance practices. GTM Systems & Integrations Manage and maintain connections across the GTM tech stack, including Salesforce, HubSpot, NetSuite, Zoominfo, billing systems (e.g., Zone Billing), and Workato. Monitor system health, data syncs, and integration reliability; proactively identify and resolve issues. Partner with internal system owners and external vendors to troubleshoot, escalate, and remediate integration failures. Revenue Lifecycle Operations Support the full GTM lifecycle across systems—from lead and opportunity management through contracting, billing, renewals, and expansions. Ensure consistent lifecycle stage definitions and data flow across Salesforce, HubSpot, Finance, and billing tools. Assist RevOps leadership in translating GTM process changes into scalable system updates. Automation & Workflow Optimization Build and optimize Salesforce Flows, validation rules, and automation to streamline GTM workflows. Maintain and enhance HubSpot workflows supporting lead routing, lifecycle progression, and marketing handoffs. Reduce manual work while preserving data quality, auditability, and operational clarity. Cross-Functional Partnership & Troubleshooting Serve as a liaison between Revenue Operations and other system experts (Finance, Marketing Ops, IT, external consultants). Diagnose complex system and data issues that span multiple tools and teams. Provide clear, pragmatic recommendations when tradeoffs exist between speed, accuracy, and scalability. Documentation & Operational Rigor Build and maintain clear documentation, SOPs, and system runbooks for GTM processes and tooling. Ensure institutional knowledge is captured and transferable—not trapped in individuals. Support onboarding and enablement by making systems understandable and repeatable. What You Will Bring: Required Skills: 5+ years of experience in Revenue Operations, GTM Operations, or a similar role in a B2B environment. Salesforce Administrator certification or equivalent hands-on experience serving as a primary Salesforce admin. Deep, practical experience working with: Salesforce HubSpot NetSuite Billing systems (e.g., Zone Billing or similar) Automation tools such as Workato, Make.com, Zapier Strong understanding of how revenue data flows across Sales, CS, Marketing, and Finance. Ability to independently troubleshoot systems and integrations without needing step-by-step direction. Preferred skills: Experience as RevOps Analyst, RevOps Engineer, or GTM Systems roles. Direct ownership of Salesforce automation and HubSpot workflows. Experience supporting subscription-based or recurring revenue models. Pragmatic approach to improving systems incrementally. Background in healthcare or similar industry is a plus. 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 $98,000-$138,000 + 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

Design and deliver training and community experiences to drive client adoption and engagement. | 5+ years designing and delivering learning experiences for enterprise audiences with strong facilitation and public speaking skills focused on mental health. | About the Client Training and Community Manager at Headspace: This role sits in our ‘Organizational Experiences’ Team who engage with our corporate customers to onboard and train their employee populations. In this role, you’ll design and deliver high-impact training, facilitation, and community experiences for Headspace’s strategic enterprise clients and partners. Your work will support adoption, engagement, and long-term value for employee populations, while helping scale Headspace’s training and engagement strategies. This role blends live facilitation, learning and content development, community programming, and client partnership. You’ll work closely with Client Success, leadership, and cross-functional teams, balancing hands-on delivery with longer-term training and product development. ***We are hiring candidates located in the Eastern Time Zone due to the clients this position will support.*** What you will do: Training Delivery & Facilitation Deliver engaging, high-quality virtual and in-person training experiences for strategic enterprise clients and partners, with the goal of driving Headspace adoption and employee engagement. Facilitate sessions on mental health and well-being topics with confidence, care, and credibility, reflected in consistent positive client feedback. Support client launches, key meetings, and high-impact moments as a trusted facilitator and thought partner. Support with cross-functional event coordination for strategic accounts and events. Community Program Development Drive and evolve Headspace’s Champions and Community programs, developing products and experiences that engage champions and leaders within client organizations. Own the day-to-day experience of the Client Admin Community, including moderation, programming, forums, meetups, and events. Client Partnership & Relationship Support Act as a consultative partner to enterprise clients, helping shape engagement strategies and recommending relevant training and community experiences. Partner closely with the Client Success team to support high-impact and higher-complexity enterprise accounts, contributing to long-term client success and reduced risk. Content, Product & Instructional Design Create new and update existing Headspace training content in response to client feedback, business needs, and team strategy. Support training and engagement projects from concept through delivery, collaborating with leadership and cross-functional partners to solve challenges and build scalable solutions. Design net-new trainings and engagement products from a blank slate, aligned with Headspace’s brand, voice, and design principles. Internal Enablement & Development Support the training and ongoing development of Headspace’s internal and external facilitator network. Contribute to strategic team initiatives as priorities evolve, which may include building new engagement products, improving processes, supporting data analysis, or enabling internal teams. Commit to ongoing personal and professional development, including continued learning in mental health, facilitation, and Headspace content. What you will bring: Required Skills: 5+ years of experience designing and delivering learning, training, or engagement experiences for enterprise audiences. Strong public-speaking and facilitation skills across virtual and in-person settings, with a demonstrated ability to create engaging, thoughtful, and psychologically safe learning experiences around mental health and well-being. A creative and curious approach to facilitation and learning design, with a track record of continually improving experiences based on feedback, insight, and experimentation. Experience partnering with external stakeholders, including large organizations and teams such as HR, People, Learning, or Wellness (or equivalent functions). A proactive, results-oriented mindset, with comfort taking initiative, improving processes, and balancing speed with care, quality, and user-centered decision-making. A genuine commitment to improving workplace well-being and mental health, and the ability to communicate this purpose in a clear, authentic, and engaging way. We value strong facilitation fundamentals, learning agility, and the ability to grow into new domains. Domestic and international travel may be required for this role. A valid passport/visa is required. Given the client-facing delivery aspect of this role, occasional early morning deliveries (6-7am EST) and evening (9-10pm EST) may be expected. Preferred Skills: Relevant backgrounds include training, coaching, learning & development, client consultancy, business or behavioral psychology, education, healthcare, wellness, or other behavioral health–adjacent fields. Experience in the mental health space. Comfortable working across tools such as LMS platforms, community forums, webinar tools, and collaboration systems (e.g., Google Suite, Zoom, Slack, project management tools). Location: We are currently hiring this role remotely in the US, located in the Eastern Time Zone. Candidates must permanently reside in the US full-time. Pay & Benefits: The anticipated new hire base salary range for this full-time position is $64,800-$90,000 + 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

Develop and maintain relationships with health benefits consultants to increase visibility and sales opportunities for Headspace, while leading and coaching a team of CRM managers. | Minimum 5+ years in employer healthcare benefit consulting or related business development roles, with strong relationship management, strategic planning, and team leadership skills. | About the Manager, Consultant Relations at Headspace This is an exciting career opportunity at a dynamic growth-stage startup. In this role, you will be motivated to transform mental healthcare to improve the health and happiness of the world by engaging and educating health benefits consultants about our solutions. As a Manager of Consultant Relations, you will be a leader and champion for Headspace with National and Regional benefits consultants. You will be responsible for identifying, developing and maintaining relationship opportunities with health benefits consultants in an effort to increase the visibility of Headspace and ultimately leading to more consultant generated sales opportunities. You’ll work closely with Sales, Client Success, Marketing as well as other internal stakeholders to assist in delivering an engaging and effective message in the market. Additionally, as a Manager you will develop, implement and oversee the growth and retention strategies of the department and manage the team of CRMs under your purview. This includes setting clear priorities, coaching the team on influence and deal activation strategies, holding the team accountable to measurable outcomes, and ensuring consistent execution quality across firms and regions. What you will do: Own and deliver against a defined consultant-influenced pipeline target, partnering closely with Sales to ensure adequate pipeline coverage, deal activation, and progression through the funnel. Heighten awareness and increase visibility of Headspace with SMEs, Innovation Leaders with high-value Partners (Willis Towers Watson, Mercer, AON, Lockton, etc.) through virtual and onsite meetings and events. Establish and maintain a disciplined engagement cadence with priority consulting firms, including executive meetings, quarterly business reviews, joint account planning, and signature events. Track, analyze, and report consultant-influenced pipeline performance, including sourced and influenced opportunities, and regularly communicate progress, risks, and mitigation plans to senior leadership. Build and manage a consultant relations operating rhythm, including annual planning, quarterly priorities, and monthly execution tracking across activities, events, and deal support. Build understanding about our solutions and capabilities, and expand the broader conversion around mental health strategies with key innovation leaders in the benefits consultant/broker space. Lead, coach, and performance-manage a team of Consultant Relations Managers, including goal setting, prioritization, development planning, and regular feedback tied to pipeline impact and execution quality. Allocate team resources across consulting firms based on strategic importance and revenue potential, adjusting coverage as business priorities evolve. Develop growth strategies and execution plans that drive consultant-influenced pipeline growth, activate joint pursuits, and deliver high-quality revenue opportunities to the sales team. Execute on various marketing campaigns that generate demand and awareness. Collaborate with Cross-Functional Leaders from internal teams including Sales, Product, Marketing, Client Success and Operations to execute against OKRs. Develop and negotiate Partnerships with National Consulting Houses and Preferred Vendor Status Agreements. What you will bring: Required Skills: 5+ years of experience in the employer healthcare benefit consultant/broker space. Demonstrated ability to manage and develop high-performing teams, including setting goals, prioritizing work, and driving accountability to outcomes. Experience in channel, consulting strategy or business development. Good track record of sourcing, developing and maintaining partner relationships. Strong interpersonal and relationship skill-building skills, polished communications and proven track record of success with strategic account management. Possesses a deep understanding of the health/benefits landscape. Self-starter, reliable team player with the ability to deliver quality projects on time. Ability to thrive in a fast past and every changing environment and can successfully manage multiple projects with a sense of urgency. Working closely with sales to create down-funnel opportunities. Ability to travel 25%-30% of the time. Preferred Skills: Experience managing a team, creating strategy and delivering results. Past experience working as a consultant relations manager at a digital health organization and/or carrier and/or as an employee benefit consultant. Experience building and executing against a regional strategy Knowledge of Salesforce 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 $124,000-$170,000 + variable compensation + 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

Manage and optimize revenue operations systems, reporting, and integrations to support GTM functions. | Requires 5+ years in Revenue Operations, hands-on experience with Salesforce, HubSpot, NetSuite, and automation tools, along with system troubleshooting skills. | About the Senior Revenue Operations Manager at Headspace: Headspace’s mission is to provide every person access to lifelong mental health support. We provide on-demand access to behavioral health coaching, video therapy, video psychiatry and self-guided content that’s proven to improve symptoms of depression and anxiety. 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. Headspace enterprise offerings combine this experience with a human-centered model of care, with coaching, therapy, psychiatry and EAP services under one roof. Our B2B business is the largest and fastest growing channel at Headspace, supporting 4,000+ enterprises and 50+ million covered lives. We are hiring a Revenue Operations generalist to own and scale our GTM systems, integrations, and reporting infrastructure. This role sits at the center of Sales, Customer Success, Marketing, and Finance, ensuring our revenue lifecycle is accurately represented, automated, and measurable across systems. This is a hands-on role for someone who has been the go-to admin—not just a requirements gatherer. You will work directly in Salesforce, HubSpot, NetSuite, billing tools, and automation platforms to keep the GTM engine running cleanly and efficiently. What You Will Do Salesforce Reporting Own Salesforce reporting and dashboard strategy to support GTM leadership, RevOps, Finance, and Executive Leadership. Partner with stakeholders to define and standardize revenue metrics, pipeline views, and lifecycle performance. Build and maintain reporting dashboards that connect Salesforce and downstream systems into executive-ready insights. Ensure reporting accuracy through strong data modeling and governance practices. GTM Systems & Integrations Manage and maintain connections across the GTM tech stack, including Salesforce, HubSpot, NetSuite, Zoominfo, billing systems (e.g., Zone Billing), and Workato. Monitor system health, data syncs, and integration reliability; proactively identify and resolve issues. Partner with internal system owners and external vendors to troubleshoot, escalate, and remediate integration failures. Revenue Lifecycle Operations Support the full GTM lifecycle across systems—from lead and opportunity management through contracting, billing, renewals, and expansions. Ensure consistent lifecycle stage definitions and data flow across Salesforce, HubSpot, Finance, and billing tools. Assist RevOps leadership in translating GTM process changes into scalable system updates. Automation & Workflow Optimization Build and optimize Salesforce Flows, validation rules, and automation to streamline GTM workflows. Maintain and enhance HubSpot workflows supporting lead routing, lifecycle progression, and marketing handoffs. Reduce manual work while preserving data quality, auditability, and operational clarity. Cross-Functional Partnership & Troubleshooting Serve as a liaison between Revenue Operations and other system experts (Finance, Marketing Ops, IT, external consultants). Diagnose complex system and data issues that span multiple tools and teams. Provide clear, pragmatic recommendations when tradeoffs exist between speed, accuracy, and scalability. Documentation & Operational Rigor Build and maintain clear documentation, SOPs, and system runbooks for GTM processes and tooling. Ensure institutional knowledge is captured and transferable—not trapped in individuals. Support onboarding and enablement by making systems understandable and repeatable. What You Will Bring Required 5+ years of experience in Revenue Operations, GTM Operations, or a similar role in a B2B environment. Salesforce Administrator certification or equivalent hands-on experience serving as a primary Salesforce admin. Deep, practical experience working with: Salesforce HubSpot NetSuite Billing systems (e.g., Zone Billing or similar) Automation tools such as Workato, Make.com, Zapier Strong understanding of how revenue data flows across Sales, CS, Marketing, and Finance. Ability to independently troubleshoot systems and integrations without needing step-by-step direction. Preferred Experience as RevOps Analyst, RevOps Engineer, or GTM Systems roles. Direct ownership of Salesforce automation and HubSpot workflows. Experience supporting subscription-based or recurring revenue models. Pragmatic approach to improving systems incrementally. Background in healthcare or similar industry is a plus. 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 $98,000-$138,000 + 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