How companies buy things sounds mundane. It isn't – not at Headway's stage. Every vendor decision shapes how fast we move, how much we spend, and whether our teams have the tools they need to help more people access mental healthcare. We're looking for a Director of Procurement who sees this not as a back-office function, but as one of the most operationally important roles at a company building something that matters.
\nYou'll work directly with our executive team and leaders across Finance, IT, Legal, Security, and Compliance – not just to manage vendors, but to build the systems and judgment that let Headway grow without losing control of cost or risk. You'll establish how we make purchasing decisions, evaluate partners, and create a procurement function that scales with the company.
\nThe expected base pay range for this position is $200,000 - $265,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level. We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity.
","enriched_at":1780762077920},{"id":"job_666c3964-2da","title":"Senior Product Designer, New Channels","source_url":"https://job-boards.greenhouse.io/headway/jobs/6005900004","location":"New York, New York, United States; San Francisco, California, United States; Seattle, Washington, United States","job_type":"full-time","experience_level":"senior","work_arrangement":"remote","category":"Design","description":"We are looking for a Senior Product Designer to join our Patient team. As a Senior Product Designer, you will own the patient experience across our three partnership channels: Health Systems, EAP, and Payer Partnerships. Your work will span the full range, from inventing new products from scratch to scaling proven ones across new partners and segments. You will be the only designer in the room for these channels, shaping what gets built, not just how it looks.
\nYou will present prototypes directly in partner meetings that influence multi-million-dollar relationships. You will partner closely with a Staff PM, engineering, and cross-functional teams including Payer Relations, Health System BD, and Ops. You will report to the Director of Product Design for Patient.
\nWe are building an AI-first design team at Headway. Designers use AI tools like Claude, Cursor, and MagicPatterns to prototype and stay involved through launch and iteration directly in code. You will start in planning mode, using Claude.ai to clarify the problem space and test assumptions. You will prototype with Claude Code/Cursor and MagicPatterns to build and iterate on flows, letting AI generate the pixels and code while you define the right patterns, behaviours, and quality.
\nWhat You'll Own:
\nYou'd be a great fit if...
\nCompensation and Benefits: The expected base pay range for this position is $180,000 - $225,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level. We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity.
","enriched_at":1780672350827},{"id":"job_525df33b-37b","title":"Design Director, Provider Experience","source_url":"https://job-boards.greenhouse.io/headway/jobs/6014204004","location":"New York, New York, United States; San Francisco, California, United States; Seattle, Washington, United States","job_type":"full-time","experience_level":"senior","work_arrangement":"remote","category":"Design","description":"We're looking for a Design Director to lead our provider experience team. As a Design Director, you will drive the provider EHR experience strategy and vision, partner with product, engineering, and senior leadership to define what an AI-native practice management experience looks like, and hire, attract, and manage a team of designers.
\nThe ideal candidate will have 5+ years of experience leading a design team for complex B2B SaaS platforms with consumer-grade UX, experience with hyper-growth startups and larger companies with mature design practices, and a proven track record partnering with product managers, engineers, and leadership to drive experience vision and influence organizational direction through design thinking.
\nIn this role, you will also contribute to the design system and culture, share your AI practice, prompts, and patterns with the broader design team, and conduct research and directly talk to providers to validate solutions.
\nThe expected base pay range for this position is $249,600 - $312,000 based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
\nBenefits offered include equity compensation, medical, dental, and vision coverage, HSA/FSA, 401K, work-from-home stipend, therapy reimbursement, 16-week parental leave for eligible employees, carrot fertility annual reimbursement and membership, 13 paid holidays each year as well as a holiday break during the week between December 25th and December 31st, flexible PTO, employee assistance program, training and professional development.
","enriched_at":1780672336880},{"id":"job_68a8e397-3e0","title":"Staff Backend Software Engineer (Revenue Engine)","source_url":"https://job-boards.greenhouse.io/headway/jobs/6013134004","location":"Remote - New York","job_type":"full-time","experience_level":"staff","work_arrangement":"remote","category":"Engineering","description":"We're looking for a Staff Backend Software Engineer to join our Revenue Engine Team. As one of two staff engineers in the group, you'll partner with engineering leadership to set technical direction across our Payment Platform and Clearinghouse Platform teams. You'll lead the design of fault-tolerant, observable, and deeply reconciled integrations with third-party services and build the abstractions and standards that let dozens of adjacent engineering teams ship faster and more safely on top of our platform.
\nYou'll work closely with our engineering team to solve complex distributed systems problems with real consequences, such as concurrency, idempotency, and partial failures. You'll also mentor senior engineers across both pods and shape the operational excellence that this domain demands.
\nOur stack includes languages like TypeScript and Python 3, frontend frameworks like React, Remix, and Next.js, and backend and storage solutions like FastAPI, SQLAlchemy, Postgres, Redis, and Snowflake. We also use infrastructure like AWS, Temporal, Kafka, and ops tools like Datadog, Sentry, and PagerDuty.
\nAs a Staff Backend Software Engineer, you'll be responsible for defining the solution, pulling in the right people across teams, and keeping things moving when priorities shift. You'll make technical decisions that optimize for maintainability and scale, not just shipping speed. You'll also be a mentor by default, pulling engineers into design discussions without being asked, and teaching through code reviews.
\nWe're looking for someone who is motivated by impact, wants their engineering skills applied to problems that matter, and is passionate about building a mental healthcare system that everyone can access. You'll be part of a team that believes in what we're building and is committed to the full inclusion of all qualified individuals.
","enriched_at":1780672154718},{"id":"job_5d460028-cfd","title":"Engineering Manager (Insurance)","source_url":"https://job-boards.greenhouse.io/headway/jobs/6013576004","location":"New York, New York, United States; San Francisco, California, United States; Seattle, Washington, United States","job_type":"full-time","experience_level":"mid","work_arrangement":"hybrid","category":"Engineering","description":"We're hiring an Engineering Manager to lead one of the teams inside Headway's insurance platform. The successful candidate will lead an engineering team end-to-end, co-own the roadmap with their PM, and report to a senior manager. They will be responsible for technical direction, cross-functional partnership, and operational health.
\nThe ideal candidate will have 3–5+ years of experience as a Software Engineer and have managed engineers for 2+ years. They should be comfortable in a design review, have built systems other teams depended on, and think clearly about failure modes and treat reliability as a feature.
\nThe expected base pay range for this position is $190,000 - $237,500, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
\nBenefits offered include equity compensation, medical, dental, and vision coverage, HSA/FSA, 401K, work-from-home stipend, therapy reimbursement, 16-week parental leave for eligible employees, carrot fertility annual reimbursement and membership, 13 paid holidays each year as well as a holiday break during the week between December 25th and December 31st, flexible PTO, employee assistance program (EAP), training and professional development.
","enriched_at":1780582135811},{"id":"job_18a978b2-f03","title":"Business Operations Lead","source_url":"https://job-boards.greenhouse.io/headway/jobs/6007600004","location":"Remote - New York","job_type":"full-time","experience_level":"senior","work_arrangement":"remote","category":"Operations","description":"We're looking for a Business Operations Lead to join our team at Headway. As a Business Operations Lead, you will drive complex, cross-functional initiatives that advance pod-level objectives. You'll work independently to identify opportunities, address dependencies, and ensure alignment across stakeholders - turning ambiguous problems into structured analyses, scalable processes, and clear recommendations.
\nYou'll build and operate scalable workflows and processes (0→1) that improve efficiency, reliability, and throughput across your domain. You'll leverage data tools to extract insights, validate assumptions, and inform decisions, synthesizing findings into clear recommendations that guide pod and organizational priorities.
\nYou'll plan, execute, and deliver initiatives end-to-end by setting clear objectives, timelines, and success metrics – driving accountability across functions without formal authority.
\nWe're looking for someone with 5+ years of experience in operational roles at high-growth companies; background in consulting, finance, or business operations preferred but not required. You should be able to independently deconstruct complex problems into structured, testable components - and you're comfortable working through ambiguity without waiting for full clarity.
\nYou'll be great for this role if you're proficient with AI & data tools (e.g., Looker, Excel, SQL, dashboards) and use them fluently to extract insights, validate assumptions, and streamline workflows. You design systems with scale in mind - anticipating bottlenecks, iterating based on feedback, and codifying learnings into playbooks and standards. You coordinate resources and align priorities across teams, building trust through transparency, accountability, and clear communication.
\nYou take calculated risks and make decisions that advance pod objectives, anticipating downstream impacts before taking action. You're motivated by the opportunity to make an impact on one of our generation's defining problems: affordable mental healthcare.
","enriched_at":1780492178379},{"id":"job_ac77c104-6d2","title":"Senior Medical Coding Specialist","source_url":"https://job-boards.greenhouse.io/headway/jobs/6007405004","location":"Remote","job_type":"full-time","experience_level":"senior","work_arrangement":"remote","category":"Operations","description":"We're looking for a Senior Medical Coding Specialist to help bring our vision to life. As part of our Clinical Operations team, you will audit medical records to assess compliance with behavioural health coding and documentation standards (ICD-10-CM and CPT).
\nIn this role, you will:
\nYou'd be a great fit if:
\nCompensation and Benefits: The expected base pay range for this position is $76,160 - $112,000, based on a variety of factors including qualifications, experience, and geographic location.
\nBenefits offered include:
\nWe are looking for an exceptional Associate Principal, Partner Success (Care Partnerships), to join our team. This role will be responsible for the happiness of our care partners, managing executive steering committees, and building relationships with care partners' teams and leadership. You will leverage data to generate insights and identify new opportunities for partnership growth, collaborating with cross-functional internal stakeholders to deliver insights to inform product and operations strategy.
\nThis is an exceptional opportunity to own high-impact objectives at a rapidly scaling, mission-driven company. You will love this role if you have a minimum of 7+ years of experience in the healthcare space, preferably in roles within Customer Success, or in Strategic Customer-facing roles. You should bring deep exposure to health system or provider group models and economics, and be a relationship builder who delights in forging meaningful bonds across all levels of an organization.
\nThe expected base pay range for this position is $120K - $190K, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level. We offer a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity.
\nBenefits offered include:
\nWe believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations.
","enriched_at":1779516584114},{"id":"job_6aacfa40-699","title":"Associate Medical Director/Principal, Payer Partnerships","source_url":"https://job-boards.greenhouse.io/headway/jobs/6004829004","location":"Remote","job_type":"full-time","experience_level":"senior","work_arrangement":"remote","category":"Healthcare","description":"We are looking for an exceptional Associate Medical Director/Principal, Payer Partnerships to support our health plan relationships, external thought leadership strategy, and continue expanding our provider network impact.
\nAs the only tech-enabled behavioural health MSO built with entirely in-house software, Headway has an unprecedented opportunity in the clinical space. Today, we support more than 70,000 clinicians and hundreds of thousands of patients.
\nThe successful candidate will have 3+ years of experience as a clinician with experience operating in a fast-paced, high-growth business. They will also have 2+ years of experience working in payer or partnership roles, ideally in technology environments.
\nKey responsibilities include supporting Headway health plan partnerships and strategy, promoting external relations with payers through relationship building, presentations/reporting, sales meetings, and conference participation, and driving creative, innovative, exploratory data analyses to prove patient outcomes, generate novel insights, shape strategic direction, and demonstrate scientific and strategic value to customers.
\nThe expected base pay range for this position is $179,200 - $280,000, based on a variety of factors including qualifications, experience, and geographic location. We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity.
","enriched_at":1779516573033},{"id":"job_91270535-92f","title":"Staff Product Marketing Manager, Payer - Clinical Value","source_url":"https://job-boards.greenhouse.io/headway/jobs/6001197004","location":"Remote","job_type":"full-time","experience_level":"staff","work_arrangement":"remote","category":"Marketing","description":"We're looking for a Staff Product Marketing Manager, Payer - Clinical Value to join our team. As a key member of our Payer Marketing team, you'll own the narrative around our clinical and network data, translating it into evidence-backed stories that inspire payers to bring Headway examples first. You'll partner with our clinical team to source the data, then build the narrative around it. You'll also build a competitive intelligence capability that surfaces insights to product and GTM, shaping how we position against alternatives.
\nYour responsibilities will include:
\nYou'd be a great fit if you have 7+ years of product marketing experience, ideally marketing to payers or enterprise buyers in healthcare, fintech, or another highly regulated industry. You should be comfortable sitting with a clinical lead, a data scientist, and a deck at the same time. You should have a point of view on what good clinical or scientific storytelling looks like. You should be empathetic and relationship-obsessed, both with internal collaborators and customers. You should be a strong storyteller and narrative-builder. You should have a strong track record of quantifiable results. You should want an environment with open feedback and high autonomy. You should be motivated by the chance to make an impact on one of our generation's defining problems, accessible mental healthcare.
\nThe expected base pay range for this position is $190,400 - $238,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level. We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity.
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