Skip to content

Headway

Insurance-enabled platform matching patients to mental health providers

New York, NYRemote201-1000health techSeries D+
About

Headway builds software to connect patients with in-network therapists and psychiatrists who accept insurance, handling credentialing, billing, and claims. It serves patients seeking affordable mental health care and providers aiming to grow practices without administrative burdens. This addresses access barriers where most therapists don't accept insurance, enabling millions to get timely care.

Tech stack
Operational ExcellenceFreshpaintBehavioral HealthScheduling ToolsMetabasePaymentshealthcare researchCo-MarketingPlatform ArchitectureLTV ForecastingPythonSQLAWSTypeScriptFastAPISQLAlchemyPostgreSQLRedisReactKafka
Perks & benefits
Health insuranceDental insuranceVision insurance401kUnlimited PTOPaid parental leaveEquityWork-from-home stipend
Browse by role
Open roles · 65
Headway

Applied AI Lead, Rev Ops

Lead AI-native revenue operations by building and shipping AI-powered workflows that automate GTM motions and drive scalable growth. Requires 5+ years in RevOps/Strategy and strong fluency with AI tools, SQL, and cross-functional project leadership.

121k – 190kUnited StatesRevenue OperationsRemote5+ YOESQLAPIs
Headway

Staff Product Manager, AI Platform

Own Headway's AI platform vision and roadmap as the first AI Platform PM. Build and scale an ecosystem of agents, skills, and integrations (starting with Eddy) to make every employee AI-native.

265k – 332kNew York, NYProduct ManagementRemote8+ YOERAGEvals
Headway

IT Engineer, Endpoints

Own endpoint lifecycle and device trust programs across macOS, Windows, and ChromeOS. Automate onboarding/offboarding and drive AI-powered endpoint operations in a HIPAA-regulated environment.

132k – 155kNew York, NY +2IT SupportRemote3+ YOEIAMOkta
Headway

Senior IT Engineer

Senior IT Engineer focused on designing and automating IAM lifecycle, IdP integrations, and RBAC initiatives for a fast-growing SaaS company. Requires 5+ years of IAM experience with Okta and strong stakeholder collaboration skills.

180k – 225kNew York, NY +2IT SupportRemote5+ YOEIAMOkta
Headway

Principal Product Manager

Lead high-stakes product domains end-to-end at a Series D mental health platform. Define strategy, ship AI-powered products, and drive alignment across engineering, clinical, and executive teams.

300k – 375kUnited StatesProduct ManagementRemote10+ YOEMentorshipRoadmapping
Headway

Staff Product Manager, Pricing

Own strategy and roadmap for core insurance platform covering claims processing, benefits verification, and payment disbursement. Drive technical decisions, build internal tools, and improve end-to-end customer journeys for providers and patients.

265k – 332kNew York, NY +2Product ManagementHybrid7+ YOEData AnalysisPayment Systems
Headway

Staff Data Infrastructure Engineer

Staff-level Data Infrastructure Engineer to architect and evolve the data platform (Snowflake, ingestion, orchestration, CI/CD, AWS infra) serving analytics, product, and ML teams. Requires 10+ years building scalable data platforms and proven technical leadership.

212k – 265kNew York, NY +2Data EngineeringHybrid10+ YOEAWSSQL
Headway

Senior Manager, Data Engineering

Lead and scale Headway's data engineering team, owning architecture for data warehouse, pipelines, dbt transformations, and orchestration to power analytics, ML, and operations. Requires 8+ years data engineering experience and 3+ years managing teams.

212k – 265kNew York, NY +2Data EngineeringHybrid8+ YOEdbtData Modeling
Headway

Staff Product Manager, Trust & Safety

Lead product vision and roadmap for Trust Foundations at Headway, owning identity quality, data safety, and risk detection across all product surfaces. Requires 7+ years PM experience with 2+ years building trust products.

265k – 330kNew York, NYProduct ManagementRemote7+ YOEData SafetyRoadmapping
Headway

Staff Software Engineer

Staff-level engineer building LLM/ML systems for clinical documentation review, risk detection in healthcare claims, and provider-patient matching at a mental healthcare platform.

264k – 330kNew York, NYML EngineeringRemote7+ YOEAWSLLMs
Headway

Director of Procurement

Director-level role building and owning Headway's procurement function from scratch. Lead strategic sourcing, vendor lifecycle management, cost optimization, and procurement tooling across SaaS, AI, cloud, and professional services spend.

200k – 265kUnited StatesBusiness OperationsRemote8+ YOEAI ToolsProcurement
Headway

Senior Product Designer, New Channels

Senior Product Designer owning patient experience across Health Systems, EAP, and Payer partnership channels. Designs referral-to-booking flows, runs multi-sprint experiments, and works in an AI-native design environment using Claude, Cursor, and MagicPatterns.

180k – 225kNew York, NY +2Product DesignHybrid5+ YOEFigmaClaude
Headway

Design Director, Provider Experience

Lead design vision and execution for Headway's AI-native EHR platform used by 75k+ mental health providers. Hire and manage a design team while hands-on owning complex workflows across scheduling, documentation, and billing.

250k – 312kNew York, NY +2Product DesignHybrid5+ YOEClaudeCursor
Headway

Staff Backend Software Engineer

Staff Backend Engineer on the Revenue Engine team setting technical direction for payment and clearinghouse platforms. Hands-on leader designing fault-tolerant integrations with Stripe, Plaid, and payer systems while mentoring engineers.

224k – 280kUnited StatesBackend EngineeringRemote7+ YOEAWSReact
Headway

Business Operations Lead

The Business Operations Lead will drive complex, cross-functional initiatives, build scalable workflows, and leverage data to inform decisions. This role requires strong problem-solving skills and a builder's mindset to improve efficiency and reliability.

105k – 155kUnited StatesBusiness OperationsRemote5+ YOESQLExcel
Headway

Growth Associate, Care Partnerships

Drive high-volume cold outbound to book meetings with health system care leaders, building pipeline for the Care Partnerships BD team. Requires 1+ year of SDR/BDR experience and strong cold-calling skills.

77k – 77kNew York, NYSales DevelopmentOn-site1+ YOECRMSalesforce
Headway

CX Quality Assurance Lead

Lead CX quality assurance for a mental health platform, owning QA program areas, configuring AI-QA tools, analyzing conversation data, and driving insights that improve agent performance and customer experience.

95k – 140kUnited StatesCustomer SupportRemote4+ YOEHexSQL
Headway

Associate Medical Director, Payer Partnerships

Psychiatrist or Clinical Psychologist supporting payer partnerships, driving data analyses on patient outcomes, and expanding provider network impact at a behavioral health tech platform.

211k – 330kUnited StatesOtherRemote5+ YOEPsychiatryData Analysis
Headway

Associate Principal, Partner Success (Care Partnerships)

Manage and grow strategic partnerships with health systems and care providers, ensuring partner satisfaction while identifying expansion opportunities through data insights and cross-functional collaboration.

120k – 190kUnited StatesAccount ManagementRemote7+ YOEHealthcareData Analysis
Headway

Staff Product Marketing Manager, Payer - Clinical Value

Own the clinical value narrative and competitive intelligence for Headway's payer audience. Translate clinical and network data into evidence-backed stories, partner with clinical teams, and equip sales with the messaging needed to win payer trust.

190k – 238kUnited StatesProduct MarketingRemote7+ YOEPayer MarketingProduct Marketing
Headway

Senior Fullstack Software Engineer

Senior Fullstack Software Engineer building end-to-end features for a mental healthcare platform used by 75,000+ providers. Owns product features from database to UI across clinical systems, practice management, patient experiences, and onboarding using TypeScript, Python, React, and AWS.

168k – 238kNew York, NY +2Fullstack EngineeringHybrid5+ YOEAWSReact
Headway

Program Manager, Talent & AI Enablement

Designs and manages AI adoption and talent acquisition enablement programs for recruiters, hiring managers, and interviewers. Defines metrics, builds dashboards, and partners cross-functionally to drive TA effectiveness and AI integration.

115k – 179kNew York, NY +1RecruitingRemoteAI toolsDashboards
Headway

Senior Governance, Risk, Compliance (GRC) Analyst

Builds and matures GRC program supporting audits (HITRUST, SOC 2, PCI-DSS, HIPAA), manages vendor risk, security training, and technical risk register. Requires 5+ years GRC experience and knowledge of compliance frameworks.

162k – 202kNew York, NY +2Security EngineeringRemote5+ YOESOC 2HIPAA
Headway

Principal Product Designer, Payer

Leads design vision and execution for payer group, building experiences for clinical excellence, coding accuracy, and provider feedback using AI tools like Claude and Cursor. Requires 8+ years designing complex, regulated systems with strong craft and AI fluency.

250k – 312kNew York, NY +2Product DesignRemote8+ YOEFigmaClaude
Headway

CX Systems Lead

Own and evolve Headway's CX systems platform including voice routing, AI agent tooling, Zendesk integrations, and performance reporting. Drive technical programs and cross-functional alignment to scale customer support operations.

105k – 146kUnited StatesCustomer SupportRemote4+ YOEHexSQL