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Headway

Remote Job Openings at Headway (42)

Principal, Clinical Strategy and Execution

United States $144K - $280K per year 5-10 yrs exp Healthcare

The Principal will own the clinical organization's operating system, including governance committee operations, OKR cycles, and clinical policy lifecycles. They will also oversee the execution of clinical programs and act as the primary administrative interface between the clinical team and cross-functional departments.

Chief of Staff, Payer

United States $180K - $225K per year 5-10 yrs exp Others

The Chief of Staff will act as the primary operating layer for the Payer and Clinical teams, driving cross-functional execution and strategic alignment. You will design and facilitate leadership cadences, manage complex initiatives, and translate strategic intent into actionable goals across the organization.

Operations Lead

United States $95200 - $140K per year 5-10 yrs exp Others

The Operations Lead will manage the Patient Safety Triage Team, overseeing daily operations, clinical product launch readiness, and safety data infrastructure. They will also coordinate crisis-support vendor relationships and drive quality improvement initiatives across the organization.

Customer Care Associate

United States $54400 - $80000 per year 0-2 yrs exp Support

You will provide empathetic support to providers and patients via email, live chat, and phone to resolve operational and technical issues. Additionally, you will advocate for users by identifying friction points and proposing product or process improvements.

Director of Customer Experience Operations

United States $160K - $250K per year 10+ yrs exp Support

You will lead the entire customer experience operation, including agent success, customer care, and systems, while managing a team of over 100 employees and 800 partner agents. You are responsible for setting the quality standard, driving AI integration, and managing capacity and costs to support the company's rapid growth.

Business Development Lead, Care Partnerships

United States $111K - $164K per year 5-10 yrs exp Sales

The Business Development Lead will manage the full sales cycle for mid-market health system partnerships, from initial prospecting to successful launch. They will also build relationships with clinical leadership and support enterprise-level deals while mentoring the business development team.

Senior Counsel, Product

United States $179K - $280K per year 5-10 yrs exp Legal

The Senior Counsel will serve as a strategic partner to R&D teams, providing regulatory guidance on AI, data usage, and health laws. They will translate complex legal requirements into actionable tools for engineering and product teams to ensure compliance while supporting innovation.

Revenue Operations Lead

United States $105K - $155K per year 2-5 yrs exp Sales

The Revenue Operations Lead will identify and build AI-powered tools to optimize provider outreach and sales conversion. They will also deliver strategic analysis on funnel trends and pipeline health to support executive decision-making.

Revenue Operations Manager (Insights & AI)

United States $121K - $190K per year 5-10 yrs exp Software Development

The Revenue Operations Manager will serve as the analytical and AI backbone for the Care Partnerships team, building performance infrastructure and AI-powered tools. They will identify opportunities to use AI for partner prioritization and account health while delivering strategic insights to drive GTM decision-making.

Revenue Operations Manager (Process)

United States $121K - $190K per year 5-10 yrs exp Sales

You will build, ship, and iterate AI-powered workflows to automate revenue operations and drive growth across provider GTM teams. Additionally, you will lead cross-functional initiatives to deploy AI-native tools and optimize business processes through data-driven insights.

Staff Software Engineer - Experimentation

United States $265K - $331K per year 10+ yrs exp Software Development

You will own the experimentation platform, designing core primitives for user assignment, exposure tracking, and identity resolution across devices. Additionally, you will act as a technical product manager to sequence the roadmap and educate teams on running trustworthy experiments.

Staff Product Manager, Billing Infrastructure

United States $265K - $331K per year 10+ yrs exp Software Development

You will own the billing platform architecture, ensuring accurate appointment billing and creating reliable financial datasets for Finance and Accounting. You will also partner with cross-functional teams to drive systemic improvements in payment reconciliation and financial reporting.

Scheduling Lead, Workforce Management

United States $99280 - $146K per year 2-5 yrs exp Recruitment

The Scheduling Lead will build, optimize, and publish contact center schedules to meet demand while balancing SLA targets and agent well-being. This role also involves managing network-wide roster data, reconciling staffing spend, and driving scheduling-optimization strategies using AI-assisted tools.

Senior Manager, Content & Community Marketing

United States $180K - $225K per year 5-10 yrs exp Marketing

You will build and define the provider community strategy, including programming, events, and advocate infrastructure to foster engagement. Additionally, you will manage community channels and develop a content strategy that turns providers into brand champions.

People Operations Manager

United States $114K - $179K per year 5-10 yrs exp Recruitment

The People Operations Manager will design and implement agentic workflows and automated systems to enhance HRBP effectiveness and operational efficiency. They will also manage functional org health analytics and ensure responsible AI integration within HR processes.

Contract Technical Recruiter

United States $80 - $100 per hour 2-5 yrs exp Recruitment

You will manage full-cycle technical recruiting searches, partnering with engineering leaders to source, pitch, and close high-quality candidates. Additionally, you will act as a strategic talent partner to drive predictable hiring outcomes and ensure a consistent, inclusive candidate experience.

Senior Counsel, Product

United States $179K - $280K per year 5-10 yrs exp Legal

The Senior Counsel will serve as a strategic partner to R&D teams, providing guidance on AI, data usage, and healthcare regulations. They will translate complex legal requirements into actionable tools to support innovation while mitigating regulatory risk.

Lead Brand & Creative Strategist

United States $225K - $282K per year 10+ yrs exp Marketing

The Lead Brand & Creative Strategist will build Headway's first comprehensive brand strategy, defining its positioning, narrative, and visual identity. They will lead creative strategy for major campaigns and develop scalable brand systems to ensure consistency across all products and communications.

Sr. Technical Recruiter

United States $121K - $190K per year 5-10 yrs exp Recruitment

Lead full-cycle technical recruiting for engineering teams, partnering with leaders to define roles and execute hiring strategies. Act as a talent advisor to optimize the recruitment funnel and ensure a high-quality candidate experience.

Senior Operations Associate

United States $76160 - $112K per year 2-5 yrs exp Others

The role involves designing and scaling core operational workflows to improve efficiency and quality for patients and providers. You will act as a bridge between product and data teams to implement automated, future-first solutions.

Staff Technical Program Manager

United States $190K - $238K per year 10+ yrs exp Product

Lead high-impact technical programs for the Insurance platform, focusing on system optimization and data rearchitecture. Act as a strategic partner to engineering leadership to align technical roadmaps with business OKRs and improve operational efficiency.

Staff Product Manager, AI Patient Experience

United States $265K - $331K per year 10+ yrs exp Software Development

Lead the development of AI-powered patient intake, therapist matching, and between-session support tools. Establish safety infrastructure, evaluation protocols, and AI-informed outcome measurements within a HIPAA-compliant environment.

Senior Manager, Accounting

United States $130K - $204K per year 10+ yrs exp Finance

Lead day-to-day accounting operations, managing a team of four to oversee month-end close and financial reporting under US GAAP. Drive the automation of accounting workflows using AI and LLMs while partnering cross-functionally to scale financial processes.

Associate Principal, Payer Partnerships

United States $130K - $200K per year 5-10 yrs exp Teaching

Own commercial relationships and channel strategies to expand Headway's footprint with a strategic national health plan partner. Develop senior-level relationships and create scalable commercial playbooks to increase demand and partnership stickiness.

Associate Medical Director/Principal, Payer Partnerships

United States $211K - $300K per year 5-10 yrs exp Healthcare

Support health plan partnerships and external relations through relationship building, presentations, and industry conference participation. Drive innovative data analyses to prove patient outcomes and inform the strategic direction of digital clinical tools.

Business Operations Lead

United States $105K - $155K per year 5-10 yrs exp Virtual Assistant

Drive complex, cross-functional initiatives to advance pod-level objectives and build scalable operational workflows from the ground up. Use data tools to extract insights and deliver end-to-end projects that improve efficiency and reliability across the organization.

Staff Software Engineer (Payer)

United States $265K - $331K per year 10+ yrs exp Software Development

Architect and build intelligent ML and LLM-powered systems to review clinical documentation, detect billing risks, and measure clinical quality. Lead the technical direction and mentorship for the Payers & Outcomes engineering group as it scales.

Principal Product Manager

United States $300K - $375K per year 10+ yrs exp Product

Lead high-stakes product domains by defining end-to-end strategy and shipping measurable product outcomes. Collaborate across engineering, design, and executive leadership to build scalable AI-powered systems for patients, providers, and payers.

Staff Product Manager, AI Platform

United States $265K - $331K per year 10+ yrs exp Software Development

Lead the vision and roadmap for Headway's AI platform, evolving the internal AI assistant 'Eddy' into a comprehensive ecosystem of agents and skills. Partner with cross-functional teams to identify and implement high-value AI workflows that improve operational efficiency.