Headway careers
39 open roles at Headway, updated daily from their career page. Hiring in Chicago, Remote, Remote - New York, New York, Remote - New York; San Francisco, Green Bay. Listed pay runs around $179k–$238k.
Headway has about 40 open roles right now spread across dozens of teams across both remote and onsite roles. Where pay is listed, it runs about $179k–$238k.
These roles are a mix of remote and onsite.
Hiring across these teams
Median pay by team at Headway
| Team | Roles | Median pay |
|---|---|---|
| Product Management | 4 | $250k–$312k |
| Engineering | 8 | $190k–$238k |
| Finance | 4 | $152k–$190k |
Median base salary only (excludes equity and bonus), from current Headway postings that disclose pay, by team. Teams with too few salaried roles are omitted.
- Senior Product Designer, Patient MatchingHeadway · Chicago, IL1 month ago
- Director of ProcurementHeadway · Remote$200,000 – $265,0001 month ago
- Staff Backend Software Engineer (Revenue Engine)Headway · Remote - New York$224,000 – $280,0001 month ago
- Engineering Manager (Insurance)Headway · New York, New York, United States; San Francisco, California, United States; Seattle, Washington, United States$190,000 – $237,5001 month ago
- Engineering Manager (Growth)Headway · New York, New York, United States; San Francisco, California, United States; Seattle, Washington, United States$190,000 – $237,5001 month ago
- Engineering Manager (Provider)Headway · New York, New York, United States; San Francisco, California, United States; Seattle, Washington, United States$190,000 – $237,5001 month ago
- Senior Medical Coding SpecialistHeadway · Remote$76,160 – $112,0001 month ago
- Growth Associate, Care PartnershipsHeadway · New York, New York, United States2 months ago
- Staff Data Scientist - Finance & AccountingHeadway · New York, New York, United States; San Francisco, California, United States; Seattle, Washington, United States$212,000 – $265,0002 months ago
- Director, Engineering (Patient)Headway · New York, New York, United States; San Francisco, California, United States; Seattle, Washington, United States$264,000 – $330,0002 months ago
- CX Quality Assurance LeadHeadway · Remote$95,200 – $140,0002 months ago
- Associate Medical Director/Principal, Payer PartnershipsHeadway · Remote$179,200 – $280,0002 months ago
- Associate Principal, Partner Success (Care Partnerships)Headway · Remote$120,000 – $190,0002 months ago
- Senior Fullstack Software EngineerHeadway · New York, New York, United States; San Francisco, California, United States; Seattle, Washington, United States$168,300 – $237,5002 months ago
- Senior Software Engineer (Trust Foundations)Headway · New York, New York, United States; San Francisco, California, United States; Seattle, Washington, United States$168,300 – $237,5002 months ago
- Senior Governance, Risk, Compliance (GRC) AnalystHeadway · New York, New York, United States; San Francisco, California, United States; Seattle, Washington, United States$161,600 – $202,0002 months ago
- Staff Data Scientist - GrowthHeadway · New York, New York, United States; San Francisco, California, United States; Seattle, Washington, United States$212,000 – $265,0002 months ago
- Staff Data Scientist - Product AnalyticsHeadway · New York, New York, United States; San Francisco, California, United States; Seattle, Washington, United States$212,000 – $265,0002 months ago
- Program Manager, Talent & AI EnablementHeadway · New York, New York, United States; Remote; San Francisco, California, United States$115,000 – $179,0002 months ago
- CX Programs Sr. AssociateHeadway · Remote$80,920 – $119,0002 months ago
- Director of Product, CX ProductHeadway · Remote$249,600 – $312,0002 months ago
- Director, Clinical Excellence and EducationHeadway · Remote$170,000 – $265,0002 months ago
- Strategic Finance ManagerHeadway · New York, New York, United States; San Francisco, California, United States$152,000 – $190,0002 months ago
- Account ExecutiveHeadway · Remote2 months ago
- Head of Patient Growth MarketingHeadway · Remote - New York; San Francisco, California, United States; Seattle, Washington, United States$251,200 – $314,0002 months ago
- Prescriber Clinical Quality ManagerHeadway · Remote$144,400 – $225,0002 months ago
- Staff Researcher, Provider GrowthHeadway · New York, New York, United States; San Francisco, California, United States; Seattle, Washington, United States$212,000 – $265,0002 months ago
- Sr. Manager, HR Business Partner (R+D)Headway · New York, New York, United States; San Francisco, California, United States$180,000 – $250,0002 months ago
- Staff Product ManagerHeadway · New York, New York, United States; San Francisco, California, United States; Seattle, Washington, United States$212,000 – $265,0002 months ago
- Senior Manager, People Systems & OperationsHeadway · New York, New York, United States; Remote; San Francisco, California, United States; Seattle, Washington, United States$169,000 – $212,0003 months ago
- Channel Manager - SEMHeadway · Remote$152,000 – $190,0003 months ago
- Business Development Lead, Care PartnershipsHeadway · Remote$110-$160K3 months ago
- Associate Principal, Payer PartnershipsHeadway · Remote$130,000-$200,000,3 months ago
- Staff Fullstack Software Engineer (Provider)Headway · New York, New York, United States; San Francisco, California, United States; Seattle, Washington, United States$224,000 - $280,0003 months ago
- Senior Partner Success Associate, Care PartnershipsHeadway · Remote$85,000-$124,000,3 months ago
- Senior React Native DeveloperHeadway · Green Bay, Wisconsin3 months ago
- Strategic Finance Lead, GTMHeadway · Remote$131,750 - $165,000,3 months ago
- Senior Counsel, RegulatoryHeadway · Remote$179K - $280K/yr3 months ago
- Manager, Revenue AccountingHeadway · Remote$110K - $173K/yr3 months ago
Common questions
How many open jobs does Headway have?
Linora is tracking about 40 open roles at Headway, refreshed daily from their careers page.
Does Headway hire remotely?
Headway lists a mix of remote and onsite roles.
What does Headway pay?
Across Headway roles that list pay, the range runs about $179k–$238k. Figures come only from postings that disclose salary, so treat them as a guide.
Where is Headway hiring?
Recent Headway openings are concentrated in Chicago, Remote, Remote - New York, New York, Remote - New York; San Francisco, Green Bay.
Updated 2026-06-08. Figures come from live job postings and refresh daily.