Senior Security Engineer — AI-Driven AppSec Leader

Headway; United States; On-site; USD 219,000 - 273,000; Full time

Benefits offered by this job

Equity compensation

Medical, Dental, and Vision coverage

HSA / FSA

401K

Work-from-Home Stipend

Therapy Reimbursement

Parental leave

Fertility benefits

Holiday pay

Flexible PTO

EAP

Job summary

Headway is seeking a Senior Security Engineer in the United States to help build and drive our in-house product security program. You will collaborate with Product and Engineering to ensure secure feature design across a rapidly growing codebase, protecting therapists, patients, and payers.

The role emphasizes security reviews, incident response, and evolving AI-native security tooling, while fostering a culture of secure development and cross-functional partnerships.

Qualifications

• 5+ years in security or software engineering with security focus.
• Strong cross-functional collaboration with product and engineering teams.
• Experience building secure platforms and performing security design and code reviews.

Responsibilities

• Partner with Product and Engineering to design and implement secure features.
• Perform security reviews and surface vulnerabilities across the codebase.
• Define AI-native security tooling and guardrails for secure development.
• Support incident response, vulnerability management, and security operations.

Skills

Security engineering

Cross-functional collaboration

Security design

AI in security

Incident response

Tools

Python

TypeScript

FastAPI

SQLAlchemy

React

Postgres

Redis

AWS

Fargate

ECS

Job description

Headway is seeking a Senior Security Engineer in the United States to help build and drive our in-house product security program. You will collaborate with Product and Engineering to ensure secure feature design across a rapidly growing codebase, protecting therapists, patients, and payers.

The role emphasizes security reviews, incident response, and evolving AI-native security tooling, while fostering a culture of secure development and cross-functional partnerships.