Senior Application Security Engineer

• Secure our AWS environment end to end, including IAM, network segmentation, logging, encryption, and workload protection across S3, EKS, and Terraform.
• Enforce and tune our security tooling so it does real work, including GitHub Advanced Security (CodeQL, secret scanning, push protection), branch protection, and CODEOWNERS-enforced review on sensitive paths.
• Review AI and third-party vendor integrations before they touch PHI, evaluating data flows, retention, and data loss-prevention needs with healthy skepticism toward vendor security claims.
• Own vulnerability management and the penetration-testing relationship, driving findings to closure and feeding recurring issues back into the development process.
• Support HIPAA Security Rule technical safeguards, stand up detection and response capabilities, and build the automation that lets a small security function operate with outsized leverage.

Required

• Bachelor’s degree in Computer Science or equivalent practical experience.
• 6+ years in security engineering, with demonstrated depth in application/product security and cloud security (AWS). Experience in healthcare, fintech, or another regulated, data-sensitive environment is a strong plus.
• Hands-on with secure SDLC tooling: SAST/DAST, GitHub Advanced Security/CodeQL, secret scanning, and software supply-chain/dependency security.
• Strong in identity and access management, including Okta, OAuth/OIDC, SAML, phishing-resistant MFA, and the management of non-human identities and secrets.
• Familiarity with, or a genuine drive to go deep on, securing AI/LLM and agentic systems: prompt injection, agent authorization and over-permissioning, NHI sprawl, and model/supply-chain risk.
• Comfortable being the sole security specialist on a small, cross-functional team, prioritizing ruthlessly by risk and able to explain a tradeoff clearly to both engineers and non-technical executives.
• Working knowledge of the HIPAA Security Rule, SOC 2, and the NIST Cybersecurity Framework.
• Proficient with scripting and automation (Python and at least one shell).

Preferred

• One or more certifications: OSCP, GIAC (e.g., GWAPT, GCSA, GCLD), AWS Certified Security - Specialty, CISSP, or Okta Certified Professional.
• Experience operating a compliance-automation platform.

• Salary Range: $170,000 - $190,000 + bonus and meaningful equity
• Health Benefits: 90% employee premiums paid for medical, dental, and vision coverage
• Time Off: Flexible PTO plus 11 Holidays and 1 floating holiday
• Retirement: Eligibility to contribute to 401(k)
• Work Style: Remote-first flexibility, work from home anywhere within our approved states in the US

• Own application and product security, including threat modeling, secure design review, and secure code review, with a focus on the access-control and secrets-exposure flaws that matter most for a member-facing healthcare app and its APIs.
• Design and own the security architecture for Oshi’s shift to an agentic software development lifecycle, including phase-gate criteria, out-of-band controls so AI-written code is never its own security gate, and tested clawback procedures for when risk spikes.
• Build and run non-human identity and secrets management at scale, covering service accounts, scoped tokens, OAuth grants, and machine credentials across our SaaS and AWS estate.