Staff Software Engineer

Overjet•San Mateo, CA
•Hybrid

About The Position

Overjet is seeking a Staff Software Engineer to shape the evolution of its platform as the company scales. The role works with engineering leadership, Product, and the ML team on the San Mateo team to address ambiguous, high-stakes technical problems, establish architecture, and own outcomes in production, including participating in on-call responsibilities. The engineer will make technical decisions, remain hands-on in the code, and help ensure systems used by clinicians and insurers remain reliable as customer, data, and product demands grow. The position includes responsibility for the architecture, reliability, and correctness of systems in the engineer’s area; safe and efficient software delivery; reducing engineering toil through tooling and automation; raising the technical bar through reviews and mentoring; and influencing product and engineering direction across teams. Overjet describes its workplace as hybrid, with office-based collaboration and flexibility to work from home.

Requirements

  • 10 or more years of experience designing, building, and operating production systems.
  • A record of technical leadership and mentoring.
  • Strong backend development skills in Python or a comparable language, with a focus on clean architecture.
  • Deep experience with SQL, databases, and data modeling.
  • Experience with concurrency and event-driven design.
  • Experience with Docker and Kubernetes.
  • Experience with cloud infrastructure such as GCP, AWS, or Azure and infrastructure-as-code tools such as Terraform.
  • Strong architectural judgment, high agency, and the ability to advocate for technical decisions with evidence.

Nice To Haves

  • Bachelor’s degree in Computer Science or a related field; equivalent experience is welcome.
  • Experience with healthcare or regulated data, such as HIPAA or EHR.
  • Judicious use of AI tools in development.

Responsibilities

  • Drive and document architectural decisions that support the long-term needs of engineers and systems.
  • Ensure the reliability and correctness of production software used by clinicians and insurers.
  • Design for failure, own monitoring and rollout safety, and lead incident response when systems break.
  • Build a culture of safe, low-touch shipping through feature flags, integration tests, and automated validations.
  • Reduce engineering toil by building tooling, automation, and structures that save the team time.
  • Raise the technical bar through design reviews, mentoring senior engineers, and demonstrating high standards in personal work.
  • Align with Product, ML, and engineering leadership on what to build and how, influencing direction without relying on authority.
  • Stay hands-on with software development and own production outcomes, including on-call responsibilities.

Benefits

  • Competitive compensation and equity.
  • Hybrid workplace with flexibility and in-person workspaces.
  • 401(k) plan with matching.
  • Medical, dental, and vision coverage, with 99% of employee premiums and 75% of dependent premiums covered.
  • Life and AD&D insurance.
  • Eight weeks of paid parental leave.
  • Optional HSA with employer contribution.
  • Flexible time off and company-paid holidays.
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