Headspace

Mental Health

PrincipalDevOpsEngineer

$220–300k ~AI est. United States Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Senior candidates.

The Brief

“Principal DevOps Engineer at Headspace. Skills: Cloud platform, DevOps, Infrastructure engineering, AWS, Terraform, IaC. Define long-term technical vision. Advise leadership on architectural strategy”

What You'll Achieve.

Guarantee secure platform; Guarantee reliable platform; Guarantee scalable platform; Accelerate feature delivery; Improve member experience; Reduce toil; Improve engineering velocity

Industry & Context.

Mental Health
Problems you'll solve

Root cause analysis; Troubleshooting

What They're Looking For.

Must Have

8+ years cloud platform engineering, 8+ years infrastructure engineering, Demonstrated org-level technical impact, Expert AWS knowledge, Deep expertise cloud reliability, Deep expertise operational excellence, Expert-level Terraform, Expert-level IaC platform leadership, Proven solutions engineering partner, Proven developer experience advocate, Executive-level communicator, Track record mentoring Staff engineers, Track record mentoring Senior engineers, Track record setting org-wide standards, Track record building culture accountability, Track record building culture documentation rigor, Ability translate business goals, Ability translate organizational risk, Experience setting CI/CD governance, Experience setting delivery philosophy

Nice to Have

Experience with healthcare

What You'll Do.

Define long-term technical vision

Advise leadership on architectural strategy

Advise leadership on investment priorities

Advise leadership on systemic risk

Set organizational standards for reliability

Set organizational standards for observability

Set organizational standards for operational excellence

Serve as senior solutions engineering authority

Translate cross-functional requirements

Drive prioritization of developer experience

Own developer experience roadmap

Identify systemic gaps

Proactively surface systemic risks

Drive organizational action

Translate infrastructure risk

Translate platform strategy

Mentor Staff engineers

Mentor Senior engineers

Model culture of engineering rigor

Model culture of documentation

Model culture of accountability

How You'll Work.

Team & Collaboration

Partner teams; Cross-functional requirements; Director-level stakeholders; Executive stakeholders

Communication Scope

Executive presentations; Business-aligned narratives

Process & Methodology

Roadmaps, Prioritization

Full Job Description

About the Principal DevOps Engineer at Headspace: Our mission at Headspace is to Provide every person access to lifelong mental health support. As a Principal DevOps Engineer, your leadership will be essential in helping us make the mission matter by guaranteeing a secure, reliable, and highly scalable platform for over 65 million users worldwide. You will be expected to own the outcome as you lead the charge in defining and refining our cloud strategies, driving technical excellence, and ensuring our infrastructure is efficient and poised for growth. We embrace the principle of iterate to great; you will continuously leverage cutting-edge technologies to simplify and optimize our cloud solutions, accelerating our ability to deliver innovative features and a better experience for our members. Join us and use your expertise to build a world where we can all care for our minds. You will support our efforts to bring innovative features to life, leverage cutting-edge technologies, and ensure our platform's reliability and scalability for over 65 million users. A big goal needs talented leadership, so come join us and give your career a sense of purpose! What you will do: Define the long-term technical vision for our cloud platform, advising leadership on architectural strategy, investment priorities, and systemic risk Set organizational standards for cloud reliability, observability, and operational excellence, including SLO/SLI frameworks, incident management practices, and the platform tooling that underpins them Serve as the senior solutions engineering authority for partner teams: translating cross-functional requirements into platform strategy and driving prioritization of developer experience investments Own the developer experience roadmap, identifying and closing systemic gaps in self-service infrastructure, CI/CD workflows, and operational visibility across engineering Proactively surface systemic risks in our AWS infrastructure, IaC practices, and delivery pip

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