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Headspace

Headspace is on a mission to improve the health and happiness of the world through meditation and mindfulness. The company works by offering a range of online wellness resources to

Principal DevOps Engineer

Location

United States

Posted

3 days ago

Salary

$162K - $225K / year

Seniority

Lead

Bachelor Degree8 yrs expEnglishAWSCloudEC2Terraform

Job Description

Principal DevOps Engineer

Headspace

• 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 pipelines, and drive organizational action before issues become incidents • Translate complex infrastructure risk and platform strategy into clear, business-aligned narratives for Director-level and executive stakeholders to drive resourcing and prioritization decisions • Mentor Staff (T4) and Senior (T3) engineers and model the culture of engineering rigor, documentation, and cross-functional accountability expected across the organization

Job Requirements

  • Bachelor’s Degree in Computer Science, Engineering, or equivalent
  • 8+ years of cloud platform or infrastructure engineering experience with demonstrated org-level technical impact
  • Expert AWS knowledge across compute (EC2, ECS, Lambda), networking (VPCs, Transit Gateway, Route 53, CloudFront), data (RDS, S3), and security (IAM, Secrets Manager, Systems Manager), with a track record of high-stakes architectural decisions
  • Deep expertise in cloud reliability and operational excellence: SLO/SLI design, centralized observability, alerting strategy, and incident lifecycle management at production scale
  • Expert-level Terraform and IaC platform leadership: organizational module strategy, policy-as-code, and self-service provisioning standards that scale across teams with varying infrastructure maturity
  • Proven solutions engineering partner and developer experience advocate: working across teams to discover needs, set priorities, and ship platform capabilities that reduce toil and improve engineering velocity
  • Executive-level communicator: able to translate infrastructure risk and platform strategy into business-aligned narratives for Director and VP audiences, and drive alignment without formal authority
  • Track record of mentoring Staff and Senior engineers, setting org-wide engineering standards, and building a culture of technical accountability and documentation rigor
  • Ability to translate business goals and organizational risk into multi-year platform roadmaps, sequencing initiatives by strategic impact and building the case for long-horizon technical investment
  • Experience setting CI/CD governance models and delivery philosophy at an organizational level, defining the standards and self-service patterns that teams build on, not owning pipeline implementation directly.

Benefits

  • comprehensive healthcare coverage
  • stock awards
  • monthly wellness stipend
  • retirement savings match
  • lifetime Headspace membership
  • generous parental leave

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