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Bretton AIBretton AI

Software Engineer, Infrastructure

Owns and evolves Kubernetes-based infrastructure for secure, compliant AI deployments in financial services, including observability with Datadog, IaC with Terraform, and incident response. Requires 8+ years experience with Docker, K8s, AWS, and Python at scale.

About the job

What You’ll Do

  • Own and evolve our Kubernetes infrastructure, including cluster management, service mesh configuration, and container security policies.
  • Design and implement progressive delivery pipelines with canary deployments, automated rollbacks, and deployment health validation.
  • Build and maintain our observability infrastructure in Datadog, including dashboards, monitors, SLOs, and distributed tracing.
  • Drive incident response for high-severity outages and proactively model capacity needs for low-latency AI inference.
  • Architect and automate secure infrastructure using Infrastructure-as-Code for VPCs, IAM policies, Kubernetes manifests, and private cloud deployments.
  • Maintain and improve the infrastructure controls that support our SOC 2 compliance posture.
  • Lead customer engagements for enterprise rollouts and mentor mid-level engineers on infrastructure best practices.

What We’re Looking For

Must-Haves:

  • 8+ years in infrastructure engineering or DevOps at high-growth or hyperscale companies.
  • Experience with Docker and Kubernetes, including production cluster management, Helm, and service mesh technologies.
  • A proven track record of architecting and operating AWS (preferred), GCP, or Azure at an enterprise scale.
  • Experience with observability platforms, preferably Datadog (metrics, logs, APM, distributed tracing).
  • A strong background in Infrastructure-as-Code (Terraform, Helm, Kustomize) and safe deployment practices (progressive delivery, canary deployments, GitOps, automated rollbacks).
  • "Battle scars" from leading outages, capacity events, and large-scale incident reviews.
  • Strong programming skills in Python.

Bonus Points:

  • Familiarity with TypeScript.
  • Direct involvement in SOC 2 or other compliance audit preparation or remediation.
  • Direct experience with private-cloud or on-premises deployments for regulated customers.
  • Previous experience at startups scaling infrastructure from the early stages to the enterprise level.
  • A background in fintech or building systems for highly regulated industries.
  • Experience with AI/ML infrastructure and model deployment at scale.

Compensation & Benefits

  • $168k - $213k + equity
  • Comprehensive healthcare, 401k matching, commuter benefits
  • 15 days PTO + holidays, unlimited sick days
  • Flexible leave options

Skills

Kubernetes, Docker, Helm, Datadog, Terraform, AWS, Python, GitOps, Service Mesh, Kustomize

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