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This position was posted on October 11, 2025 and is likely no longer accepting applications. We've kept it here for historical reference. Check out the similar jobs below!

Great Gray Trust Company, LLC logo

Senior DevOps Engineer

Job Overview

Location

Boston, MA

Job Type

Full-time

Category

Software Engineering

Date Posted

October 11, 2025

Full Job Description

đź“‹ Description

  • • Architect the future of retirement-services infrastructure. As a Senior DevOps Engineer you will own the roadmap for migrating 240 billion dollars of assets under management from Azure DevOps to GitHub Actions, creating a self-service platform that lets 30+ engineering teams deploy in minutes instead of days.
  • • Build golden-path pipelines. Design reusable GitHub Actions workflows, Terraform modules, and container blueprints that enforce security, cost, and performance guardrails while still giving developers the freedom to innovate.
  • • Modernize legacy workloads. Containerize Windows-based monoliths that still depend on Active Directory, SSRS, and SSIS; move them to AKS with zero downtime and measurable latency improvements.
  • • Scale with intent. Implement auto-scaling policies for stateless and stateful services, leveraging Azure VM Scale Sets, KEDA, and custom metrics so that traffic spikes from quarterly retirement-plan re-enrollments never degrade client experience.
  • • Champion observability. Instrument every layer of the stack with OpenTelemetry, wire traces into Jaeger, surface golden signals in Grafana, and define SLOs that map directly to client SLAs.
  • • Secure by design. Integrate SAST, DAST, and container image scanning into every pull request; roll out canary and blue-green deployments so security patches reach production without customer impact.
  • • Empower engineers. Create internal developer portals, CLI tools, and Slack bots that answer “How do I…?” before it’s asked; write runbooks and record Loom videos that turn tribal knowledge into shared knowledge.
  • • Drive incident resilience. Establish on-call rotations, blameless post-mortems, and chaos-engineering game days that reduce MTTR and build a culture of continuous improvement.
  • • Optimize cost and performance. Profile .NET and SQL workloads, right-size Kubernetes requests/limits, and negotiate reserved-instance commitments that save six figures annually.
  • • Collaborate across the business. Partner with compliance, security, and client-service teams to translate regulatory requirements into automated controls, ensuring Great Gray remains the most trusted name in retirement services.

Skills & Technologies

Python
Azure
Docker
Kubernetes
Terraform
DevOps
Senior
Remote

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Great Gray Trust Company, LLC logo
Great Gray Trust Company, LLC
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About Great Gray Trust Company, LLC

Great Gray is a financial services firm specializing in collective investment trusts (CITs) for retirement plans. It acts as trustee and fiduciary over pooled, tax-exempt investment vehicles tailored for qualified retirement plans. Great Gray provides technology, governance, and administrative infrastructure (e.g. onboarding, fund oversight, recordkeeping integrations) to streamline investment operations for advisors, plan sponsors, and asset managers. It positions itself as a modern, transparent, and efficient alternative to traditional mutual funds in the institutional retirement space.

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