Senior IT Systems Engineer

Everlaw•Oakland, CA
•$184,000 - $229,000•Hybrid

About The Position

Everlaw is seeking a Senior Information Systems Engineer to serve as the most senior technical member of its IT team, reporting directly to the IT Director and co-architecting key systems and processes. The role uses an AI-native, GitOps-forward approach to build scalable, resilient, and secure systems. The engineer will work in Claude Code and ship changes daily to the company’s GitHub repository, while evaluating build, buy, SaaS, and self-hosted options to identify solutions that meet business requirements. The successful candidate will bring a strong technical vision, enjoy evaluating new software platforms and technologies, and help raise the technical capability of the department through mentorship, best practices, reusable templates, and modular code. The IT Director provides hands-on mentorship and has experience leading DevOps transformations at companies from seed stage through IPO. This is a full-time, exempt position based in Everlaw’s Oakland office, with a hybrid schedule: in-office Monday, Wednesday, and Thursday, and the option to work from home Tuesday and Friday. Everlaw provides onboarding sessions covering its product, policies, processes, and team structure and goals.

Requirements

  • 10 or more years of experience in IT, Systems Engineering, or DevOps.
  • Confidently deploy and operate self-hosted applications on AWS using Terraform.
  • Have a GitOps-first mindset and be able to develop CI/CD pipelines and write tests.
  • Experience with Okta SSO and Google Workspace.
  • Experience managing Mac, Windows, and Linux (Ubuntu) systems.
  • Strong scripting and code-based workflow automation skills.
  • Deep understanding of authentication, authorization, and API/MCP security.
  • Enthusiasm for implementing AI-native tools and experience with Claude Code.
  • Strong network management skills.
  • Proactive approach to assessing IT platform configurations and recommending improvements.
  • Comfort managing mid-to-large IT projects with cross-functional stakeholders.
  • Highly organized and process-driven, with the ability to anticipate and mitigate friction in a fast-paced, cross-functional environment.
  • Collaborative team player willing to help other IT team members resolve problems.
  • Authorized to work in the United States; Everlaw is not sponsoring U.S. employment visas for this role.

Nice To Haves

  • Knowledge of scripting languages such as Bash, Python, or PowerShell.
  • Experience supporting cloud-based IT infrastructure for a globally distributed company.
  • Experience with audio/video systems such as Zoom and Google Meet.
  • Familiarity supporting an environment with Ubuntu Linux laptops.
  • Ability to perform work after hours when necessary.
  • Network management experience in Cisco Meraki environments.

Responsibilities

  • Serve as the most senior technical escalation point for teammates resolving complex IT issues.
  • Lead large cross-functional IT initiatives with support from Project Managers.
  • Lead build-versus-buy-versus-self-host analyses for new platforms and roll out new IT tools and workflows.
  • Use broad technical expertise to maintain, automate, and improve IT infrastructure.
  • Build strong relationships with Engineering teams to bridge technical gaps.
  • Mentor the IT team by providing templates, reusable modules, and best practices.
  • Assess IT platform configurations proactively and recommend improvements.
  • Manage mid-to-large IT projects involving cross-functional stakeholders.
  • Streamline processes and automate IT systems.

Benefits

  • Equity program.
  • 401(k) retirement plan with company matching.
  • Health, dental, and vision coverage.
  • Flexible Spending Accounts for health and dependent care expenses.
  • Paid parental leave.
  • Approximately 10 days (80 hours) per year of sick leave.
  • Seventeen paid vacation days plus 11 federal holidays.
  • Membership to Modern Health for mental health and wellness.
  • Annual allocation for Learning & Development opportunities and applicable professional membership dues.
  • Company-sponsored life and disability insurance.
  • Time off for company-sponsored volunteer events and four paid volunteer hours per quarter.
  • Team lunches and events.
  • Learning and career development opportunities.
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