Senior IT Systems Engineer

Everlaw • Oakland, CA

7d • Hybrid

About The Position

Everlaw is hiring a Senior Information Systems Engineer 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 deploy applications on AWS with Terraform, build CI/CD pipelines, evaluate build-versus-buy and SaaS-versus-self-host tradeoffs, and help select systems that meet business needs. They will also strengthen the technical capability of the department through mentorship, best practices, reusable templates, and modular code. The position offers mentorship from a hands-on, engineering-focused IT Director and the opportunity to test software platforms and deploy new technologies.

This is a full-time, exempt position based in Everlaw’s Oakland office with a hybrid schedule: in office Monday, Wednesday, and Thursday, with the option to work from home Tuesday and Friday. Onboarding includes sessions about the product, policies, processes, team structure, and goals.

Everlaw’s mission is to promote justice by illuminating truth. The company describes its culture as open and democratic and emphasizes professional growth, including an annual learning and development stipend and regular manager check-ins about career goals.

Requirements

• At least 10 years of experience in IT, Systems Engineering, or DevOps.
• Experience deploying and operating self-hosted applications on AWS with Terraform.
• A GitOps-first mindset, with the ability to develop CI/CD pipelines and write tests.
• Experience with Okta SSO and Google Workspace.
• Experience managing Mac, Windows, and Linux (Ubuntu) environments.
• Strong scripting and code-based workflow automation skills.
• Deep understanding of authentication and authorization (AuthN and AuthZ), API security, and MCP security.
• Excitement about implementing AI-native tools and experience with Claude Code.
• Strong network management skills; Cisco Meraki experience is preferred.
• Proactive approach to evaluating IT platform configurations and recommending improvements.
• Comfort managing mid-to-large IT projects with cross-functional stakeholders.
• Strong organization and process orientation, with the ability to anticipate and mitigate friction in a fast-paced, collaborative environment.
• Team-oriented approach and willingness to assist other IT members with problem-solving.
• Authorization 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 or Google Meet.
• Familiarity supporting an environment with Ubuntu Linux laptops.
• Ability to perform work after hours when necessary.
• Cisco Meraki network management experience.

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 and self-host analyses for new platforms.
• Roll out new IT tools and workflows.
• Maintain, automate, and improve IT infrastructure using broad technical expertise.
• 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.
• Help other IT team members resolve problems when needed.

Benefits

• Equity program.
• 401(k) retirement plan with company matching.
• Health, dental, and vision insurance.
• 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 and development opportunities and applicable professional membership dues.
• Company-sponsored life and disability insurance.
• Time off for company-sponsored volunteer events and four paid hours per quarter to volunteer at a charitable organization of the employee’s choice.
• Annual learning and development stipend.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed