Staff Site Reliability Engineer

📋 Job Overview

You’re a seasoned Site Reliability Engineer who loves owning complex infrastructure, making things run faster, safer, and with less manual effort. In this Staff‑level role, you’ll design and operate VMware‑based private cloud platforms that power mission‑critical SaaS products used by customers around the world. You’ll work across Linux, Windows Server, networking, storage, and automation frameworks to increase reliability, reduce toil, and modernize a global datacenter environment. You’ll have the scope to set technical direction, build automation at scale, and mentor engineers while staying hands‑on with VMware vSphere, F5/AVI load balancers, and hybrid Active Directory.

🏢 About Diligent

Diligent is the AI leader in governance, risk and compliance (GRC) SaaS solutions, helping more than 1 million users and 700,000 board members to clarify risk and elevate governance. The Diligent One Platform gives practitioners, the C-Suite and the board a consolidated view of their entire GRC practice so they can more effectively manage risk, build greater resilience and make better decisions, faster.

At Diligent, we're building the future with people who think boldly and move fast. Whether you're designing systems that leverage large language models or part of a team reimaging workflows with AI, you'll help us unlock entirely new ways of working and thinking. Curiosity is in our DNA, we look for individuals willing to ask the big questions and experiment fearlessly - those who embrace change not as a challenge, but as an opportunity. The future belongs to those who keep learning, and we are building it together. At Diligent, you’re not just building the future - you’re an agent of positive change, joining a global community on a mission to make an impact.

🎯 The Role

Here’s a breakdown of what you’ll do (not all of it, just the important stuff)

✅ Key Responsibilities

• Lead the architecture, deployment, and ongoing optimization of VMware vSphere–based private cloud infrastructure across multiple global datacenters.
• Design and build automation using PowerShell/PowerCLI, Ansible, Python, and CI/CD tools to streamline provisioning, configuration, and compliance.
• Administer, harden, and troubleshoot Linux (RHEL/CentOS/Ubuntu) and Windows Server environments that host enterprise and SaaS workloads.
• Integrate and manage Active Directory for authentication, access control, and service accounts across hybrid on‑prem and cloud environments.
• Partner with network and security teams to manage firewalls, VPNs, storage, and load balancers (F5 BIG‑IP, AVI/NSX Advanced Load Balancer) for highly available services.
• Document architectures and runbooks, participate in on‑call and change management, and mentor engineers while influencing long‑term reliability and automation strategy.

📌 Required Qualifications

• 10+ years of experience in systems or infrastructure engineering, including operating large‑scale enterprise or SaaS datacenter environments.
• Deep hands‑on expertise with VMware vSphere (ESXi, vCenter, DRS, HA, vMotion, distributed switches) in production.
• Strong Linux administration skills (RHEL/CentOS/Ubuntu), including performance tuning, system hardening, and advanced troubleshooting.
• Solid experience with Windows Server and Active Directory (Group Policy, DNS, authentication and access integrations).
• Proven track record building and maintaining automation using PowerShell/PowerCLI, Ansible, Python, or similar tools, plus familiarity with Git or other version control.
• Good understanding of storage (SAN/NAS), TCP/IP networking, DNS, VPNs, firewalls, and production monitoring/alerting.
• A collaborative, problem‑solving mindset with the ability to lead complex incidents, communicate clearly, and operate in an on‑call, high‑availability environment.

⭐ Desirable Experience

• Experience with enterprise storage and compute platforms such as Pure Storage or Cisco UCS.
• Familiarity with Terraform, Jenkins, Azure DevOps, or similar tools for infrastructure as code and CI/CD automation.
• Exposure to security hardening and compliance frameworks such as CIS benchmarks, NIST, or ISO 27001.

🎁 Benefits

Creativity is ingrained in our culture. We are innovative collaborators by nature. We thrive in exploring how things can be differently both in our internal processes and to help our clients

We care about our people. Diligent offers a flexible work environment, global days of service, comprehensive health benefits, meeting free days, generous time off policy and wellness programs to name a few

We have teams all over the world. We may be headquartered in New York City, but we have office hubs in Washington D.C., Vancouver, London, Galway, Budapest, Munich, Bengaluru, Singapore, and Sydney.

Diversity is important to us. Growing, maintaining and promoting a diverse team is a top priority for us. We foster and encourage diversity through our Employee Resource Groups and provide access to resources and education to support the education of our team, facilitate dialogue, and foster understanding.

Diligent created the modern governance movement. Our world-changing idea is to empower leaders with the technology, insights and connections they need to drive greater impact and accountability – to lead with purpose. Our employees are passionate, smart, and creative people who not only want to help build the software company of the future, but who want to make the world a more sustainable, equitable and better place.

🛂 Visa & Eligibility

At Diligent, we recognize the value of a diverse global workforce. Visa sponsorship may be available for select positions based on business needs and specific role requirements. Sponsorship decisions are evaluated on a case-by-case basis, and eligibility should not be assumed for all opportunities.