IT Operations Specialist

About Gray Swan

Gray Swan is on a mission to empower the world to use AI safely and securely. We evaluate AI models for the leading frontier labs along with building real-time threat detection and adaptive adversarial red teaming agents for enterprise teams deploying AI.

We're a team of approximately 50 people, well-funded and growing quickly. Our work directly influences how the world deploys AI agents and systems at scale.

Learn more about how we work.

The Role

We’re looking for an IT Support Specialist who enjoys solving technical problems and helping people do their best work. You’ll support employees in the office and remotely, administer core workplace tools, maintain conference room technology, and manage our laptop fleet.

The ideal candidate combines strong technical troubleshooting skills with a customer-focused approach. You communicate clearly, take ownership of issues, and make technology approachable for employees with varying levels of technical experience.

This role is onsite at our Pittsburgh office, four days per week. We provide relocation support.

What You’ll Do

• Provide responsive, friendly technical support to both in-office and remote employees.

• Troubleshoot Mac hardware, macOS, applications, connectivity, and peripheral issues.

• Administer Google Workspace, Slack, and Zoom, including user accounts, permissions, settings, and troubleshooting.

• Manage employee access through Okta or another identity provider (IdP), including onboarding, offboarding, single sign-on, and multifactor authentication.

• Maintain Zoom Rooms and conference room hardware, including Neat devices, and resolve audio, video, and meeting connectivity issues.

• Create and maintain clear troubleshooting guides, employee resources, and internal procedures in our Notion knowledge base.

• Order, configure, deploy, track, and maintain the laptop fleet, including repairs, replacements, inventory, and equipment recovery.

• Support employee onboarding and offboarding to ensure timely access and equipment readiness.

• Track support requests, communicate progress, and follow issues through to resolution.

• Identify recurring problems and improve IT processes and the employee support experience.

Who You Are

• Hands-on experience administering Google Workspace, Slack, and Zoom.

• Experience supporting Zoom Rooms and conference room hardware, including Neat devices (neat.no).

• Experience creating and maintaining a Notion knowledge base.

• Strong Mac support skills, including hardware and macOS troubleshooting.

• Experience administering Okta or another identity provider (IdP).

• Strong technical support skills and a systematic approach to diagnosing and resolving issues.

• Experience supporting both in-office and remote employees.

• A customer-focused mindset, with patience, empathy, and clear communication.

• Experience ordering and maintaining a laptop fleet, including procurement, deployment, inventory tracking, and lifecycle management.

• Ability to prioritize competing requests, work independently, and take ownership of problems through resolution.

What success looks like

Employees receive dependable, helpful support; new hires have the equipment and access they need; conference rooms are ready for meetings; and our laptop inventory and IT documentation stay accurate and current.

Benefits:

• 401k with up to 4% matching

• 28 days annual leave (vacation + holidays)

• Health, dental, and vision coverage

• Catered lunches (Pittsburgh office)

• Flexible work arrangements

• Visa sponsorship available for exceptional candidates\

Interview Process

🔎 Application Review — We read everything.

🗣 Recruiter Screen — We learn about you; you learn about us.

🧑‍💻 Hiring Manager Screen — Meet with the hiring manager and dive deeper into your technical recruiting experience.

🗣 Virtual Onsite Interview — Meet members of the team and learn more about how we work.

😇 Reference Checks — We’ll reach out to 3–5 references that you provide.

📃 Offer — If it’s mutual, we move fast.