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IT Support Specialist

Sierra · IT

Pay
$160K – $180K • Offers Equity
Where
New York, NY
Posted
Aug 21

As an IT Support Specialist in New York, you'll be the hands-on, on-the-ground owner of day-to-day IT for one of our fastest-growing offices. You'll be the first person teammates turn to when something isn't working, and the person who makes sure hardware, conference rooms, and the office network simply work. This is a role for someone who thrives in execution mode and enjoys solving problems quickly and efficiently. Your responsibilities will include:

What you'd do

  • Experience: 2-5 years in hands-on IT support or systems administration, with strong macOS experience in a fast-paced or startup environment.
  • Technical Proficiency: Comfort with endpoint management and MDM systems (e.g., Jamf), identity tooling (e.g., Okta), and troubleshooting across Mac hardware and software.
  • SaaS Foundations: Hands-on experience with basic Okta, Google Workspace, or comparable SaaS administration and a desire to grow into broader systems ownership.
  • Engineering Environment: Experience supporting engineers or other highly technical users, or clear evidence that you can communicate credibly, work from technical evidence, and learn unfamiliar systems quickly.
  • Troubleshooting Judgment: A structured, hypothesis-driven approach; strong follow-through; and the judgment to recognize uncertainty, seek review, or escalate before a risky change.
  • Queue Ownership: Able to manage competing requests in a shared global queue, communicate priorities, maintain accurate status, and carry issues through resolution or a clear handoff.
  • Continuous Improvement: Curious about why work is done a certain way and comfortable constructively challenging the status quo with specific, practical recommendations.
  • AV & Network Fluency: Practical troubleshooting of conference room AV and office networking fundamentals—Wi-Fi, DHCP, VLANs—and the judgment to know when to escalate to a vendor.
  • Organization: Highly organized with a systems-oriented mindset—able to track devices, accessories, and inventory accurately across multiple offices.
  • Execution Focused: Bias for action and the ability to troubleshoot, solve problems, and follow through without constant direction, while knowing when to seek review or escalate.

About Sierra · IT

Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands — including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank — to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia. We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsm…