IT Support Specialist (Contract)

About us

• At Sierra, we’re building a platform to enable every company in the world to build their own autonomous AI agents for everything from customer service to commerce. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta and London.

• We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.

• Our co-founders are Bret Taylor and Clay Bavor. Bret was most recently co-CEO of Salesforce, which had previously acquired the company he founded, Quip. Before founding Quip, Bret was the CTO of Facebook. Bret was one of Google's earliest product managers and one of the co-creators of Google Maps. Bret currently serves as Board Chair of OpenAI. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. 

What you’ll do

As an IT Support Specialist, you’ll play a tactical, hands-on role in supporting our fast-moving, AI-focused startup. You’ll be the go-to person for day-to-day IT needs—especially those related to Mac support, hardware lifecycle management, and office IT logistics. This is a role for someone who thrives in execution mode and enjoys solving problems quickly and efficiently. Your responsibilities will include:

• IT Support: Serve as the first line of defense for employee IT issues, with deep focus on macOS troubleshooting, application support, and network connectivity.

• Hardware Management: Own the full device lifecycle—procurement, deployment, inventory tracking, loaner pool oversight, and device re-provisioning for offboarded users.

• Repair & Warranty Coordination: Interface with vendors for repairs, warranty claims, and AppleCare tracking.

• Accessory & AV Oversight: Manage inventory of peripherals and maintain conference room AV systems to ensure smooth daily operations.

• IT Onboarding: Set up laptops and essential software for new hires, delivering a seamless onboarding experience.

• Proactive Planning: Monitor hardware aging and coordinate refresh cycles to stay ahead of team needs.

• IT Logistics: Support software installs, device shipments, office moves, and other day-to-day IT coordination needs.

• Note: This is a contract role and does not include benefits.

What you’ll bring

• Experience: 3-5+ years in IT support or systems administration, with strong MacOS experience in a fast-paced or startup environment.

• Technical Proficiency: Comfort with endpoint management tools, MDM systems (e.g., Jamf), and troubleshooting across Mac hardware/software.

• Organization: Highly organized with a systems-oriented mindset—able to track devices and inventory across multiple offices.

• Execution Focused: Bias for action and ability to troubleshoot, solve problems, and follow through independently.

• Communication: Friendly, clear communicator who can help teammates quickly and patiently—whether they’re in-office or remote.

Even better…

• Experience supporting hybrid teams or distributed environments.

• Familiarity with AV equipment and tools like Zoom Rooms, Logitech or Polycom setups.

• Past experience working with Apple Business Manager or zero-touch deployment tools.

• Passion for documentation, process improvement, and enabling others to solve simple issues themselves.

Our values

• Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.

• Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.

• Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.

• Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.

• Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.

What we offer

We want our benefits to reflect our values and offer the following to full-time employees in the United States:

• Flexible (Unlimited) Paid Time Off

• Medical, Dental, and Vision benefits for you and your family

• Life Insurance and Disability Benefits

• 401(k) Plan with Sierra match

• Parental Leave

• Fertility and Family Building Benefits through Carrot

• Lunch, as well as delicious snacks and coffee to keep you energized 

• Discretionary Benefit Stipend giving people the ability to spend where it matters most

• Free alphorn lessons

These benefits are further detailed in Sierra's policies and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.

Be you, with us

We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.