IT Systems Administrator

About this role: 

This onsite IT Systems Administrator position at Skydio’s HQ involves providing end-to-end technical support across Linux, Windows, and Mac systems, managing Okta and Workspace One, and supporting network operations alongside the network engineer. Key responsibilities include troubleshooting, system automation, and infrastructure management using Terraform and scripting languages (Python, Bash). The ideal candidate will be a proactive team player with strong technical and interpersonal skills, focused on optimizing processes, supporting colleagues, and maintaining a reliable IT environment.

Location: This is an office-based position that requires 5 days/week onsite at Skydio HQ in San Mateo, CA. We offer relocation assistance if needed.

Key Responsibilities:

• Troubleshoot and resolve issues across Linux, Windows, and Mac systems
• Administer and manage Okta and Workspace One for user access, device management, and automation
• Design and implement automation strategies using scripting languages (Python, Bash) to reduce manual intervention and improve efficiency
• Use Terraform for infrastructure automation, managing Infrastructure-as-Code (IaC) to streamline provisioning and system management
• Provide support to our network engineer when needed, assisting with tasks like configuring switches, and wireless networks, and troubleshooting connectivity issues
• Utilize network troubleshooting tools (Wireshark, tcpdump) to diagnose and resolve network performance issues
• Provide hands-on support for hardware diagnostics, system provisioning, and patch management
• Collaborate with the IT team and other departments to implement best practices and continuously improve workflows
• Document processes, configurations, and troubleshooting procedures to maintain clear and thorough technical records

What makes you a good fit:

• A degree in Computer Science, Information Technology, or a related technical field, or equivalent hands-on experience
• Minimum of 4 years of hands-on technical experience, supporting Linux, Windows, and Mac environments
• Industry certifications such as CompTIA A+, Network+, Linux+, are a plus
• Expertise in Okta administration and identity management, including workflows and group management:
• Single Sign-On (SSO), Multi-Factor Authentication (MFA), and user provisioning
• Proficiency in configuring and administering Okta Identity, including user lifecycle management, group management, and policy enforcement
• Implementing and maintaining role-based access control (RBAC) using Okta to manage user permissions
• Knowledge of federation protocols such as SAML and OAuth, and the ability to implement federated identity solutions using Okta
• Strong knowledge of Workspace One, including device management and automation
• Expertise in scripting and automation using languages like Python or Bash to streamline system administration tasks and reduce repetitive manual work
• Experience with Terraform for infrastructure management and automation
• Knowledge of network infrastructure fundamentals, including TCP/IP, DNS, DHCP, and VLANs, with the ability to troubleshoot and maintain network performance using advanced tools
• Strong problem-solving skills with a focus on automation, efficiency, and a passion for continuous improvement in processes and infrastructure
• Excellent communication skills, able to collaborate effectively with non-technical staff and foster respect and professionalism across all levels
• A proactive attitude toward identifying opportunities for system and process improvement, with a focus on automation

Compensation: At Skydio, our compensation packages for full-time employees include competitive base salaries, equity in the form of options, comprehensive benefits, and various incentives and stipends. Compensation will vary based on factors, including skill level, proficiencies, transferable knowledge, and experience. Relocation assistance may also be provided for eligible roles. The annual base salary range for this position is $94,000 - $120,000 (dependent on final leveling). Fundamentally, we believe that equity is the key to long-term financial growth, and we ensure all full-time employees have the opportunity to significantly benefit from the company’s success.

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