Skydio is the leading US drone company and the world leader in autonomous flight, the key technology for the future of drones and aerial mobility. The Skydio team combines deep expertise in artificial intelligence, best-in-class hardware and software product development, operational excellence, and customer obsession to empower a broader, more diverse audience of drone users. From utility inspectors to first responders, soldiers in battlefield scenarios and beyond.

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.

Key Responsibilities

Utilize network troubleshooting tools (Wireshark, tcpdump) to diagnose and resolve network performance issues
Write scripts (python, bash) to automate recurrent IT and onboarding tasks
Use Terraform for infrastructure automation, managing Infrastructure-as-Code (IaC) to streamline provisioning and system management
Administer and improve Okta for access, provisioning, SSO, MFA, and automation workflows
Provide escalated support for complex IT issues and act as a technical mentor to junior staff
Manage JumpCloud for device compliance, policy enforcement, and scripting
Provide support to our network engineer when needed, assisting with tasks like configuring switches, and wireless networks, and troubleshooting connectivity 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 Jumpcloud, 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 regular, full-time employees include competitive base salaries, equity in the form of stock options, and comprehensive benefits packages. 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 $90,000 - 120,000*. Fundamentally, we believe that equity is the key to long-term financial growth, and we ensure all regular, full-time employees have the opportunity to significantly benefit from the company's success. Regular, full-time employees are eligible to enroll in the Company’s group health insurance plans. Regular, full-time employees are eligible to receive the following benefits: Paid vacation time, sick leave, holiday pay and 401K savings plan. This position and all associated benefits are subject to applicable federal, state, and local laws, as well as the Company’s policies and eligibility criteria.

Compensation for certain positions may vary based on the position’s location.

At Skydio we believe that diversity drives innovation. We have created a multidisciplinary environment that embraces the power of diverse perspectives to create elegant solutions for complex problems. We are committed to growing our network of people, programs, and resources to nurture an inclusive culture.

Qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, protected veteran status, or other characteristics protected by federal, state or local anti-discrimination laws.

For positions located in the United States of America, Skydio, Inc. uses E-Verify to confirm employment eligibility. To learn more about E-Verify, including your rights and responsibilities, please visit https://www.e-verify.gov/

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IT Systems Administrator