IT Systems Administrator
Side
IT, Education
San Francisco, CA, USA
Posted on Sep 10, 2025
About Side
Side is transforming the real estate industry with a proprietary technology platform that powers high-performing agents and boutique firms. As we continue to scale, our internal IT systems must be reliable, secure, and easy to use. That’s where you come in.
Role Overview
We’re looking for a detail-oriented, service-focused IT Systems Administrator to be the primary IT support resource for the company. This role will lead day-to-day IT operations, including managing and resolving support tickets, troubleshooting technical issues, and ensuring smooth operation across systems and infrastructure. You’ll be responsible not only for end-user support but also for maintaining, monitoring, and improving the IT environment that keeps our teams productive.
This is a hands-on operational role with a strong emphasis on user support, system administration, endpoint security, and problem-solving across a variety of SaaS and networked environments. Due to the collaborative and operational nature of the role, it requires being on-site 4–5 days per week.
What You’ll Do
- Serve as the primary point of contact for IT support, managing the helpdesk queue, resolving tickets, and escalating when necessary
- Troubleshoot and resolve technical issues across systems, applications, devices, and networks
- Administer, maintain, and support systems across our SaaS and endpoint ecosystem (Okta, Google Workspace, Jamf, Slack, Zoom, Atlassian, etc.)
- Monitor system health and performance, applying patches, updates, and policy changes as needed
- Manage user provisioning/deprovisioning and access workflows in coordination with HR and Security teams
- Enforce device compliance and security policies through MDM platforms (Jamf)
- Maintain office network infrastructure, including configuration, firmware updates, and security for UniFi equipmentAssist with security monitoring and remediation using tools such as Datadog and SentinelOne
- Document IT processes, create knowledge base articles, and maintain accurate system records
- Partner with the IT Director on strategic improvements to systems and processes
What You Bring
- 3–5 years of hands-on IT systems administration and end-user support experience in a modern SaaS environment
- Demonstrated ability to manage IT support tickets and resolve issues efficiently with a customer-service mindset
- Experience with enterprise tools like Okta, Google Workspace, Jamf, Atlassian, 1Password, and Slack
- Familiarity with MDM, SSO, conditional access policies, and identity governance
- Understanding of networking concepts and best practices
- Basic scripting skills (Python, Bash, etc.) a plus
- Strong attention to detail with a security-first mindset
- Proven experience supporting a hybrid workforce in a fast-paced environment
- Excellent communication skills and the ability to work cross-departmentally
- Strong documentation and process-oriented thinking
