<div><span>About Side</span></div><div><br /></div><div><span>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 </span><a href="http://in.Role">in.</a></div><div><br /></div><div><span>Role Overview</span></div><div><br /></div><div><span>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.</span></div><div><br /></div><div><span>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.</span></div><div><br /></div><h3>What You’ll Do</h3><ul><li>Serve as the primary point of contact for IT support, managing the helpdesk queue, resolving tickets, and escalating when necessary</li><li>Troubleshoot and resolve technical issues across systems, applications, devices, and networks</li><li>Administer, maintain, and support systems across our SaaS and endpoint ecosystem (Okta, Google Workspace, Jamf, Slack, Zoom, Atlassian, etc.)</li><li>Monitor system health and performance, applying patches, updates, and policy changes as needed</li><li>Manage user provisioning/deprovisioning and access workflows in coordination with HR and Security teams</li><li>Enforce device compliance and security policies through MDM platforms (Jamf)</li><li>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</li><li>Document IT processes, create knowledge base articles, and maintain accurate system records</li><li>Partner with the IT Director on strategic improvements to systems and processes</li></ul><h3>What You Bring</h3><ul><li>3–5 years of hands-on IT systems administration and end-user support experience in a modern SaaS environment</li><li>Demonstrated ability to manage IT support tickets and resolve issues efficiently with a customer-service mindset</li><li>Experience with enterprise tools like Okta, Google Workspace, Jamf, Atlassian, 1Password, and Slack</li><li>Familiarity with MDM, SSO, conditional access policies, and identity governance</li><li>Understanding of networking concepts and best practices</li><li>Basic scripting skills (Python, Bash, etc.) a plus</li><li>Strong attention to detail with a security-first mindset</li><li>Proven experience supporting a hybrid workforce in a fast-paced environment</li><li>Excellent communication skills and the ability to work cross-departmentally</li><li>Strong documentation and process-oriented thinking</li></ul>