Senior IT Systems Engineer, Upsun

• Broad IT engineering experience: You have hands-on experience across identity, collaboration tools, endpoint management, and SaaS administration. You understand how these systems connect and can troubleshoot problems across them
• Depth in a core area: You bring strong expertise in at least one of Okta, Google Workspace, or JumpCloud, along with the ability to work across the others. We welcome different strengths; you do not need to be equally expert in all three
• Device management deployment: You have helped deploy or significantly improve an MDM or endpoint management platform. You can turn security and operational requirements into workable configurations, test them, and roll them out with minimal disruption
• Automation and scripting: You build reliable automation using workflow tools, APIs, webhooks, and Python or a comparable scripting language. You consider error handling, monitoring, and ongoing maintenance
• A track record of improvement: You can share examples of systems or processes you assessed, improved, and delivered, with clear results for employees or the IT team
• Proactive judgment and ownership: You work independently, make sound technical decisions, and know when to involve others. You can turn an unclear problem into a practical plan, explain trade-offs, and take responsibility for the outcome
• Security and compliance awareness: You have implemented controls such as access reviews, secure configurations, or device policies, and understand how to document and demonstrate that they work. Experience supporting ISO 27001 or SOC 2 is valuable
• Clear communication and collaboration: You work effectively in a fully remote team and communicate clearly with technical and non-technical colleagues across cultures. You share knowledge and help others become more effective
• Experience: Typically six or more years in IT engineering, systems administration, identity, or endpoint management, with increasing responsibility for technical decisions and project delivery. Equivalent experience matters more than a specific number of years
• We know that a great hire won’t meet every requirement that we’ve outlined. If you can see yourself elevating the team, we want to hear your story. Few of us would be here had we not taken a chance

Desirable

• As a Senior IT Engineer, you help shape and improve the systems that our 250+ person remote company relies on every day
• Your work spans identity and access, Google Workspace, device management, and our wider SaaS environment
• Reporting to the IT Director, you take ownership of complex problems and lead improvements from initial assessment through delivery
• You identify what needs attention, recommend priorities, and make thoughtful decisions that balance security, reliability, and employee experience
• You also help the team build stronger practices through clear documentation, shared knowledge, and practical guidance
• Identity platform: Improve our identity and access services, with Okta at the core. This includes single sign-on, automated account provisioning, multi-factor authentication, access policies, and emergency access. Work with IT and Security to make access secure, consistent, and straightforward
• Google Workspace: Lead the administration and improvement of our Google Workspace environment, including users, groups, Gmail, Drive, shared drives, and security settings. Improve how people collaborate, manage sharing and access, and keep our configuration aligned with business needs
• Device management: Help lead the rollout and ongoing development of JumpCloud and our device management practices across macOS, Windows, and Linux. Define and implement device configurations, security policies, software deployment, and onboarding processes in partnership with IT Operations and Security
• Automation and employee lifecycle: Design and improve onboarding, role changes, and offboarding across identity, devices, and SaaS tools. Use tools such as Okta Workflows, n8n, Python, and APIs to reduce manual work and make processes more reliable
• Continuous improvement: Assess our current systems, identify gaps, and turn findings into practical improvements. Investigate complex issues across connected services, address root causes, and follow through until changes are working well
• SaaS administration and governance: Administer our core internal tools and help evaluate new applications. Establish clear practices for application setup, integrations, access requests, approvals, and access reviews
• Security and compliance: Partner with Security and the Risk and Audit team to implement and maintain controls across identity, Google Workspace, devices, and SaaS tools. Automate evidence collection where practical to support ISO 27001 and SOC 2 Type 2
• Project delivery and mentoring: Lead projects from scoping and technical design through rollout and handover. Coordinate dependencies, communicate risks and progress, and help colleagues grow through documentation, reviews, and knowledge sharing

• You can expect 4 interviews on Google Meet to follow the order below. Should you successfully move through the entire process you will have the opportunity to meet with a variety of Upsunners. Our goal is to ensure you can make the most informed decision on whether this role, and our culture aligns with what you’re looking for in your future working environment
• 45 Minutes with Talent Acquisition
• 60 Minutes with Hiring Manager (Director, IT)
• 60 Minutes with Team (Senior Director, Site Reliability Engineering, Senior IT Manager)
• 45 Minutes with Executive (Senior Director, FP&A & IT)
• All roles require background checks