IT Systems Administrator job at OLIPOP in US National

IT Systems Administrator Location: USA Remote

About the Role

We’re hiring a proactive IT Systems Engineer to manage and improve our cloud-based SaaS environment. This role focuses on systems ownership, identity and access management, and security operations—ensuring employees have reliable, secure, and efficient access to the tools they need. You’ll independently manage core platforms (e.g., Microsoft 365, identity systems), resolve complex issues, and drive automation and process improvements to scale IT operations.

Key Responsibilities

Security Tools - Administration, Enhancement & Proactive Monitoring Serve as the primary administrator for key security platforms including Arctic Wolf, Zscaler, Okta, and Mimecast Continuously evaluate, improve, and tune security tools to strengthen detection, response, and overall security posture Proactively monitor alerts, logs, and system health to identify and remediate issues before they impact the business Lead or assist in security incident response, triage, and post-incident review Maintain up-to-date configurations, policies, and documentation across all security platforms Microsoft 365 Administration Manage and administer M365 tenant including Exchange Online, Teams, SharePoint, and OneDrive Handle user lifecycle management - provisioning, de-provisioning, licensing, and access controls Monitor tenant health, enforce security policies, and manage compliance and DLP configurations Support Power BI administration including workspace management, user access, and data connectivity Email Security Administer and optimize Mimecast for email security, continuity, and archiving Manage policies for spam filtering, attachment protection, impersonation defense, and data leakage prevention Monitor email traffic and investigate quarantine events, false positives, and delivery issues Vendor & Third-Party Management Serve as a key point of contact for third-party IT vendors and managed service partners Hold vendors accountable to project timelines, deliverables, and service-level expectations Coordinate vendor onboarding, access management, and offboarding in alignment with security policies Escalate and track issues through to resolution, ensuring vendors meet organizational standards Helpdesk & Ticketing Oversee IT helpdesk queue - triage, prioritize, assign, and resolve tickets Apply sharp diagnostic skills to resolve complex technical issues across SaaS platforms, endpoints, and user access Identify recurring issues and drive root-cause fixes to reduce ticket volume over time Training & User Enablement Assist in developing and delivering IT and security awareness training for end users Create clear, user-friendly documentation, how-to guides, and knowledge base articles Champion best practices around security hygiene, tool adoption, and productivity AI Tools & Innovation Actively leverage AI tools (Microsoft Copilot, AI-powered security features, automation platforms) to improve efficiency and outcomes Identify opportunities to apply AI and automation to streamline IT operations and reduce manual effort Stay current on emerging AI capabilities relevant to IT security and operations Must Have: 5+ years of experience in an IT systems, security, or cloud operations role Hands-on administration experience with Microsoft 365 (Exchange, Teams, SharePoint, Intune, Entra ID) Strong troubleshooting skills - you diagnose methodically, escalate when appropriate, and follow through to resolution Experience managing an IT ticketing system (Freshservice) Comfortable holding vendors accountable and managing external project timelines Excellent communication skills - able to convey technical concepts clearly to non-technical users Self-directed and proactive - you don't wait for things to break Nice to Have: Experience managing or supporting security platforms such as Arctic Wolf, Zscaler, Okta, and/or Mimecast Experience using AI tools such as Microsoft Copilot, ChatGPT, or similar in a professional setting ITIL foundation or equivalent IT service management experience REPORTS TO Director, IT COMPENSATION $110k -120k base + bonus HOW WE WORK We may be fully remote, but we’re anything but disconnected. OLIPOP has grown from a few passionate people around a table to a nationwide team, and we’ve done it without losing our collaborative spirit or sense of purpose. Connection here is intentional. From cross-functional projects and IRL offsites to thoughtful Slack threads and spontaneous gifs, we make the effort to stay close, even across time zones. Sure, we move quickly, but we lead with trust, transparency, and a shared commitment to doing work that matters. We value thoughtful debate. We give feedback with care and receive it with curiosity, knowing that real growth, both personal and collective, comes from listening as much as leading. Because at OLIPOP, it’s not just about getting things done. It’s about growing together, staying true to what matters, and building something with lasting impact. WHAT WE VALUE At OLIPOP, our values aren’t just posters on a wall. They shape how we show up: for each other, for our customers, and for the mission we’re chasing together. Mission Connectivity: Everything we do ladders up to our shared goal: supporting human health. Whether launching a new flavor or conducting clinical research, the mission stays front and center. Indomitable Spirit: When things get messy, we get inventive. We stay curious, adapt quickly, and find the path forward, most likely with a dedicated Slack thread and a beautifully overbuilt deck. Lead at Every Level: Leadership isn’t about titles, it’s about ownership. We speak up, follow through, and lift each other up. If you’ve got ideas and initiative, you’ve got influence. Courageous Humility: We’re confident in what we bring and curious about what we don’t know (yet). We give feedback with care, take it with grace, and know that real growth takes both. WHAT WE’RE LOOKING FOR Success at OLIPOP doesn’t come from checking boxes; it comes from living our values, staying curious, and finding energy in both the pace and the purpose. We’re building something big, and we’re looking for people who: Think big, move fast, and take thoughtful risks Thrive in a high-performance, feedback-rich environment Value real human connection and honest collaboration Are fired up by building something new, and making it better every day Startup life at OLIPOP is equally fun and fast-paced. If you’re energized by a dynamic environment, eager to grow, and excited to help shape something meaningful from the inside out, OLIPOP is a one-of-a-kind ride. Apply To This Job