Senior IT Systems Administrator

What We're Looking For

We are looking for a Senior IT Systems Administrator to be a foundational pillar of our IT organization. This is not a ticket-closing role. We need a proactive owner who can build and manage the technology ecosystem that empowers our entire company. You will have the autonomy to design, implement, and refine the systems and processes that make our organization more secure, efficient, and productive.

You will be the go-to expert for our modern, cloud-native tech stack, including Okta, Google Workspace, Slack, Jira, Jamf, n8n, and AWS.If you thrive on automating processes, solving complex challenges, and building reliable, scalable IT systems, this role is for you.

What You'll Do

• Plan & Strategize: Help shape and maintain the roadmap for our corporate IT infrastructure. Develop clear policies and repeatable processes for identity management, device security, application access, and IT support.

• Administer & Automate: Serve as the lead administrator for our core SaaS/IaaS platforms (Google Workspace, Okta Jamf, Slack, Atlassian Suite). Use n8n, scripting (Python, JavaScript, etc.), AI tooling, and native tool automation to eliminate manual work, streamline user lifecycle management, and integrate systems.

• Administering or enabling AI tools (such as Claude or similar) in a business setting, including SSO/SCIM provisioning, usage and spend management, and a security-minded approach to data access and integrations. Comfort using LLMs to speed up your own scripting, troubleshooting, and documentation.

• Secure & Optimize: Implement and maintain security best practices across all systems. Manage endpoint security and configuration with Jamf, enforce access policies with Okta, keep our office networks secure and performing well, and monitor our environment for performance and compliance. Help enable AI tools safely by managing access, usage limits, and connector permissions.

• Empower & Support: Build a great employee experience by providing reliable systems and excellent support. Act as a senior escalation point, create clear documentation, and support our IT service desk (Jira Service Management) by resolving complex issues, improving workflows, and automating recurring requests to ensure timely resolution.

• Collaborate & Deliver: Partner with Security, HR, Engineering, and other departments to understand their needs and deliver technology solutions that help them achieve their goals.

What You'll Bring

• 5+ years of experience as a Systems Administrator in a cloud-first environment.

• Proven experience managing core business platforms, including Google Workspace for productivity and Jamf for Apple device management.

• A strong sense of ownership and the ability to work independently. You can take a high-level goal, break it down, and execute without constant supervision.

• Proficiency in administering the Atlassian Suite (Jira, Jira Service Management, Confluence), with a knack for creating clean workflows and automations that serve the business, not just the tool.

• A solid understanding of IT security principles, networking fundamentals, and cloud infrastructure (especially AWS basics).

• Hands-on experience with Identity and Access Management, including managing an IdP like Okta.

• Strong scripting and automation skills in a language like Python or JavaScript, and experience building workflows in n8n or a similar tool (Zapier, Workato, Kestra). You default to automating a task rather than doing it twice.

• Practical experience with office networking, including firewalls, Wi-Fi, VPN, and DNS/DHCP, and monitoring it with tools like Datadog.

• Excellent communication skills, with the ability to explain complex technical concepts to non-technical stakeholders.

Bonus Points For:

• Professional certifications (e.g., Okta Certified Professional, Jamf Certified Admin, AWS Certified Cloud Practitioner, Fortinet NSE).

• Experience with Infrastructure as Code (IaC) tools like Terraform.

• Familiarity with Agile methodologies and working in a DevOps culture.

• Experience managing IT budgets and vendor relationships.

• Experience with FortiGate or Ruckus, or advanced Datadog use (custom monitors, SNMP/syslog ingestion, integrations with PagerDuty or Slack).

Candidate journey

⭕️ Recruiter call → ⭕️ Skills assessment → ⭕️ Systems design → ⭕️ Meet the Leadership team

Check out some of our products

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WalkFit - http://walkfit.pro