[Hiring] Systems Administrator @Inside Out Hiring

Role Description

Are you an experienced SysAdmin with deep diagnostic skills and an AI-first mindset ready to manage and scale a custom WordPress hosting infrastructure? We are seeking a full-time Systems Administrator based in South Africa, Europe, or LATAM to oversee server reliability, resolve complex site issues, and build automated operational safeguards!

Key Responsibilities

• Server & Site Management: Administer the custom hosting platform, ensuring security, performance, and uptime as site volume scales from dozens to thousands.
• Issue Troubleshooting: Perform deep-dive root-cause analysis on customer site issues and apply fixes within the company's specific hosting configuration.
• SOP Documentation: Convert recurring problems, fixes, and edge cases into structured SOPs within the internal playbook system.
• AI-Assisted Operations: Use and manage AI agents (Claude Code) to execute routine tasks, building validation loops and human safeguards around AI outputs.
• System Scaling Support: Manage the stable onboarding of customer sites transitioning from plugin-only to fully hosted environments.
• Cross-Team Collaboration: Communicate actively in Slack with leadership and engineers to flag risks and recommend system safeguards.

Qualifications

• Systems Admin Experience: Proven, hands-on experience hosting web applications and WordPress environments; calm and effective under pressure during site outages.
• Deep Diagnostic Skill: Ability to investigate root causes rather than relying on surface-level fixes or generic textbook approaches.
• AI-First & AI-Management Mindset: Enthusiastic about managing AI agents to perform core operational tasks while establishing rigorous human oversight.
• Opinionated Stack Comfort: Willingness to work within the company's specific hosting architecture and internal tooling.
• Trust & Communication: High integrity handling root/admin-level access, coupled with excellent written English for Slack alignment and SOP creation.
• Time Zone Overlap: Must provide at least 2 hours of work overlap between 8:00 AM and 11:00 AM US Eastern Time.

Requirements

• Tech Stack Used: Slack, Claude Code (and similar AI tools), WordPress, Custom Hosting Infrastructure, Internal SOP/Playbook System.

Benefits

• Compensation: $3,200 – $3,700+ per month
• Work Schedule: Monday to Friday, 8:00 AM to 5:00 PM (Eastern Time) with a minimum 2-hour overlap between 8:00 AM – 11:00 AM ET required.
• Target Start Date: ASAP