Intermediate IT Specialist

• Build, run, maintain, and troubleshoot services for the executive’s ongoing projects
• Administer AWS resources and services, including EC2, S3, IAM, Systems Manager, and billing alerts
• Administer Google Workspace, 1Password, and other SaaS platforms
• Configure and troubleshoot network and remote-access tools, including VPNs, proxies, RDP, DNS, and email records
• Administer and troubleshoot endpoint solutions such as ManageEngine and SentinelOne
• Read and debug Python scripts, using Git to manage code changes and investigate issues
• Manage technical tasks independently from investigation through resolution
• Use AI assistants to investigate issues, write and troubleshoot scripts, and draft responses, verifying output before use
• Guide Junior IT Specialists and help ensure tasks are completed correctly
• Communicate directly with the executive and Security team, provide updates, explain technical trade-offs, and obtain approval before sensitive changes
• Maintain accurate task records, including actions taken, results, and outstanding issues
• Follow security procedures, protect credentials, use least-privilege access, back up before changes, and consult Security before changing security settings

• 3+ years of hands-on experience in IT, systems administration, software development, DevOps, or a related technical role
• Windows administration with PowerShell, including services, scheduled tasks, the registry, the firewall, Windows Update, and Defender
• Hands-on Python experience for writing, debugging, and maintaining code
• Practical experience with Linux
• AWS administration experience, including EC2, IAM, S3, Systems Manager, Service Quotas, budgets, and billing alerts
• Working knowledge of IAM roles, users, JSON policies, and least-privilege access
• Experience troubleshooting connectivity and remote-access issues
• Knowledge of DNS and email records (SPF, DKIM, and DMARC)
• Google Workspace administration, including mail routing, groups, shared drives, and third-party app access
• Experience administering password managers such as 1Password, including vaults, service accounts, and CLI tools
• Experience with MDM and EDR tools such as ManageEngine and SentinelOne
• Experience using Git to manage code changes and investigate issues
• Upper-Intermediate English level
• Strong security practices, including least-privilege access, safe handling of credentials, and backing up before making changes
• Ability to follow written procedures, document work accurately, and escalate issues when needed
• Sound judgment in handling sensitive changes, seeking approval, and explaining trade-offs clearly
• Clear, calm communication and patience when working with executive stakeholders

• Contractor engagement
• Remote-first work arrangement
• Opportunity to build and run services for a US-based executive
• Hands-on technical work across Python, Linux, AWS, networking, and AI tools like Claude
• Opportunity to guide Junior IT Specialists
• Global team exposure across 55+ countries and five continents