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IT/Helpdesk Supervisor – Rippling Experience

Remote · Italy Full-time

Job Description:

  • Lead day-to-day IT helpdesk operations and supervise support team performance
  • Manage and prioritize ticket queues to ensure timely resolution and SLA adherence
  • Serve as the escalation point for complex technical issues (Tier 2/3 support)
  • Coach, mentor, and develop helpdesk team members
  • Support hiring, onboarding, and training of new IT staff
  • Provide IT support for a fully remote workforce, including onboarding and offboarding
  • Troubleshoot issues across devices, networks, and SaaS applications
  • Administer and support core systems, including Google Workspace and other SaaS tools
  • Manage endpoint environments across Windows and macOS, including MDM platforms
  • Improve helpdesk workflows, automation, and overall operational efficiency
  • Maintain clear documentation and contribute to a scalable knowledge base
  • Deliver a high-quality support experience through clear communication and user-focused service

Requirements:

  • 3–5+ years of IT support or helpdesk experience
  • 1–3+ years of team leadership or supervisory experience
  • Experience supporting remote or hybrid work environments
  • Strong experience with Google Workspace administration
  • Proficiency supporting Windows and macOS environments
  • Experience with ticketing systems (e.g., Jira, ServiceNow, Freshservice)
  • Experience with Rippling
  • Relevant certifications (CompTIA, Google Workspace, ITIL, etc.)

Benefits:

  • Competitive salary and meaningful equity ownership
  • Health Insurance 100% employer-paid option available (US only)
  • Additional benefits available include 401k plan, dental, vision & other options (US only)
  • Remote work, flexible hours
  • Unlimited time off policy
  • Ownership, autonomy, purpose

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