IT Helpdesk Specialist, Level 3 Support (macOS/Jamf/Okta)

Location: Dublin, Ireland; hybrid with at least two days per week in the office. The role supports employees across EMEA and APAC and requires travel between Dublin and London as needed, with potential travel to the US or other parts of Europe.

Salary: €50K–€60K, plus equity.

Company

ClickUp develops an AI-native all-in-one workspace combining tasks, documents, chat, calendars, and enterprise search to help teams plan, track, and collaborate.

What you will do

• Own complex employee support issues from investigation through resolution and involve IT or Security partners when needed.
• Troubleshoot macOS, hardware, software, connectivity, identity, and access issues for office-based and remote employees.
• Deploy and manage Apple devices with Jamf and Apple Business Manager.
• Manage employee access and account changes through Okta and other business applications while following security practices.
• Support onboarding, offboarding, device setup, and equipment needs; maintain clear tickets, troubleshooting notes, and documentation.
• Improve support processes, use AI responsibly to reduce repetitive work, and partner with IT, Security, People Operations, and Workplace teams.

Requirements

• At least 5 years of experience in IT support, helpdesk, service desk, desktop support, or a similar role.
• Strong macOS troubleshooting skills and hands-on experience with Jamf, Okta, and Apple Business Manager.
• Experience investigating and resolving complex support issues with a methodical, service-minded approach.
• Solid IT fundamentals and basic AI principles, including responsible use of AI tools and assessment of their output.
• Security-first approach to employee data, device security, identity verification, and access.
• Clear communication skills and the ability to explain technical issues to people with different levels of technical experience.
• Ability to work from the Dublin office at least two days per week and support employees across EMEA and APAC.
• Willingness to travel between Dublin and London as needed, with potential travel to the US or other parts of Europe when required.

Nice to have

• Experience with Bash, scripting, coding, automation, or practical AI-assisted tools.
• Experience supporting employees across multiple offices or time zones.

Culture & Benefits

• Hybrid work arrangement with regular Dublin office attendance.
• Equity is included in the compensation package.
• AI fluency is evaluated during the hiring process, and responsible daily AI use is expected.
• Employment visa sponsorship is not available for roles outside engineering and product.