Help Desk Technician II - VIP Support

Milestone Technologies, Inc.; Bellevue (WA); On-site; USD 3,496,000 - 5,235,000; Full time

Job summary

Milestone Technologies, Inc. in Bellevue, WA is seeking a proactive Help Desk Technician to support PC and Mac environments, troubleshoot complex issues, and deliver a world-class IT experience.

You will handle chat, ticket, and phone requests, assist remote users, and contribute to a fast-moving team focused on reliable service. The role emphasizes customer-minded problem solving, collaboration across tools like Slack, Google Workspace, and Teams, and ongoing learning in a dynamic enterprise

Qualifications

• 3+ years of experience in a Help Desk role with walk-up service; VIP support preferred.
• Strong interpersonal communication skills with a high degree of empathy.
• Demonstrated understanding of Mac OS from command line troubleshooting to resolving individual application failures.
• Advanced working knowledge of collaboration tools such as Slack, Teams and Google Workspace.
• Demonstrated knowledge of Microsoft Exchange and/or Google Admin, including Groups and permissions.
• Knowledge of Windows, issues ranging from registry conflicts to performance issues.
• Familiarity with ServiceNow, Zendesk, Jira, or Okta preferred.
• Experience in supporting PCs and Windows OS in a commercial or enterprise environment.
• Strong knowledge of supporting iOS and Android devices in a commercial or enterprise environment.
• Working knowledge of video collaboration tools such as Zoom, WebEx.

Responsibilities

• Apply critical thinking to complex user requests and provide context and information for fastest resolution.
• Troubleshoot client-side network connectivity issues, including authentication, remote access, secure Wi-Fi and wired connectivity.
• Support user requests and perform remote installations as needed.
• Assist remote users with access problems, including password resets and network access failures.
• Support messaging & calendaring services and content collaboration.
• Support issues with mobile devices.
• Lead in ticket processes and coach others when workflow deficiencies are identified.
• Attend weekly team syncs and drive actionable discussions.
• Display learning agility and seek answers when challenged.

Skills

PC support

Mac support

Customer service

Communication

Mac OS command line

Collaboration tools

Exchange/Google Admin

Windows troubleshooting

ServiceNow

Zendesk

Jira

Okta

Active Directory

Mobile devices

Video conferencing

Education

HS Diploma or GED

Tools

Slack

Teams

Google Workspace

Zoom

WebEx

ServiceNow

Zendesk

Jira

Okta

Google Admin Console

Job description

Milestone Technologies, Inc. in Bellevue, WA is seeking a proactive Help Desk Technician to support PC and Mac environments, troubleshoot complex issues, and deliver a world-class IT experience.

You will handle chat, ticket, and phone requests, assist remote users, and contribute to a fast-moving team focused on reliable service. The role emphasizes customer-minded problem solving, collaboration across tools like Slack, Google Workspace, and Teams, and ongoing learning in a dynamic enterprise