IT Service Desk Tech II

Trupanion•Seattle, WA

1d•$34 - $35•Onsite

About The Position

The IT Service Desk Technician II provides advanced technical support to employees by resolving hardware, software, network, and endpoint-related issues across Windows and macOS environments. This role serves as a key escalation resource, ensuring timely issue resolution, maintaining critical IT systems and documentation, and delivering an exceptional end-user experience. The ideal candidate is a customer focused problem solver who thrives in a fast-paced environment and contributes to continuous improvement of IT services, processes, and technology initiatives. This position is open to candidates in the Seattle area and requires working on-site at our casual, pet-friendly office five days a week.

Requirements

4+ years of experience in help desk, desktop support, or IT support (internship or academic lab experience considered).
Experience supporting macOS and/or Windows in a professional environment.
Familiarity with Microsoft 365 and basic Azure Active Directory functions (e.g., user management, password resets).
Exposure to ITSM platforms such as ServiceNow or Jira Service Management.
Understanding of MDM tools; experience with Intune is a plus.
Strong communication skills with a user-focused, service-oriented mindset.
Comfort using AI tools (e.g., CoPilot, Gemini) to improve efficiency and problem-solving.
Degree in IT, Computer Science, or related field preferred (or equivalent experience); CompTIA A+ is a plus.
Strong understanding of networking fundamentals (Wi-Fi, VPN, LAN, firewalls).
Advanced analytical and troubleshooting skills with the ability to identify root causes and resolve complex technical issues efficiently.
Experience working in global, distributed, or multicultural organizations and supporting a diverse employee population.
Proven ability to identify process improvement opportunities and contribute to service desk optimization initiatives.
Strong technical documentation and knowledge management skills, including creating clear procedures and support articles.
Excellent organizational and time-management skills with the ability to manage competing priorities in a fast-paced environment.
Strong written and verbal communication skills with the ability to build positive relationships across technical and non-technical teams.
Applicants must be authorized to work for any employer in the U.S. We are unable to sponsor or take over sponsorship of an employment visa at this time.

Nice To Haves

Experience with Intune.
CompTIA A+ is a plus.
Degree in IT, Computer Science, or related field preferred (or equivalent experience).

Responsibilities

Deliver Tier II technical support for desktop, laptop, software, hardware, and network-related incidents and service requests.
Install, configure, upgrade, and maintain end-user computing devices, operating systems, applications, and peripheral equipment.
Accurately document incidents, resolutions, system changes, and support activities within the JIRA platform.
Collaborate with internal IT teams to identify root causes, implement corrective actions, and enhance overall service delivery.
Maintain high levels of employee satisfaction by providing responsive, reliable, and professional technical support.
Perform, schedule, and monitor system alerts, work queues, back-ups, and recovery activities.
Support mobile device management (MDM) platforms such as Intune, including device enrollment and basic configuration.
Provide support for conferencing and AV systems in meeting rooms and shared spaces.
Contribute to internal documentation and knowledge base resources.
Assist with broader IT initiatives, including system rollouts, procurement, and asset management.
Offer occasional after-hours or weekend support when needed.
Deep Windows expertise (required), including: OS-level troubleshooting (BSOD, event logs, performance tuning), BitLocker, driver/hardware issues, and power/thermal management.