IT Support Specialist

Cascadia Pharmacy Group is hiring an IT Support Specialist to deliver first-response IT help across a 60+ pharmacy network. This hybrid role supports locations in southern Oregon and western Washington, with remote work in Ilwaco, WA 98624 and about 20% regional travel. You will work closely with the IT Director, helping keep day-to-day systems running and building repeatable support workflows for the team.

This position offers a salary range of USD 47,000 - 55,000 per year, a flexible schedule, and a strong benefits package including health benefits with 75% company-covered coverage for health, vision, and dental, plus paid time off and a retirement plan.

What you’ll do

• Handle first-response IT ticket management through Atera, including printer failures, Dell hardware issues, password resets, network connectivity, and power diagnostics
• Provide Windows 10/11 desktop support and troubleshoot common endpoint issues
• Deploy and troubleshoot hardware across 60+ pharmacy locations as part of ongoing support
• Monitor systems and perform proactive maintenance to reduce the chance of recurring problems
• Support users remotely using RMM tools and remote desktop technologies
• Use basic networking knowledge to troubleshoot firewall, TCP/IP, DNS, and DHCP issues
• Build and maintain documentation, protocols, and support standards for future team members
• Set up ticket response workflows and communication standards to ensure consistent service
• Provide professional, patient support to non-technical pharmacy staff by translating technical issues into clear, actionable steps
• Maintain follow-through so every ticket receives a response and every issue reaches closure
• Escalate complex problems to the IT Director with clear documentation and context

What we’re looking for

• Trade school certification in IT, computer science, or a related field (or 1+ year help desk/IT support experience)
• Hands-on experience with Windows 10/11 and hardware troubleshooting
• Basic networking knowledge including TCP/IP, DNS, and DHCP
• Valid driver’s license and reliable transportation for regional travel (approximately 20%)
• Ability to lift and transport IT equipment up to 70 lbs

Schedule, travel, and location

The schedule is Monday-Friday, 8:00 AM-5:00 PM. You will travel to pharmacy locations by personal vehicle (with mileage reimbursed) and may lift equipment as needed. The role is hybrid, with remote work in Ilwaco, WA, and coverage for Southern Oregon or Western Washington.

Helpful tools and skills

You’ll work with Atera, ServiceNow, ConnectWise, RMM tools, remote desktop technologies, and networking concepts such as firewall, TCP/IP, DNS, and DHCP. The role also involves Dell hardware and may align with credentials such as CompTIA A+ and CompTIA Network+.

Preferred certifications & experience

• CompTIA A+, Network+, or Microsoft certifications
• Experience with ticketing systems such as Atera, ServiceNow, or ConnectWise
• Healthcare or pharmacy IT experience (HIPAA familiarity is a plus)
• Experience creating documentation or SOPs

Benefits

• Health benefits: 75% company-covered health, vision & dental
• Dental insurance
• Vision insurance
• Health insurance
• Paid time off
• Retirement plan
• 1–3 weeks DOE and years with company
• Flexible schedule
• Direct mentorship
• Opportunity to help build processes in a growing organization
• Gain real-time network administration experience