IT Support Specialist
Cascadia Pharmacy Group
Salary: $47,000–$55,000 annually plus benefits
Reports to: IT Director
Location: Southern Oregon or Western Washington
The Opportunity
Cascadia Pharmacy Group is scaling fast. With 60+ pharmacies across our network, we're building something substantial. We need an IT Support Specialist who can grow with us.
This isn't a typical entry-level help desk role where you're siloed and forgotten. You'll work side-by-side with our IT Director, Quinton, as his operational right hand. You’ll be a partner who can absorb the day-to-day execution so he can focus on strategic infrastructure projects.
The ~20% regional travel offers accelerated field experience. While your peers in desk-bound support roles spend years waiting to touch real infrastructure, you'll be deploying hardware and building relationships across pharmacy locations.
What You'll Own
Core Technical Support
- First-response ticket management via Atera: printer failures, Dell hardware issues, password resets, network connectivity, power diagnostics
- Windows 10/11 desktop support
- Hardware deployment and troubleshooting across 60+ pharmacy locations
- Routine monitoring and proactive maintenance to prevent issues before they escalate
- Remote support using RMM tools and remote desktop technologies
- Basic networking: Firewall, TCP/IP, DNS, DHCP troubleshooting
Process & Documentation
- Build the documentation and protocols that future team members will follow
- Establish ticket response workflows and communication standards
Communication & Coordination
- Provide professional, patient support to non-technical pharmacy staff—translating technical issues into clear, actionable guidance
- Own follow-through: every ticket gets a response, every issue gets closure; no one wonders if their problem is being handled
- Escalate complex issues to the IT Director with clear documentation and context
Required Qualifications
Technical Foundation
- Trade school certification in IT, computer science, or related field (or 1+ year help desk/IT support experience)
- Hands-on experience with Windows 10/11, and hardware troubleshooting
- Basic networking knowledge (TCP/IP, DNS, DHCP)
- Valid driver's license and reliable transportation for regional travel (~20%)
- Ability to lift and transport IT equipment up to 70 lbs
Preferred Certifications & Experience
- CompTIA A+, Network+, or Microsoft certifications
- Experience with ticketing systems (Atera, ServiceNow, ConnectWise)
- Healthcare or pharmacy IT experience (HIPAA familiarity a plus)
- Previous experience creating documentation or SOPs
How You Work
We're looking for someone who is organized, proactive, and comfortable working in a fast-moving environment.
- You take initiative. You can work with incomplete information, ask good questions, and keep projects moving.
- You follow through. You keep track of details, follow up on open items, and help ensure nothing falls through the cracks.
- You work independently. You manage your time well, make sound decisions, and communicate clearly.
- You communicate professionally. You're comfortable collaborating with people across different teams and technical experience levels.
- You value organization and accuracy. You enjoy creating structure and improving how work gets done.
Why This Role Matters
As our pharmacy network grows, so does the need for reliable IT support. This role helps handle day-to-day execution and learning group policy.
It's also a growth opportunity. You'll work closely with experienced IT professionals, gain exposure to a wide range of technologies, and have opportunities to get hands-on network administration experience.
Schedule & Logistics
- Schedule: Monday-Friday, 8:00 AM-5:00 PM
- Travel: Approximately 20% regional travel to pharmacy locations (mileage reimbursed)
- Physical Requirements: Ability to lift and transport IT equipment up to 70 lbs; travel between pharmacy locations in personal vehicle
Benefits
- Health benefits: 75% company-covered health, vision & dental
- Retirement & PTO: 1–3 weeks DOE and years with company, plus standard/competitive retirement plan
- Direct mentorship
- Opportunity to help build processes in a growing organization
- Real-time network administration experience
Applications can also be submitted at https://www.cascadiapharmacygroup.com/it-support-specialist/
Pay: $47,000.00 - $55,000.00 per year
Benefits:
- Dental insurance
- Flexible schedule
- Health insurance
- Paid time off
- Retirement plan
- Vision insurance
Work Location: Hybrid remote in Ilwaco, WA 98624
