Help Desk Technician Level 2

Systech Consulting, LLC; Roseburg (OR); On-site; USD 65,000 - 90,000; Full time

Job summary

Systech Consulting, LLC is seeking an experienced Level 2 Help Desk Technician in Roseburg, OR. You’ll troubleshoot complex client IT environments, support Windows endpoints, M365, identity, networking, and virtualization, and communicate clearly with business stakeholders.

This role offers growth toward senior technical positions and requires strong fundamentals and independent problem solving. You’ll work directly with client teams, document issues, and collaborate with Systems Engineers to

Qualifications

• Proven ability to troubleshoot complex business IT environments.
• Strong communication with clients and team members.
• Fundamental understanding of Windows OS, AD, networking, and cloud services.
• Experience with Microsoft 365 administration and identity management.

Responsibilities

• Handle escalated and complex issues across client environments.
• Explain technical details clearly to non‑technical clients.
• Collaborate with Systems Engineers and leadership on designs and changes.
• Document findings, actions taken, and outcomes for each ticket.
• Assist in onboarding and supporting diverse client environments.

Skills

Strong problem solving

Excellent communication

Windows administration

Microsoft 365

Networking basics

Documentation skills

Tools

RMM tools

PSA software

PowerShell

Monitoring platforms

Job description

Roseburg, United States | Posted on 11/05/2026

systech was founded in 2017 on a straightforward idea: businesses in this region deserved the same caliber of IT support that companies in Portland and Seattle take for granted, without having to import it.

Today our team runs managed IT, cybersecurity, business voice, structured cabling, camera security and software development out of our Roseburg headquarters and our Coos Bay office. Our co-founders lead that work directly, and they are on the escalation path when a call needs them.

We are big enough to cover every layer of our client's technology and small enough that they know the name of the person who picks up the phone or answers the email.

Job Description

You already know how to solve the easy stuff. We’re looking forsomeone who wants the harder problems.

Systech is looking for an experienced IT professional who canindependently troubleshoot and administer the technology our businessclients depend on every day.

You don’t need experience with every platform we use. You do needstrong technical fundamentals, experience supporting business ITenvironments, and the ability to work through unfamiliar problemswithout someone else providing the troubleshooting path.

This is also a client-facing position. You’ll work directly withpeople who rely on technology to run their businesses, so being ableto explain what’s happening matters almost as much as figuring out whyit’s happening.

If you’re ready for broader technical responsibility, exposure todifferent client environments, and opportunities to continuedeveloping toward Senior Technician or Systems Engineeringresponsibilities, this is a place where you can do it.

What You'll Do

As a Level 2 Help Desk Technician, you’ll handle escalated and morecomplex technical issues across Systech’s managed client environments.Some problems will come to you from Level 1. Others you’ll own fromthe beginning because they require deeper systems knowledge oradministrative access.

You’ll troubleshoot across Windows endpoints, Microsoft 365,identity, Active Directory, networking, servers, virtualization,backup systems, endpoint security, cloud services, and other business technology.

We don’t expect you to know every answer immediately. We do expectyou to know how to investigate the problem, work through likelycauses, make appropriate changes within your authority, validate theresult, and document what you found.

When an issue requires new design, significant implementation work,an architectural decision, or a change outside established standards,you’ll work with our Systems Engineers and technical leadership.

You’ll Also Work With People

Our clients aren’t IT departments. They’re businesses trying to gettheir work done.

You’ll work directly with business owners, managers, office staff,and other employees with varying levels of technical knowledge. Thatmeans asking good questions, explaining complex problems inunderstandable language, providing useful updates, and maintainingprofessionalism when troubleshooting gets difficult.

Strong technical capability should be paired with the ability tocommunicate clearly, professionally, and effectively with clients.

You’ll also work across Systech, collaborating with Level 1technicians, Systems Engineers, Account Management, Field Services,Billing, and others to keep client issues moving toward resolution.

Technology You’ll Work With

Depending on the client and the problem, you’ll gain experienceacross technologies including:

• Microsoft 365, Entra ID, Active Directory, and Intune
  
• Windows workstations and Windows Server
  
• Ubiquiti UniFi and other networking environments
  
• Firewalls, VPNs, switching, and wireless networking
  
• Proxmox, VMware ESXi, Hyper-V, and other virtualization environments
  
• Backup and recovery systems
  
• Endpoint security, EDR, and managed security tools
  
• Azure and other cloud services
  
• RMM, PSA, monitoring, and technical documentation platforms
  
• PowerShell and command-line administration
  

We don’t expect expertise in every platform we use, but we doexpect the technical foundation and professional experience necessaryto learn unfamiliar platforms quickly.

What You Bring

We’re looking for someone with meaningful professional ITexperience who can independently administer and troubleshootestablished business technology environments.

We’re less concerned about whether you’ve worked with every productwe use than whether you understand the underlying technology. If youunderstand networking but haven’t worked with UniFi, we can teach youUniFi. If your virtualization experience is with VMware or Hyper-Vrather than Proxmox, those fundamentals transfer.

What matters is that you’ve moved beyond simply followingtroubleshooting procedures. You can encounter something unfamiliar,determine how to investigate it, and work toward a technically sound resolution.

Requirements

Required Skills

• Strong ability to solve complex technical problems andchallenges
  
• Excellent communication skills founded in being a goodlistener Advancedunderstanding of support tools, techniques, and howtechnology is used to provide services
  
• Advanced understanding of operating systems, businessapplications, printing systems, and networksystems
  
• Advanced diagnostic skills related to end-user hardware,software, and network devices
  
• Advanced experience and knowledge of Microsoft365
  
• Ability to type quickly and accurately while communicatingwith clients
  
• Advanced knowledge of IT applications, software, andhardware
  
• Ability to communicate technical information clearly totechnical and non-technical users
  
• Ability to keep up with and adapt to the fast-paced ITworld
  
• Experience using a ticketing system, RMM tool, and PSAsoftware
  
• Experience providing support through remotetools
  
• Experience handling technical service tickets
  
• Practical systems-administration experience acrossWindows, Microsoft 365, identity, networking, and server orinfrastructure technologies
  
• Working knowledge of TCP/IP, subnetting, DNS, DHCP, VLANs,routing concepts, NAT, VPNs, and wirelessnetworking
  
• Ability to investigate unfamiliar technical issues withoutrelying exclusively on scripted troubleshootingprocedures
  
• Valid driver's license and the ability to drive to clientsites
  
• Ability to produce complete and defensibledocumentation
  
• Ability to perform and document root cause analysis
  

Preferred Skills

• Professional IT certifications such as CompTIA A+, Network+,Security+, Microsoft certifications, ITIL, ITSM, or equivalent
  
• Microsoft 365 certifications
  
• Experience working for a Managed Service Provider or ITsupport business
  
• Client experience certifications such as Helpdesk Habits
  
• Experience mentoring junior technical staff
  
• Experience supporting project work
  
• Experience with Microsoft Entra ID, Intune, Azure,virtualization platforms (Proxmox, VMware ESXi, Hyper-V), backupsystems, and endpoint security/EDR
  
• Experience with Ubiquiti UniFi or comparable managednetworking platforms
  
• Experience using PowerShell or other command-lineadministration tools
  

Career Path: How You’llGrow

Level 2 isn’t intended to be the end of the technical road atSystech. You’ll work with experienced Systems Engineers and othertechnical staff and gain exposure to infrastructure projects,migrations, deployments, advanced troubleshooting, and the reasoningbehind how environments are designed and implemented.

Systech provides paid training time, access to online technicaltraining resources, and opportunities for company-paid industry certifications.

Our technical career path is straightforward:

Career path describes typical progression; it is not a promise ofpromotion, a position, or a pay increase. Senior Technician is adistinct technician-track role; moving to Systems Engineer depends ondemonstrated engineering capability and is possible from Level 2 orSenior Technician.

Advancement isn’t based simply on time in the position. As yourtechnical depth, judgment, and independence grow, so can yourtechnical responsibilities.

Working at Systech

What We Expect From Each Other

Technical skill matters here. So does curiosity, accountability,communication, teamwork, coachability, and reliability.

You’ll be expected to take ownership of your work, document itproperly, ask for help when appropriate, share technical knowledgewith Level 1 technicians, and receive and apply feedback professionally.

You’ll also need to be dependable. Our Help Desk operates from 8:00a.m. to 5:00 p.m., and clients can need us the minute we open. Beingon time, ready to work, and communicating appropriately when somethingunexpected happens are basic expectations of the position.

We also have a sense of humor. Technology continues to provide material.

Screening &Conditions of Employment

Employment is contingent upon successful completion of requiredbackground checks and obtaining and maintaining CJIS clearance.

Equal Opportunity & Accommodation

Systech Consulting is an equal opportunity employer. Employmentdecisions are made based on business needs, job requirements, andindividual qualifications, without regard to race, color, religion,sex, gender identity, sexual orientation, national origin, age,disability, marital status, veteran status, or any othercharacteristic protected under federal, state, or local law.

Systech Consulting provides reasonable accommodations for qualifiedapplicants with disabilities. Applicants who need accommodation toapply or interview may contact our Human Resources department viaemail at [e-mail] .

Interested?

This is an experienced technical position. We’re looking forsomeone who already has strong IT fundamentals, hands-on systemsadministration experience, and the ability to troubleshoot complexproblems in a business environment independently.

Your experience does not need to match our technology stackexactly. Strong technical knowledge transfers between platforms, andwe’ll help you learn the specific tools and systems we use. Whatmatters is that you’re bringing the technical foundation, experience,judgment, and problem-solving ability expected of a Level 2 technician.

If you can combine that technical capability with strong clientcommunication and a desire to continue developing your skills, we’dlike to hear from you.