System Administrator

The 20•Portland, OR

17d

About The Position

The 20 LLC is a nationwide Managed Service Provider and MSP growth platform that partners with businesses and IT service companies to deliver technology solutions and support. The System Administrator maintains and supports computer systems, servers, workstations, and networking equipment for internal teams and client environments. The role involves troubleshooting complex technical issues, supporting helpdesk and desktop operations, and contributing to IT infrastructure planning and implementation. The service area is Portland, Oregon, and the surrounding metropolitan area, with onsite travel to client locations as needed.

Requirements

Associate or bachelor's degree in Computer Science, Information Technology, System Administration, or a closely related field, or equivalent experience.
4–6 years of IT administration experience.
Experience supporting Microsoft technologies, including Windows Server (FSMO, DNS, DHCP, etc.), Active Directory, and Azure AD.
Experience administering Microsoft 365, including Exchange, SharePoint, OneDrive, and Teams Online.
Experience managing Intune.
Working knowledge of virtualization technologies such as VMware, Hyper-V, or equivalent.
Experience with firewall management and troubleshooting.
Knowledge and experience with complex networking environments.
Deep understanding of Active Directory, Group Policy, and file sharing.
Strong knowledge of systems and networking software, hardware, and networking protocols.
Experience with scripting and automation tools.
A proven track record of developing and implementing IT strategy and plans.
Strong knowledge of implementing and developing helpdesk and IT operations best practices, including security, storage, data protection, and disaster recovery protocols.

Nice To Haves

Experience with modern operating systems.
Experience with documentation platforms such as IT Glue.
Experience with Kaseya BMS and VSA.
System administration and IT certifications in Microsoft or other network-related fields.

Responsibilities

Maintain, configure, and ensure the reliable operation of computer systems, network servers, workstations, and networking equipment.
Install and upgrade computer components and software.
Troubleshoot hardware and software errors using diagnostics; document problems and resolutions, prioritize issues, and assess their impact.
Provide documentation and technical specifications to the Project Team and Manager for planning and implementing new or upgraded IT infrastructure.
Lead desktop and helpdesk support efforts and resolve issues with desktop applications, workstations, and related equipment in a timely manner while minimizing disruptions.
Travel to client locations as necessary to provide hands-on technical support, troubleshoot issues, and implement solutions that ensure continuity of services.