About Les Olson IT
Les Olson IT is one of the fastest-growing and most capable technology service providers in the West. We do I.T. the LOC Way—through talent, passion, and compassion—driving continual growth and a strong market position by delivering superior service.
Unlike most technology companies, Les Olson IT has been in business for over 70 years. We are a family-owned and family-operated company, a tradition that began at the Olson family dinner table and continues today. From those beginnings, we have grown to more than 320 employees across nine locations in two states.
Les Olson Company strives every day to elevate people, whether it's our clients, our team members, or members of the local community.
- We seek to elevate our clients by delivering cutting-edge IT strategy, security, solutions, and support. Each of our team members recognizes that they have a direct impact on the success of the local businesses we serve every day.
- We seek to elevate every team member's career, firmly believing that customer success cannot happen without employee success. We do this by working with each employee to design a fulfilling career path that grows and evolves as they do.
- We seek to elevate our local community members by rewarding our employees for volunteering at local charities and participating in our ongoing food drives.
Our work environment promotes both growth and balance. We encourage and support our employees in building meaningful, fulfilling paths, both professionally and personally. Les Olson Company offers competitive salaries, continuing education, generous benefits, and a fun, collaborative work environment. At the end of the day, it is the people that matter most to us!
What You’ll Do
In this senior-level role, you will:
- Manage and maintain essential customer IT operations—servers, security tools, operating systems, backups, applications, and devices.
- Design, deploy, and troubleshoot Windows Server 2012/2016/2019/2022 environments.
- Administer and support Microsoft 365, Google Workspace, and other cloud email solutions.
- Configure and manage VMware and Hyper-V virtual environments, including VMs, storage, compute, and memory.
- Design, configure, and troubleshoot Active Directory forests, domains, and advanced Group Policies.
- Provide expert-level troubleshooting for DNS, DHCP, File, Print, Web, and Domain Controller services.
- Configure and optimize Azure AD, cloud resources, and virtual environments.
- Diagnose advanced issues with TCP/IP, DNS, DHCP, and coach junior engineers.
- Design and configure RAID, server hardware, and storage solutions (SAN/NAS).
- Serve as Tier 3 escalation, leading root‑cause analysis and resolution for complex incidents.
- Manage large, high-impact IT projects independently.
- Participate in an on-call rotation and respond to service requests across phone, chat, email, and ticketing systems.
- Maintain strong communication and exceptional customer satisfaction.
What You Bring
- 8+ years in Information Technology with strong System Administration experience.
- Excellent communication skills and a collaborative, team-first mindset.
- Strong customer-facing experience.
Certifications (or willingness to obtain within 1 year)
- CompTIA Security+, Server+ (or equivalents)
- VMware VCXD
- Microsoft 365 Expert Administrator (MS‑102)
- Cloud certification: AWS, Azure, or Google Cloud Architect
Technical Expertise
- Expert knowledge of Windows Server and Active Directory (OUs, Users, Groups, GPOs, FSMO roles).
- Extensive hands-on experience with VMware or Hyper-V.
- Strong hardware/software RAID skills.
- Advanced troubleshooting aligned to the OSI model.
- Expert knowledge of:
- Microsoft 365
- Google Workspace
- Azure AD
- Azure or AWS virtual environments
- LAN/WAN, VLAN, VPN
- Backup systems (Datto, Veeam, StorageCraft)
- SAN/NAS storage
- Endpoint security solutions
- Advanced PowerShell skills
- Advanced knowledge of Linux or Apple iOS
- Valid driver’s license & reliable transportation
We offer:
- Paid Time Off
- Sick Days
- Paid Holidays
- 401k match + Pension
- Full Medical, Dental & Vision + HSA
- Mental health care coverage
- Life Insurance
- Local Volunteer Opportunities

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