Director of IT Operations

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!

Overview

We are seeking a hands-on Director of IT Operations to lead and scale our multi-branch engineering and installation teams. This role combines technical leadership, team development, and operational oversight to ensure consistent, high-quality IT service delivery and excellent customer experience.

Key Responsibilities

• Lead, mentor, and develop a high-performing engineering team across multiple locations
• Serve as both a people leader and senior technical escalation point
• Oversee day-to-day IT operations, including infrastructure, security, cloud systems, and end-user support
• Drive ticket, project, and installation execution to meet KPIs, SLAs, and revenue goals
• Build and standardize processes, policies, and workflows (including Autotask/PSA tools)
• Develop training programs and career pathways for team members
• Partner with Sales, Help Desk, and leadership to ensure aligned solutions and strong customer relationships
• Implement automation and continuous improvement initiatives
• Manage vendor relationships and advanced technical integrations

Qualifications

Required

• 7–10+ years in IT operations, engineering leadership, or managed services
• MSP leadership experience
• Proven experience leading technical teams across multiple locations
• Strong expertise in infrastructure, networking, security, and cloud technologies
• Experience with PSA/RMM tools (Autotask preferred)
• Hands-on scripting/automation (PowerShell, Python, etc.)
• Strong communication and leadership skills

Preferred

• Industry certifications (Microsoft, Cisco, CompTIA, VMware)
• Experience building training programs or automation solutions

Why Join Us

• Lead a growing, multi-region IT organization
• Influence strategy, processes, and team development
• Work in a collaborative, customer-focused environment

Benefits

• Paid Time Off
• Sick Days
• Paid Holidays
• 401k match + Pension
• Work-life Balance
• Full Medical, Dental & Vision + HSA
• Life Insurance
• Local Volunteer Opportunities