Remote IT Operations Leader: Networks, Cloud & MSP Oversight

OUTDOOR LIVING SUPPLY LLC; Hawaii; Remote; USD 115,000 - 130,000; Full time

Benefits offered by this job

Medical, Dental, and Vision Insurance

Company-paid Life Insurance

Company-paid Long-Term Disability (LTD

Legal/ID Shield Coverage

Paid Time Off and Company Holidays

Job summary

Outdoor Living Supply is seeking a hands-on Manager, IT Operations to oversee technology infrastructure, outsourced IT support, and service providers across our locations. The role is remote with periodic travel to OLS locations as needed.

You will lead reliability and security across networks, cloud services, and Microsoft 365, manage third-party vendors, and drive improvements in service delivery while partnering with the CIO on technology planning and cost optimization.

Qualifications

• At least 10 years of progressive IT experience in IT operations, infrastructure, service delivery, and technical leadership.
• Broad technical knowledge of enterprise networking, cloud infrastructure, Microsoft 365, identity management, and technology operations.
• Demonstrated experience managing outsourced IT services, managed service providers, and third-party technology vendors.
• Strong understanding of incident management, service delivery, performance measurement, and operational improvement.
• Bachelor’s degree preferred, with equivalent experience accepted. Relevant technical or IT service management certifications are a plus.

Responsibilities

• Oversee the performance, reliability, and availability of networks, Wi-Fi, internet connectivity, servers, cloud infrastructure, and telecommunications across all locations.
• Provide operational oversight of Microsoft 365, identity management, collaboration tools, and IT management systems administered by third-party providers.
• Identify infrastructure risks and recurring issues, and coordinate improvements that strengthen reliability, efficiency, and scalability.
• Lead infrastructure initiatives in partnership with project management, internal teams, and external providers.
• Manage relationships with managed service providers, outsourced IT support, SaaS administrators, security providers, and technology consultants.
• Establish service expectations, monitor vendor and service desk performance, and hold providers accountable for timely, effective support.
• Develop practical service standards and reporting that highlight service quality, recurring issues, and improvement opportunities.
• Support incident coordination and escalation in partnership with the teams responsible for individual systems.
• Partner with the virtual Chief Information Security Officer and security providers to implement effective security measures within assigned services.
• Advise the CIO on technology planning, vendor performance, investment decisions, and opportunities to improve costs and operational efficiency.
• Build productive relationships across IT and the business, leading improvements through collaboration and accountability.

Education

Bachelor’s degree preferred

Job description

Outdoor Living Supply is seeking a hands-on Manager, IT Operations to oversee technology infrastructure, outsourced IT support, and service providers across our locations. The role is remote with periodic travel to OLS locations as needed.

You will lead reliability and security across networks, cloud services, and Microsoft 365, manage third-party vendors, and drive improvements in service delivery while partnering with the CIO on technology planning and cost optimization.