Director of Information Technology

What We're Looking For: 7+ years in IT operations or infrastructure, including 3+ years leading people, major incidents, or service delivery in multi-site or operationally intensive environments. Strong hands-on networking: routing and switching, VLANs and segmentation, VPN and SD-WAN, warehouse wireless, and firewall policy. Cisco, Meraki, and Palo Alto strongly preferred. Current, hands-on AI and automation skills (Microsoft 365 Copilot, Power Automate or Copilot Studio, PowerShell or Python), plus a clear grasp of AI risk: data oversharing, sensitivity labels and DLP, and acceptable use. Show us something you've built. Working knowledge of Microsoft 365, Entra ID, Intune, Windows Server, identity, and security operations. A track record of building incident, change, request, asset, and continuity processes, and of managing MSPs and vendors. Clear communication with executives and frontline teams alike. Availability for after-hours maintenance, emergency response, and regular inter-island travel.

What You'll Do: Own IT operations and the operating calendar: patching, vulnerability remediation, access reviews, recovery testing, lifecycle planning, and renewals. Own the network across all sites: SD-WAN, switching, wireless, firewalls, inter-island connectivity, warehouse Wi-Fi, and carriers. Automate routine work such as onboarding, patching, reporting, and ticket triage, and roll out AI tools like Microsoft 365 Copilot with sound data governance. Act as incident commander for major disruptions, keep leadership and teams informed, and lead post-incident reviews. Run practical change management and documentation so no production system depends on one person. Own resilience: recovery objectives, restoration and failover testing, and business-continuity tabletop exercises. Develop the Help Desk Specialist, and hold MSP and vendors to clear standards on service quality, risk, and renewals. Who Thrives HereYou've run a real outage end to end, and you can tell us what you changed afterward. You stay calm under pressure and know when to roll back instead of pushing forward. You measure success by whether the trucks loaded on time, not by tickets closed, and you spend time on the warehouse floor. You hold vendors accountable with SLAs and data, without burning the relationship. You don't do the same task three times by hand, and you can separate real AI value from hype. You coach people, write the runbook, and share credit.

Preferred: Distribution, logistics, cold chain, or 24/7 operations experience, including handheld scanners, MDM, WMS/ERP, and freezer Wi-Fi. AI in operations: AI-assisted service desk, AIOps, forecasting, or route optimization. Microsoft Purview or Defender, and disaster planning for hurricanes and sites with no on-site IT.CCNA/CCNP, Meraki CMNA, PCNSA/PCNSE, ITIL, Security+, or Microsoft certifications.

Location: Honolulu-based, full-time on-site, with travel to neighbor islands and occasionally to Long Beach.