Aaron M.
Fractional CTO | Microsoft 365, Azure & Security | IT Strategy & AI
Head of Technology with 25+ years leading IT for NZ and UK organisations. I've delivered cloud migrations up to $5M, cut telecom costs by $96K a year, built disaster recovery programmes for healthcare and insurance, and look after 250+ business websites. What I help with • Fractional CTO / CIO: technology strategy, roadmaps, vendor and budget management • Microsoft 365, Entra ID, Intune and Azure: setup, security hardening and migrations (including Google Workspace to M365) • Cybersecurity reviews, disaster recovery and business continuity • Infrastructure: Windows Server, Remote Desktop Services, networking, VoIP / 3CX • WordPress: security hardening, hacked-site clean-up and custom plugins • AI and automation: practical AI agents and workflows (I built my own AI agent platform for WordPress) • IT training and coaching for staff and teams Selected results • Metlifecare (NZ retirement and aged care): IT Manager with budgets up to $4M; fixed a VoIP routing fault that saved $96K a year with zero capital spend, and delivered an enterprise DR programme that had stalled for years • Aioi Nissay Dowa Insurance: IT Manager; delivered a Guidewire Cloud migration valued up to $5M, working with the Japanese parent company, and introduced change, vendor and governance frameworks • Royal London Group (UK): designed multi-datacentre disaster recovery for a 900-user, 55-server site • Gencom Technology: built a new IT Services division from scratch • Tandem Studios: Head of Technology & Digital Services; launched three new service lines and delivered 250+ customer websites • My Hotel: scaled from 20 to 140+ properties and $3M revenue How I work Async-friendly, with clear written reports, documented changes and no surprises. I overlap well with Australia, the UK and Europe, and US afternoons and evenings for calls. MCSE | BSc Computer Science (University of Auckland)
Earnings and projects
Last 6 months ÷ 3.5 months active (since Jul 2026)
Read daily since Oct 28, under 30 days
Billed in all: $2,295$2.3k
$672 in the last 6 months
Across 4 contracts
Across 4 contracts
Earnings, last 30 days
Tracked from Oct 28, 2026.
Skill rankings: Top 16% in IT Infrastructure
Ranked by MRR among everyone on Upwork with the skill.
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