IT Professional & Web Developer

Brandon
Arakaki

Managed IT Services / Network Infrastructure / Web Development & Hosting

I help small businesses in Hawaii run reliable technology — from secure networks and Windows infrastructure to fast, low-maintenance websites. Vice President at Cowabunga! Computers and owner of Da Hawaii Website Guy, based on Oahu.

Oahu, Hawaii — Available remotely across neighboring islands

Tech that actually
works for you.

I'm the Vice President at Cowabunga! Computers, a managed IT services company serving small businesses across Oahu and neighboring islands. My work sits at the intersection of sysadmin rigor and hands-on client service.

On the IT side, I design and maintain Windows Server environments, UniFi networks, and cloud-connected infrastructure — the kind of dependable, well-documented systems that keep businesses running without drama.

I also run Da Hawaii Website Guy, my personal web practice, building fast, low-maintenance sites on Cloudflare Pages — moving clients away from bloated CMS platforms toward clean, secure, static-first architecture.

24+
Years in Tech
19+
Years at Cowabunga
MSP
Managed Services
HI
Based in Hawaii

Work History

Jan 2017 — Present
Cowabunga! Computers
Full-time · Oahu, Hawaii
Vice President

Oversee all technical operations, service delivery, and business strategy. Lead client engagements across managed IT and networking. Drive the company's evolution from break-fix to a proactive managed services model serving small businesses across Hawaii.

IT Service Management MSP Strategy Client Relations Troubleshooting
Aug 2014 — Present
Cowabunga! Computers
Full-time · Honolulu, Hawaii
General Manager

Managed day-to-day business operations alongside technical service delivery. Responsible for vendor relationships, scheduling, and ensuring consistent service quality across all client accounts.

Operations IT Service Management Vendor Management
Nov 2018 — Present
Da Hawaii Website Guy
Self-employed · Honolulu, Hawaii
Webmaster & Web Developer

Independent web design, hosting, and security practice serving local Hawaii businesses. Specializes in fast, secure, low-maintenance sites — migrating clients from legacy WordPress to modern static-first architecture on Cloudflare Pages with Astro.

Cloudflare WordPress Astro Web Hosting Security
Aug 2006 — Aug 2014
Cowabunga! Computers
Full-time · Honolulu, Hawaii
Network & System Administrator

Hands-on network and systems administration for small business clients across Oahu. Managed Windows Server environments, Active Directory, and on-site networking infrastructure. The foundation of everything that followed.

Windows Server Active Directory Computer Networking Troubleshooting
Sep 2001 — Aug 2006
Byteware
Full-time · Honolulu, Hawaii
Computer Technician

Computer repair, troubleshooting, and networking for residential and small business clients. Built a deep foundation in hardware, operating systems, and customer service that has shaped the way I approach client work ever since.

Computer Repair Troubleshooting Computer Networking

Education

2001 — 2002
Leeward Community College
Pearl City, Hawaii
A.A.S. — Computer & Information Sciences

Associate of Applied Science in Computer and Information Sciences and Support Services.

2000 — 2001
University of Hawaiʻi System
Honolulu, Hawaii
Computer & Information Sciences

Coursework in computer science and information systems.

Technical Stack

Infrastructure
  • Windows Server 2016 / 2019 / 2022
  • Active Directory & Group Policy
  • Hyper-V & VM Management
  • DattoRMM / RMM Platforms
  • Microsoft Entra ID (Azure AD)
  • Office 365 Administration
Networking
  • Ubiquiti UniFi (AP, Switch, Firewall)
  • VLAN Design & Segmentation
  • VoIP Network Optimization
  • Cloudflare DNS & Proxy
  • Cloudflare Zero Trust / Access
  • WAN / ISP Coordination
Scripting & Automation
  • PowerShell (Advanced)
  • Windows Task Scheduler
  • Registry & Driver Management
  • DattoRMM Component Deployment
  • Git / GitHub Workflows
  • Claude Code / AI Automation
Web Development
  • Astro (SSR + Static)
  • Cloudflare Pages / Workers
  • Cloudflare D1 (SQLite) & R2
  • HTML / CSS / JavaScript
  • TipTap WYSIWYG CMS
  • Cloudflare Zaraz / GA4
Platforms & Tools
  • RunCloud (Server Management)
  • Apple Business Manager
  • QuickBooks Enterprise (Support)
  • Mailchimp / Email Marketing
  • WordPress (Legacy Support)
  • Microsoft 365 / Intune
Client Verticals
  • Small Business (Retail, Hospitality)
  • Real Estate & Property Mgmt
  • Professional Services
  • Remote / Neighbor Island Clients
  • Multi-site Organizations

What I Offer

01 ⚙️

Managed IT Services

Proactive monitoring, patch management, help desk support, and endpoint management for small businesses. I keep your systems healthy so you can focus on running your business, not fighting technology.

02 🌐

Networking & WiFi

UniFi network design and deployment — access points, managed switches, and firewalls configured for security, performance, and reliability. VLAN segmentation for guest, IoT, VoIP, and corporate traffic.

03 🖥️

Server & Infrastructure

Windows Server setup, Active Directory, Hyper-V virtualization, and Microsoft 365 administration. I build documented, maintainable server environments with proper backup and disaster recovery.

04 🚀

Web Development & Hosting

Through my personal practice, Da Hawaii Website Guy, I build fast, low-maintenance sites on Cloudflare Pages with Astro for small businesses. Clean, secure, and easy to update — without the bloat and vulnerabilities of legacy WordPress installs.

Let's solve
your tech problems.

Whether you need a reliable IT partner for your business, a network overhaul, or a fast modern website — I'm happy to talk story. Based on Oahu, serving all of Hawaii.