AI-Driven Technology Leader with 20+ years transforming financial services through DevOps innovation, agentic AI automation, and enterprise-scale platform engineering.
Milton, Ontario
Two decades building and leading technology teams in Canada's largest financial institution โ delivering measurable outcomes at every level.
The most AI-forward role of my career. Led enterprise-wide SCM and Change Planning for CIBC's Client Servicing Technology portfolio โ 45 applications, 9 direct reports across 2 teams, and a $1.3M software budget. Embedded AI automation directly into how software was governed and delivered.
Six years managing two high-performing teams โ 8 DevOps engineers and a dedicated Change Planning function โ responsible for CI/CD pipeline operations and production change governance across 45 applications. This is where I introduced AI-driven automation into CIBC's delivery fabric.
Owned Performance Testing Services demand management and roadmap โ introducing cloud-based testing strategies and continuous improvement that dramatically accelerated throughput.
Supported the Compass/AIM program across 5 business portfolios, managing environment lifecycles across 3 concurrent releases with improved delivery accuracy.
Managed a team of 9 supporting development and QA for Retail Branch applications โ $800K budget, 4 major releases annually. Received the CIBC Achiever Award for leadership and innovation.
Led Retail Branch Technology with $1M capital budgets. Honoured as Mentor of the Year in 2006 โ two direct reports subsequently received the CIBC President's Annual Achiever Award.
Built my technical foundation at one of Canada's most storied technology companies. Recipient of the Nortel President's Award of Excellence โ the company's highest recognition for technical achievement.
The platforms, tools, and disciplines I use to deliver at scale.
From patent-pending live event technology to AI-powered community tools โ what I build when the day job ends.
A real-time crowd display platform I invented and am building from scratch. Live Canvas transforms every smartphone in a live venue into a single coordinated pixel โ driven by MIDI signals and synchronized to music in real time. Imagine stadium-scale light shows owned by the crowd, not the venue. The engineering challenge: sub-20ms synchronization across 100,000+ simultaneous WebSocket connections. Patent pending.
Visit project โI run and administer a self-hosted OpenClaw agentic AI server on Debian Linux, extending access to a community of AI-enthusiast friends and family. A hands-on environment for agentic orchestration, token optimization, and model selection strategy. Actively integrated with Home Assistant for home automation workflows โ giving real intelligence to the physical environment.
Custom team t-shirts featuring individual athletes โ powered by AI background removal and a live design customizer. Upload a player photo, pick a sport-specific template, layer in names, numbers, and school logos, then order. Built for schools, sports leagues, and fundraisers across Canada and the USA. Supports 6 sports with tiered pricing down to $18/shirt and a built-in fundraiser storefront.
An AI-powered music trivia game built on the OpenClaw platform. Players face dynamically generated music knowledge questions spanning genres, eras, and artists โ all orchestrated through Claude-based agentic workflows. A live demonstration of how AI can power engaging, replayable consumer experiences with zero static content.
A musical sight-reading trainer that challenges players to identify 20 notes as fast as possible. Supports treble clef, bass clef, or both โ with easy and hard difficulty settings. Tracks accuracy, correct, incorrect, and timed-out answers per session. A lean, focused educational tool for musicians who want to sharpen their sheet-reading reflexes, built and deployed on the darrenakai stack.
Continuous learning โ especially as AI reshapes the discipline.
Actively seeking my next senior leadership role in AI, DevOps, or platform engineering. If you're building something ambitious โ let's talk.