Open to new opportunities

Darren
Akai

AI-Driven Technology Leader with 20+ years transforming financial services through DevOps innovation, agentic AI automation, and enterprise-scale platform engineering.

AI & Automation DevOps Leadership Platform Engineering Change Governance Milton, ON
20+Years in Tech
$500K+Annual Savings
45Apps Governed
0Change Collisions
Darren Akai Milton, Ontario
๐Ÿค–
$520K
Annual savings from AI-driven build/release automation โ€” with a 100% elimination of deployment failures across 45 applications.
โ˜๏ธ
$95K
Annual savings from migrating to GitHub Enterprise Cloud, at $1,600/month per application in infrastructure efficiencies.
๐Ÿ”
$72K
Annual savings from HashiCorp Vault secrets automation โ€” eliminating all manual credential administration.
๐Ÿ“‰
18%
Reduction in unplanned outages via structured change governance โ€” plus zero cross-team collisions across 45,000+ annual production changes.
Career

Professional Experience

Two decades building and leading technology teams in Canada's largest financial institution โ€” delivering measurable outcomes at every level.

Director, Change Planning & SCM CIBC Apr 2024 โ€“ Nov 2025

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.

  • Championed AI-augmented SDLC practices using CIBC's internal AI platform to accelerate GitHub Actions script authoring, saving 15โ€“20 hours/month per application โ€” a documented $432K annual saving.
  • Built a custom Jira-based change governance solution that delivered zero change collisions across the entire CST portfolio since implementation.
  • Introduced HashiCorp Vault to automate secrets and credential lifecycle management, generating $72K in annual savings.
  • Led migration to GitHub Enterprise Cloud (GHEC), achieving $95K in annual savings while modernizing SCM posture across 45 applications.
  • Aligned change initiatives with corporate objectives in partnership with senior executives across Enterprise Change Management and Technology Infrastructure.
GitHub ActionsHashiCorp VaultJiraGHECAI AutomationSDLC Governance
Director, DevOps & Change Planning CIBC Jan 2018 โ€“ Mar 2024

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.

  • Introduced AI-driven build/release automation, achieving $520K in annual savings and a 100% reduction in deployment failures.
  • Governed 45,000+ annual production changes in a 2,000+ application bank environment โ€” with zero cross-team collision impact.
  • Implemented a structured change governance framework that decreased unplanned outages by 18% and materially improved release predictability.
  • Built and mentored a team of CI/CD specialists who became trusted partners across multiple lines of business.
CI/CDJenkinsGitHubChange ManagementTeam Leadership
Technology Consultant โ€“ Performance Testing CIBC Jul 2015 โ€“ Jan 2018

Owned Performance Testing Services demand management and roadmap โ€” introducing cloud-based testing strategies and continuous improvement that dramatically accelerated throughput.

  • Reduced testing backlog by 40% and improved resource allocation efficiency by 10%.
  • Spearheaded a cloud-based testing roadmap, achieving 10% cost savings through on-demand environment provisioning.
  • Cut testing turnaround times from 10 to 6 days โ€” a 40% cycle time reduction.
Performance TestingCloud EnvironmentsDemand Management
Senior Application Consultant, App Operations CIBC Jul 2012 โ€“ Jun 2015

Supported the Compass/AIM program across 5 business portfolios, managing environment lifecycles across 3 concurrent releases with improved delivery accuracy.

  • Managed full environment lifecycle (DIT โ†’ SIT โ†’ UAT โ†’ PTE โ†’ Production) across 3 concurrent release streams.
  • Implemented demand management and pre-intake processes, reducing scheduling conflicts and improving accuracy.
Environment ManagementRelease PlanningUAT / SIT
Senior Manager, Development Technical Services CIBC Aug 2005 โ€“ Jul 2012

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.

  • Delivered $89K in annual savings through an alternative hardware maintenance strategy.
  • Partnered with Development, QA, and PMO to deliver 4 major releases annually with improved on-time delivery.
Team ManagementBudget ManagementQA Delivery
Senior Manager, Retail Branch Technology CIBC Jan 2005 โ€“ Aug 2008

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.

Capital PlanningMentorshipBranch Technology
Senior Network Engineer / Technical Lead Nortel Networks Prior to 2005

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.

Network EngineeringTechnical LeadershipTelecom
Toolkit

Technologies & Skills

The platforms, tools, and disciplines I use to deliver at scale.

AI & Automation
๐Ÿค– Agentic AI Workflows ๐Ÿง  Claude / Anthropic API ๐Ÿพ OpenClaw AI โšก AI-Assisted Scripting ๐Ÿ  Home Assistant
DevOps & CI/CD
๐Ÿ™ GitHub Enterprise ๐Ÿ”„ GitHub Actions ๐Ÿ”ง Jenkins ๐Ÿ“ฆ CI/CD Pipeline Design ๐Ÿš€ Release Automation
Cloud & Infrastructure
โ˜๏ธ GitHub Enterprise Cloud ๐Ÿ” HashiCorp Vault ๐Ÿง Linux / Debian ๐ŸŒ WebSocket / Real-Time ๐Ÿ—๏ธ Cloud Migration
Change & Governance
๐Ÿ“‹ Jira ๐Ÿ›๏ธ Enterprise Change Mgmt ๐Ÿ”’ Risk & Compliance ๐Ÿ“Š ITIL / ITSM ๐Ÿ“… Release Governance
Leadership & Strategy
๐Ÿ‘ฅ Team Building (up to 9) ๐Ÿ’ฐ Budget Management ($1.3M) ๐ŸŽฏ Executive Stakeholders ๐ŸŒฑ Mentorship ๐Ÿ“ˆ Vendor Management
Testing & Quality
โš™๏ธ Performance Testing ๐Ÿงช DIT / SIT / UAT ๐Ÿ” Environment Lifecycle ๐Ÿ“ Test Demand Mgmt
Independent Work

Projects & Ventures

From patent-pending live event technology to AI-powered community tools โ€” what I build when the day job ends.

๐Ÿพ Self-Hosted

OpenClaw AI Server

Debian Linux ยท Personal & Community Use

I 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.

Platform
Debian Linux
AI Engine
Anthropic API
Integration
Home Assistant
Status
Live & Active
Discuss the build โ†’
๐Ÿ‘• AI + Commerce

TeamFace

teamface.darrenakai.com โ†—

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.

Sports
6 supported
AI Feature
BG removal
Use Case
School fundraisers
Ships
Canada & USA
See the platform โ†’
๐ŸŽต AI-Powered

Music Trivia

musictrivia.darrenakai.com โ†—

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.

Engine
OpenClaw / Claude
Type
Interactive AI game
Play now โ†’
๐ŸŽผ Music Ed

NoteTrainer

notes.darrenakai.com โ†—

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.

Clef
Treble / Bass / Both
Challenge
20 notes, timed
Start training โ†’
Credentials

Education & Certifications

Continuous learning โ€” especially as AI reshapes the discipline.

๐ŸŽ“
March 2026
AI for Productivity
Duke University
๐Ÿค–
February 2026
Google AI Essentials
Coursera
โš–๏ธ
February 2026
Using AI Responsibly
Coursera
๐Ÿ”„
May 2017
DevOps Foundation Certificate
ProTech Training
โ˜๏ธ
April 2017
Moving to the Cloud
University of Melbourne
Contact

Let's Connect

Actively seeking my next senior leadership role in AI, DevOps, or platform engineering. If you're building something ambitious โ€” let's talk.

โœ‰๏ธ darren.akai@gmail.com ๐Ÿ“ž 416-300-7056 ๐Ÿ’ผ linkedin.com/in/darrenakai ๐ŸŽต livecanvas.darrenakai.com