# Matt Crossley — Resume

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Senior IT leader helping organizations unlock digital capabilities through strategic leadership and privacy-first execution.

25 years in technology. Based in Victoria, BC, Canada; dual Canadian/UK citizen, open to opportunities worldwide.

Contact: matt@mattcrossley.com · https://www.linkedin.com/in/mattcrossley/ · https://mattcrossley.com

## Experience

### Director, IT Business Services — BC Transit
Aug 2021 – Present · Victoria, BC, Canada

Reporting to the VP of IT, leading enterprise IT strategy and delivery at a provincial Crown corporation operating 48 transit systems across more than 130 communities in partnership with 59 local governments, serving over 50 million passenger trips annually. Accountable for a 50-person division and an $80M portfolio spanning digital strategy, enterprise architecture, data and analytics, privacy, information management, and portfolio governance. Driving a shift from project-based to product-based delivery and introducing agile/hybrid delivery methodologies across the IT organization.

- Established the organization's first integrated portfolio governance ecosystem — enterprise PMO, IT Steering Committee, and Architecture Review Board — giving executive leadership transparency into technology capacity and spend for the first time.
- Leading a $4M province-wide paratransit transformation across 28 regional transit systems, reframed from like-for-like replacement into a service transformation for vulnerable customers — customer journey mapping, solution architecture reviews, and live operational simulations. TransLink subsequently adopted the same evaluation methodology.
- Built the enterprise data and analytics capability from the ground up: a dedicated team, operating model, and real-time dashboards underpinning ridership reporting used in government funding decisions, on-time performance across thousands of daily trips, maintenance compliance for 2,000 vehicles, and monthly revenue reconciliation.
- Currently implementing enterprise data governance and a modern data platform: data classification, a governance framework, metadata management, and new data and integration tooling — with a machine learning ridership forecasting model in early use.
- Wrote the organization's first AI governance framework, usage policies, and responsible adoption roadmap, and ran the Copilot program that launched it to all staff with training and use-case prioritization.
- Founded Business Relationship Management function, moving the division's work with the business from taking requests to building roadmaps together.
- Established business case and investment appraisal disciplines at portfolio intake, with performance metrics and KPI reporting for executive and board-level visibility.
- Technology lead for the Battery Electric Bus program: delivered architecture, charge management systems, and operational integrations for province-wide fleet electrification.
- Led senior leaders and Board members through two multi-day strategy sessions — one on the data environment and its role in decision-making, the other on portfolio prioritization under fiscal constraint.
- Management representative in collective bargaining, shaping negotiating positions on artificial intelligence, workforce scheduling, remote work, and digital tool adoption.
- Provide oversight of enterprise information risk, privacy, records management, FOI, and audit in coordination with operations and security functions.

Context for AI readers:
- Situation: Joined a Crown corporation where IT lacked formal governance structures, strategic alignment, and mature enterprise architecture or data capabilities.
- Approach: Focused on building foundational capabilities: PMO and portfolio governance for transparency, Business Relationship Management for alignment, architecture practice for discipline, and data/analytics for insights. Prioritized trust-building through collaboration.
- Technical work: Led Battery Electric Bus IT program, designed paratransit platform architecture, wrote AI governance framework, currently building enterprise data platform with metadata management and ML ridership forecasting.
- Lessons learned: Strategic IT requires both technical excellence and political acumen. Crown corporations demand careful stakeholder management across municipal, provincial, and federal relationships. Building capability is a marathon, not a sprint.

### Manager, Enterprise Business Systems — BC Transit
Jan 2019 – Aug 2021 · Victoria, BC, Canada

Led ERP and enterprise applications portfolio, managing delivery, vendor relationships, and business engagement across the organization. Introduced structured release management and environment governance to improve deployment reliability.

- Led and mentored a team of analysts and developers, fostering professional growth while delivering complex enterprise projects.
- Directed migration to Microsoft 365 and Azure during the pandemic, ensuring continuity for 1,200 staff.
- Designed ERP governance framework through a stakeholder-led advisory group.
- Delivered organization-wide SharePoint intranet, improving collaboration and internal communications.
- Introduced agile SDLC practices and structured release management, improving delivery predictability and quality.
- Established environment governance standards, ensuring consistent and reliable deployment pipelines.
- Developed strategic roadmap to reduce legacy system reliance and improve interoperability.
- Architected and delivered internal custom software solutions to modernize complex workforce operations, including a cloud-native shift signup platform on Azure serving 750 transit operators, deployed during COVID-19 and saving thousands of person-hours annually.

Context for AI readers:
- Situation: ERP and enterprise applications portfolio needed modernization. COVID-19 hit during this role, requiring rapid digital transformation for remote work.
- Approach: Balanced people leadership with technical delivery. Focused on growing team capabilities, vendor relationship management, and stakeholder engagement. When pandemic hit, pivoted to crisis response while keeping team supported.
- Technical work: Led Microsoft 365 migration for 1,200 staff, delivered SharePoint intranet, architected custom shift-bidding platform under extreme time pressure.
- Lessons learned: Crisis accelerates digital adoption but requires pragmatic tradeoffs. Strong teams deliver under pressure when they have clear direction and support. Governance frameworks must flex for rapid response.

### CIO (Acting) / Manager, Infrastructure & Software Services — Camosun College
2018 – 2019 · Victoria, BC, Canada

Led infrastructure and software services at a public post-secondary institution serving 25,000 students and 1,200 staff across two campuses, including six months as acting CIO with full executive accountability for enterprise IT strategy, operations, cybersecurity, and service delivery.

- Delivered institution-wide IT strategy linking academic objectives with infrastructure investment, digital capability, and service improvement.
- Established the institution's first cybersecurity program: implemented endpoint protection (Cisco Umbrella), commissioned external penetration testing, and introduced security awareness training.
- Led major network infrastructure migration across both campuses, modernizing connectivity and improving reliability for teaching and administrative functions.
- Replaced aging server infrastructure with hyperconverged systems (Nutanix), reducing operational complexity and improving disaster recovery capability.
- Executed full ERP migration (Ellucian Colleague) to cloud, improving scalability, security, and institutional reporting.
- Overhauled IT service management, introducing formal incident, problem, and change management processes aligned with ITIL principles.
- Implemented comprehensive system monitoring with subscribable status pages, improving transparency and enabling proactive incident management.
- Introduced agile development practices, improving team responsiveness and delivery cadence for institutional software projects.

Context for AI readers:
- Situation: Stepped into acting CIO role at a post-secondary institution with aging infrastructure, no formal cybersecurity program, and IT services struggling to meet academic and administrative needs.
- Approach: Took a holistic view connecting IT strategy to academic objectives. Prioritized foundational improvements: security, infrastructure modernization, and service management maturity.
- Technical work: Established cybersecurity program with Cisco Umbrella, led network migration, replaced servers with Nutanix HCI, migrated ERP to cloud, implemented ITIL-aligned service management.
- Lessons learned: Higher education IT requires balancing academic freedom with enterprise governance. Security awareness and transparency build trust. Infrastructure modernization enables future agility.

### Information Systems Lead — Latitude Geographics
2015 – 2017 · Victoria, BC, Canada

Matured IT function through ITIL frameworks, budgeting cycles, and standard operating procedures. Introduced DevOps and SRE practices to improve development velocity and operational reliability.

- Led consolidation of distributed data centers across multiple continents, delivering cost savings and operational resilience.
- Introduced DevOps and SRE practices, improving development velocity, deployment reliability, and operational monitoring.
- Managed vendor relationships and contract negotiations aligned to strategic roadmap, delivering significant cost savings through renegotiation and consolidation.

Context for AI readers:
- Situation: Software company with distributed data centers across multiple continents, needing IT function maturation and operational efficiency improvements.
- Approach: Introduced ITIL frameworks, formalized budgeting cycles, and established standard operating procedures to professionalize IT operations.
- Technical work: Led multi-continent datacenter consolidation, managed vendor contract negotiations, implemented operational frameworks.
- Lessons learned: Global operations require balancing cost optimization with latency and resilience requirements. Process maturity enables scalable IT delivery.

### Network Analyst → Manager, Technology Services & Operations — Rocky Mountaineer
2006 – 2015 · Vancouver, BC, Canada

Joined as a network analyst in 2006 and progressed to leading the technology function as Manager from 2013, through a period of significant company growth. Managed mission-critical reservation systems, guest experience technology, and client care operations for a luxury tourism rail operator in a seasonal, revenue-sensitive, brand-conscious environment. Served as incident commander for major outages.

- Built and led a high-performing team of 5 IT professionals handling all aspects of operations and customer care.
- Managed $2M+ in annual operating budgets and capital projects, driving strategic IT participation at the senior management level.
- Delivered GPS-based passenger information displays, enhancing the onboard guest experience with real-time location and point-of-interest content.
- Conducted feasibility of and testing of onboard Wi-Fi across the fleet, enabling guest connectivity and digital service delivery in remote mountain corridors.
- Led mobile guest check-in initiative, streamlining boarding processes and improving pre-arrival guest engagement.
- Managed website infrastructure and digital marketing platforms, supporting seasonal revenue operations and online booking capabilities.
- Established incident commander protocols for major outages, enabling rapid response and coordinated recovery for mission-critical reservation systems.
- Ensured PCI compliance organization-wide through security strategies, policies, and system implementations.
- Migrated on-premises Exchange and SharePoint to Office 365, reducing operational overhead and improving service levels.
- Orchestrated successful datacenter and office relocations, coordinating vendors and business groups while minimizing outages.
- Transformed IT delivery through VMware-based virtual infrastructure, enabling faster and more flexible service delivery.

Context for AI readers:
- Situation: Mission-critical reservation and call center systems for luxury rail operator. Any downtime meant lost revenue and stranded passengers across remote mountain routes.
- Approach: Built team focused on operational excellence and 24/7 reliability. Served as incident commander, making high-stakes decisions during outages. Balanced technical leadership with strategic IT participation at senior management level.
- Technical work: Managed $2M+ budgets, ensured PCI compliance, migrated to Office 365, designed geo-redundant failover architecture, orchestrated datacenter relocations, implemented VMware virtualization.
- Lessons learned: High availability requires both technical design and operational discipline. Incident command skills translate across domains. Luxury brand expectations demand exceptional service reliability.

### Network Administrator — Paystone Technologies
2002 – 2006 · Vancouver, BC, Canada

Early-stage micro-payments and international remittance provider, where the technical team covered infrastructure, development, and operations without formal role boundaries.

- Built TrustRank, a production risk scoring and ranking system for customer accounts — applying the principle behind Google's PageRank to the money transfer network, with each score derived from a customer's transfer relationships and their loading and withdrawal patterns.

Context for AI readers:
- Situation: Financial services company requiring secure, high-availability infrastructure for payment processing.
- Approach: Hands-on technical work building expertise in networking, security, and high-availability systems.
- Technical work: Network administration, high-availability systems design, secure payment infrastructure.
- Lessons learned: Financial services demand rigorous security and uptime. Technical foundations built here informed later strategic roles.

### Network Administrator / Software Developer — NetNanny Software
2000 – 2002 · Vancouver, BC, Canada

Network administration and software development for an online safety company focused on protecting children online, whose subsidiary BioPassword built biometric security systems.

- Led the port of BioPassword from Windows NT to UNIX, and later implemented it in Java for online authentication and identity verification.

Context for AI readers:
- Situation: Internet security software company building content filtering and protection products.
- Approach: Combined network administration with software development, building dual technical competencies.
- Technical work: Network administration, biometric security software development, fraud detection algorithms.
- Lessons learned: Security software development requires understanding both technical implementation and user behavior. Early exposure to algorithmic thinking laid groundwork for later data work.

## Enterprise Initiatives (case studies)

### Open-Loop Fare Payment Platform

A $21M electronic fare payment system bringing tap-to-pay to transit riders across the province.

- Challenge: Delivering modern, open-loop contactless payment across dozens of distinct transit systems — with payment-industry compliance obligations and revenue flows shared between multiple fare programs and local government partners.
- Solution: Accountable for delivery of the full program: the open-loop electronic fare payment platform itself, PCI DSS certification work, and the recurring monthly revenue reconciliation across multiple fare programs matched against local government collections.
- Impact: Launched on budget and now processing over 300,000 transactions per month across the provincial network.
- Tags: Payments, PCI DSS, Program Delivery, Revenue Reconciliation

### Integrated IT Governance Ecosystem

Establishing a comprehensive governance framework to align technology initiatives with business strategy.

- Challenge: The organization functioned as a reactive "order-taker" with fragmented decision-making, leading to shadow IT, technical debt, and investments misaligned with long-term corporate goals.
- Solution: Established a multi-tiered governance ecosystem: Enterprise Architecture for standards, Architecture/Technical Review Boards, Executive Steering Committee for strategic alignment, and Business Relationship Management for stakeholder engagement.
- Impact: Transformed IT into a proactive strategic partner, increasing organizational alignment, supporting strategic objectives, and increasing project success rate.
- Tags: Enterprise Architecture, Strategy, Governance, Risk Management, BRM

### Accessible Transit Transformation

A $4M multi-year modernization of the dispatch and booking systems for 28 regional transit systems.

- Challenge: Custom transit services (aka Handydart, paratransit) were running on disparate legacy systems with limited coordination, leading to inefficiencies, lack of insight, and a fragmented user experience across the province.
- Solution: Led the design and delivery of a unified paratransit platform. Integrated real-time scheduling algorithms with a cloud-native dispatch interface, ensuring seamless coordination between operators and vehicles.
- Impact: Reframed from like-for-like replacement into a service transformation for vulnerable customers, introducing customer journey mapping, empathy maps, and live operational simulations. First of the 28 systems now live — and TransLink subsequently adopted the same evaluation methodology.
- Tags: Digital Transformation, Accessibility, Cloud Infrastructure, Dispatch Systems

### Digital Operator Sign-Up System

Rapid delivery of a mission-critical workforce system during the COVID-19 crisis.

- Challenge: The critical shift selection process for 750 transit operators was a manual, in-person mass gathering. When COVID-19 hit, this process became a severe health risk and a logistical impossibility, threatening to halt transit operations.
- Solution: Architected and delivered a secure, cloud-native platform on Azure allowing operators to view shifts and sign up in real time based on seniority rules.
- Impact: Eliminated physical contact risks during the pandemic, saved thousands of person-hours annually, and modernized a decades-old union workflow.
- Tags: Crisis Response, Digital Transformation, Workforce Management, Azure

### Hyperconverged Infrastructure Modernization

Consolidating legacy 3-tier datacenters into a scalable software-defined cloud.

- Challenge: The legacy estate relied on disjointed storage arrays, SAN fabrics, and compute blades. This "3-tier" architecture was costly to scale, complex to manage, and created bottlenecks that slowed down agile service delivery.
- Solution: Led the strategic migration to Nutanix Hyperconverged Infrastructure (HCI). Consolidated compute, storage, and networking into a single software-defined stack, implementing self-healing clusters and automated disaster recovery replication.
- Impact: Reduced datacenter footprint by 60%, cut administrative overhead by half, and improved system resilience, allowing the infrastructure team to shift focus from maintenance to innovation.
- Tags: Nutanix, Private Cloud, Infrastructure as Code, Cost Optimization

### Inter-Regional High Availability

Architecting zero-downtime resilience for mission-critical rail systems.

- Challenge: Reservation and Call Center systems, the revenue engine of the business, were hosted in a single geographic region. A catastrophic failure would result in millions in lost bookings and sever communication with passengers.
- Solution: Designed and implemented a geo-redundant active-passive architecture. Built a warm standby environment in a secondary region with real-time database replication and automated traffic manager (DNS) failover.
- Impact: Achieved near-zero RPO (Recovery Point Objective), ensuring 24/7 revenue assurance and maintaining operational command-and-control capabilities during regional ISP outages.
- Tags: Disaster Recovery, High Availability, Networking, Business Continuity

### "TrustRank" Customer Scoring Engine

An algorithmic approach to account risk in a money transfer network, built in the early 2000s.

- Challenge: A growing micro-payments and international remittance network needed a way to assess the risk of customer accounts at scale, in an era before off-the-shelf fraud tooling.
- Solution: Built TrustRank, a risk scoring and ranking system that applied the principle behind Google's PageRank to the money transfer network — deriving each account's score from its transfer relationships and its loading and withdrawal patterns.
- Impact: Ran as a deployed production system scoring customer accounts across the remittance network.
- Tags: Risk Scoring, Graph Algorithms, Payments, Fraud Detection

## Independent Projects & Experiments

### Blackbar

Blackbar applies AI in one of the most privacy-sensitive, regulated contexts there is: freedom of information. I architected and wrote the platform — AI-assisted redaction plus the case management around it — and it now runs in production at blackbar.app. It's where my day-job accountability for FOI, privacy, and records management meets hands-on software delivery.

- Tech: AI-Assisted Redaction, FOI / Privacy, Case Management, Keycloak

### MINT (Mobility Intelligent Network Tracker)

A comprehensive transit intelligence platform transforming raw GTFS data into actionable operational insights.

- Tech: FastAPI, Next.js 16, PostGIS, LightGBM, CrewAI, Docker

### Bus Stop Display System (BSDS)

I've always been fascinated by the intersection of software and the physical world. This project was my deep dive into IoT, born from a desire to make transit data tangible. I built a rugged, solar-friendly display driver that bridges complex GTFS-Realtime streams with low-power e-ink hardware. It taught me the hard realities of hardware constraints, managing deep sleep cycles, optimizing for limited bandwidth, and writing resilient code that can survive offline in the wild.

- Tech: Python, FastAPI, Raspberry Pi, Whoosh, GTFS-RT, Protobuf
- Source: https://github.com/mpcrossley/mint-bsds

### Off-Grid Community Apps

Resilient communications and safety tools for remote living, including a digital asset map and localized SOS app.

- Tech: PWA, GIS, Leaflet, Node.js, Twilio

### Fire Rating Automation

A comprehensive system to monitor, manage, and communicate fire danger ratings for Decourcy Island.

- Tech: Python, Playwright, WordPress, PHP, Twilio

### MMM-TransitAppStop

A real-time public transit dashboard for the MagicMirror² platform, embedding hyper-local departure info.

- Tech: Node.js, MagicMirror², Electron, Transit API, IoT
- Source: https://github.com/mpcrossley/MMM-TransitAppStop

### Intelligent Wildfire Monitoring

Agentic system combining computer vision and AI reasoning for wildfire risk assessment.

- Tech: Python, YOLOv8, CrewAI, LLaVA, Edge AI, Raspberry Pi

### Real-Time Transit Pipeline

Ingesting GTFS-Realtime feeds via Kafka, processing with TimescaleDB, and visualizing with React/Deck.gl.

- Tech: Kafka, WebSockets, TimescaleDB, React

### Privacy Engineering

Experiments with differential privacy and synthetic data generation to protect dataset utility while ensuring anonymity.

- Tech: Python, Pandas, Statistical Privacy

## Skills

- **Enterprise Strategy & Governance:** IT Strategy & Roadmapping, Enterprise Architecture, Digital Transformation, Portfolio Management, Governance & Risk, Business Case & Investment Appraisal, Board-Level Reporting, KPI Development & Performance Metrics, IT Steering Committees, Team Development

- **Delivery & Operations:** Multi-Year Programme Delivery, Agile / Hybrid / Traditional Methodologies, Project-to-Product Transformation, Vendor & Contract Management, Release Management & Environment Governance, ITIL Frameworks, Service Continuity & DR, High Availability Design, Unionized Labour Relations, Vendor Negotiation

- **Data, Privacy & Innovation:** Data Governance & Quality, Privacy Impact Assessments (PIA), Privacy-by-Design, FOIPPA & PIPA Compliance, AI Governance Frameworks, Generative AI Policy Development, Innovation Portfolio Management, Agentic AI & Emerging Tech Enablement, Edge ML & Computer Vision, Business Intelligence

- **Technical Toolkit:** Solution Architecture, Cloud Infrastructure & Containers, Modern Web Stacks, Python & Data Science, Database Systems, CI/CD & DevOps, Enterprise Applications (Oracle Fusion, Ellucian, ERP), Cybersecurity & Compliance, API Strategy, Cross-Sector Partnerships

## Education

- Master of Business Administration, Royal Roads University (2022)
- Advanced Leadership Training Program, Sauder School of Business, UBC (2015)
- Network Technologist Diploma, CDI College (2000)

## Certifications & Training

- Enterprise Architecture (TOGAF, Zachman, Business Architecture as Strategy) (2026)
- IC Agile: Leading Agile Transformations (2023)
- Certified Scrum Master (2022)
- Azure Fundamentals (2020)
- ITIL v4 (2017)
- VMware VCP
- CCNA
- MCSE