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Matt Crossley

IT Portfolio & Digital Transformation Leader

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Profile

Strategic IT leader with expertise in portfolio management, digital transformation, and IT governance. Proven ability to align technology with business priorities, drive enterprise change, and lead cross-functional teams to deliver impactful outcomes.

Experience

Director, IT Business Services - BC Transit (2021 – Present)

Established and led the IT Business Services department, delivering enterprise-wide governance, AI strategy, and business transformation while leading a team of 50+ professionals.

Manager, Enterprise Business Systems - BC Transit (2019 – 2021)

Led Microsoft 365 & Azure migration, introduced agile methodologies, and developed BC Transit’s first digital transit operator signup system.

Manager, Infrastructure & Software Services / Acting CIO - Camosun College (2018 – 2019)

Developed IT strategy, transitioned ERP and enterprise applications to the cloud, and modernized IT infrastructure for 25,000+ students and staff.

Information Systems Lead - Latitude Geographics (2015 – 2017)

Implemented ITIL frameworks, streamlined global IT operations, and enhanced infrastructure to support a growing technology business.

Manager, Technology Services & Operations - Rocky Mountaineer (2006 – 2015)

Led mission-critical IT operations, modernized reservation and client service systems, and improved IT security across the organization.

Network Administrator - Paystone Technologies (2002 – 2006)

Managed IT infrastructure, enhanced high-availability database systems, and improved network security in a fast-paced financial technology environment.

Network Administrator / Software Developer - NetNanny Software (2000 – 2002)

Ported biometric security software to UNIX/Linux and supported core IT network services in an enterprise security environment.

Education & Certifications

Master of Business Administration - Royal Roads University (2022)

Advanced Leadership Training - Sauder School of Business (2015)

Certifications: PMP (In Progress), IC Agile (2023), Scrum Master (2022), Azure Fundamentals, ITIL v4

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