James Cuff
@jamescuff
Seasoned technology executive with expertise in cloud architecture and AI.
What I'm looking for
I am a seasoned technology executive with over 20 years of experience leading engineering teams and driving strategic initiatives in cloud architecture, AI/ML, and software development. My proven track record in aligning technical execution with business goals has fostered innovation and delivered scalable solutions. I excel at balancing short-term objectives with long-term vision to achieve organizational success.
Currently, I serve as the Chief Technology Officer at Lightstrike.ai, where I spearhead the development of AI-driven platforms and enhance enterprise applications and cloud infrastructures. My leadership has built high-performance engineering teams focused on ML/AI and AWS infrastructure, ensuring that security, scalability, and data architecture meet enterprise-grade standards. Previously, I have held CTO positions at various organizations, where I designed and implemented cloud-native architectures and drove the adoption of cloud technologies, enhancing operational efficiency.
Experience
Work history, roles, and key accomplishments
Chief Technology Officer
fliWeel
Jul 2022 - Present (2 years 11 months)
Designed and implemented cloud-native architecture using AWS, improving scalability and cost-efficiency. Led cross-functional teams in delivering core platform capabilities and new customer-facing features. Fostered a culture of continuous improvement, rapid prototyping, and lean product development.
Chief Technology Officer
Lightstrike.ai
Jun 2024 - Present (1 year)
Spearheaded the development of AI-driven platforms, enhancing enterprise applications and cloud infrastructures. Aligned technical roadmaps with business strategies, accelerating product delivery and innovation. Built and managed high-performance engineering teams focused on ML/AI and AWS infrastructure.
Principal Customer Solutions Manager
Amazon Web Services (AWS)
Jan 2020 - Jul 2022 (2 years 6 months)
Delivered enterprise-wide AWS-based solutions, aligning technical objectives with business outcomes. Built and led cross-functional delivery teams, defining KPIs and success metrics for implementation. Drove the adoption of cloud technologies, enhancing operational efficiency and scalability.
VP Technology
Critical Mass
May 2019 - Jan 2020 (8 months)
Oversaw Calgary and Toronto tech teams, developed cross-office performance metrics, and led global client technology strategy. Created and launched a scalable delivery model through partnerships with educational institutions, generating new talent pipelines and mid-market revenue streams.
Chief Technology Officer
Cube Cities
Aug 2017 - Sep 2019 (2 years 1 month)
Directed technology strategy for patented 3D visualization software. Led multinational development teams and transitioned the business model from custom development to SaaS. Transformed legacy technology into a scalable SaaS platform, enabling integration with customer workflows and expansion into new markets.
Manager, IT Services
Cognera
Jun 2008 - Oct 2010 (2 years 4 months)
Directed development and infrastructure teams for wholesale billing platforms, overseeing tech modernization and business continuity planning.
Director of Services
Microsoft Canada
Mar 2014 - Apr 2017 (3 years 1 month)
Led national application development team managing a $20M+ portfolio. Delivered high-margin engagements and structured transformational programs for enterprise clients. Unified national team processes, improving collaboration and delivery quality.
Sr. Manager, Digital Technology
Shaw Communications
Jul 2012 - Mar 2014 (1 year 8 months)
Managed digital property development, QA, and cloud migration initiatives for Shaw’s customer platforms. Delivered integrated streaming content service with high availability and low latency. Successfully led the decommissioning and migration of legacy systems with minimal downtime.
Technology Director
Critical Mass
Oct 2010 - Jul 2012 (1 year 9 months)
Led architecture and delivery for large-scale projects including real-time inventory tools and automotive configurators. Improved deployment efficiency and operational processes across multiple teams. Developed maintainable systems integrating third-party data feeds and financial tools.
Chief Technology Officer
P2i Newspapers
Jan 2001 - Apr 2008 (7 years 3 months)
Led global operations and architecture for internal systems supporting international production teams.
Education
Degrees, certifications, and relevant coursework
University of Liverpool
MSc, Information Systems Management
2020 - 2020
Grade: With Distinction
Completed a Master of Science in Information Systems Management with Distinction, focusing on advanced information systems and their application in business environments.
Southern Alberta Institute of Technology
Diploma, Software Development
1998 - 1998
Grade: President's List
Studied Object-Oriented Software Development, achieving recognition on the President's List for outstanding academic performance.
University of Calgary
BSc, Ecology
1995 - 1995
Activities and societies: Varsity Football Athlete
Earned a Bachelor of Science in Ecology, while also participating as a Varsity Football Athlete, balancing academics with athletics.
Tech stack
Software and tools used professionally
Availability
Location
Authorized to work in
Job categories
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