about outlearn

Myles Carrick

Myles Carrick

I'm Myles Carrick, a Sydney-based technology leader and education technology adviser. My work spans school leadership, education software and enterprise technology.

As Chief Information Officer at Knox Grammar School, I lead technology that supports learning and school operations.

Outlearn is my independent advisory practice. Through it, I help education organisations make practical decisions about technology strategy, digital transformation, security and change.

experience

Career highlights

Chief Information Officer

Knox Grammar School

Leading the strategic direction and delivery of technology to enhance learning outcomes and operational efficiency. Myles has implemented cloud technologies, security, and modern workplace platforms including Microsoft Teams and M365.

Education technology & engineering

Intellischool & Newington College

As Head of Engineering at Intellischool, Myles built data analytics platforms for K–12 education. At Newington College, he introduced education firsts including Canvas LMS in 2011 and a move to AWS in 2013.

Enterprise IT leadership

Domain Group

Led large-scale enterprise IT transformations across billing platforms, integrations, and governance frameworks, using Microsoft Dynamics 365, Salesforce, and Zuora.

Customer success & change management

Instructure

Drove customer success initiatives across the APAC region, focusing on large-scale LMS implementations, technical integrations, and change consulting for enterprise clients.

qualifications

Education & skills

Executive MBA
University of Technology Sydney
Master of Information Technology
Charles Sturt University
cloud platforms
AWS, Microsoft Azure, Google Cloud Platform (GCP)
software engineering
Modern Ruby and TypeScript frameworks

working together

Consulting services

Digital transformation strategy
Helping organisations leverage emerging technologies to drive efficiency and innovation.
Education technology
Building platforms, managing transitions, and delivering impactful solutions for schools and universities.
Custom software engineering
Designing scalable, secure, and user-focused applications tailored to client needs.
Change & risk management
Ensuring smooth transitions with minimal disruption while maintaining compliance.
Keynote speaking & thought leadership
Speaking at industry conferences and events on digital transformation, education technology, and innovative leadership.