Tommy Cheung

Inspirer
DISC Type : id

Executive Director, IT Strategy and Transformation at Transport for NSW

The Rocks, New South Wales, Australia

Overview

Tommy Cheung is a versatile technology leader with over 30 years of experience, primarily in Australias transport and financial services sectors. He has held senior roles such as CIO for Sydney Metro and Sydney Trains, and Executive Director at Transport for NSW. He holds a Bachelors degree from The Chinese University of Hong Kong.

A key highlight of his career was his foundational role in establishing the Colonial FirstChoice platform during his extensive tenure at Colonial First State.

Personality Overview

Confident & Optimistic

Achievment Oriented

Fast Adopter

They measure a product on its merit but can be influenced by strong testimonials.  They usually prefer to drive the conversation. They don’t mind taking a stand if they believe in something.

Topics They Care About

IT Transformation
His career is defined by leading technology transformation and improvement initiatives across wealth management, banking, and transport industries.
Public Transport Tech
He has extensive recent experience leading IT strategy and operations as CIO and CTO for Sydney Metro and Sydney Trains.
Wealth Management Platforms
Spent nearly 19 years at Colonial First State, rising to CIO and leading modernization programs, including the establishment of the FirstChoice platform.

Media Appearances

Transport for NSW tech lead switches to Sydney Metro. Featured in iTnews

See Now

Work History

1-2024 - 1-2026
Executive Director, IT Strategy and Transformation at Transport for NSW
1-2023 - 12-2023
Chief Information Officer at Sydney Metro
9-2021 - 1-2023
Executive Director, IT Strategy and Transformation at Transport for NSW
12-2020 - 9-2021
Chief Information Officer at Sydney Trains
6-2019 - 12-2020
Chief Technology Officer at Sydney Trains

Education

1984 - 1988
Bachelor's degree (Hons) from The Chinese University of Hong Kong
1978 - 1984
High School/Secondary Diplomas and Certificates from King's College, Hong Kong

More Information

Social Presence :

Prographics :

Exp : 8 Location : The Rocks, New South Wales, Australia Job Level : N/A Designation : Executive Director, IT Strategy and Transformation at Transport for NSW
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Insights For Selling To Tommy

During A Call Or A Meeting

DO's

  • Get them to a point where they are ready to bat for your product internally
  • Look like someone who is on top of their game
  • Keep your pitch focused on the impact but insert some anecdotes into it

DONT's

  • Don’t be very informal even if they are being so themselves
  • Don’t be too verbose or overly friendly; a little bit, however, is fine
  • Don't be unorganized, be prepared for the pitch

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Tommy is

  • Confidence in the product’s value is critical, followed by relationship and a sense of achievement.
  • Will you ever get a clear answer from Tommy

  • They will not hesitate to say no if they do not develop conviction.

Insights For Deal Planning

    How fast (or slow) will Tommy move?

  • They can take fast decisions if they develop conviction in the product and find you trustworthy.
  • Can Tommy take some risk or not?

  • They have the capability of taking risky decisions if necessary.

You And Tommy

Personality Compatibility


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