Horace Matthews

Judge
DISC Type : Dc

Board Director at Xamayca Foundation

Greater Toronto Area, Canada

Overview

Horace Matthews is a technology executive with over 30 years of experience, currently serving as Deputy CTO for the City of Toronto. He specializes in digital transformation and agile strategy execution, leveraging his MIT Sloan education. Colleagues describe him as a brilliant, humble, compassionate, and visionary leader.

Born in Jamaica, Horace is deeply guided by his Christian faith, viewing his career as a mission to create positive impact. He is a passionate advocate for diversity and inclusion and serves as a Board Director for the Xamayca Foundation, focusing on community empowerment through healthcare and education.

Unique Fact: His career path was shaped by his fathers advice to distinguish between "employment" (a job) and "deployment" (ones lifes work).

Personality Overview

Fast But Wary

Features Driven

Objective Thinker

They do not care very much about building rapport or relationships.  They like to stay in control of the negotiation or defining of the terms. They put a lot of effort into ensuring personal success.

Topics They Care About

Digital Transformation
Passionate about leveraging technology and data to maximize business outcomes and enhance the digital experience for the public in his role with the City of Toronto.
Faith-Driven Leadership
Views his work as a mission driven by his Christian faith, aiming to use technology to positively impact disadvantaged communities and vulnerable people.
Diversity & Inclusion
A fierce advocate for diversity and equal opportunity, he actively works to champion and prepare the next generation of Black technologists for the future.

Media Appearances

Horace has no verified media appearances

Work History

7-2025
Board Director at Xamayca Foundation
5-2024
Deputy Chief Technology Officer, Enterprise Strategy & Project Delivery at City of Toronto
7-2021 - 5-2024
Vice President & Chief of Staff at World Vision Canada
10-2019 - 7-2021
CIO/Vice President, Digital and Information Technology at World Vision Canada
6-2019 - 9-2019
Deputy Chief Information Officer (Acting), Architecture and Portfolio Delivery at City of Toronto

Education

2021 - 2021
Executive Program from MIT Sloan Executive Education
Bachelor of Science (B.Sc.) from University of Technology

More Information

Social Presence :

Prographics :

Exp : 12 Location : Greater Toronto Area, Canada Job Level : Mid-senior Designation : Board Director at Xamayca Foundation
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Insights For Selling To Horace

During A Call Or A Meeting

DO's

  • Use phrases like ‘it’s your decision’, ‘strategic impact’ etc.
  • Objectively showcase the impact that your product creates
  • Speak about competitive differentiation that your product offers

DONT's

  • Do not hesitate from asking counter questions, just avoid challenging their authority
  • Don't try too hard to forge relationships with them
  • Don’t focus on process and rules, give the impression of being a ‘gets it done’ person

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Horace is

  • Conviction around the impact matters the most to them, followed by a sense of achievement and ROI.
  • Will you ever get a clear answer from Horace

  • If they are not convinced, they will say no without any hesitation.

Insights For Deal Planning

    How fast (or slow) will Horace move?

  • If convinced, they can reach decisions quite fast.
  • Can Horace take some risk or not?

  • They do not shy away from taking risks, but can be quite binary about them.

You And Horace

Personality Compatibility


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