Our annual Digital Transformation Conference brings together national DX thought leaders on our unique presentation platform. This year, the conference features two half-day virtual sessions each looking at a unique facet of the digital transformation challenges and opportunities Canadian companies are facing. Each daily session includes a keynote presentation, a panel, a breakout networking opportunity, and the presentation of Digital Transformation Award winners or CIO of the Year Award winners.

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Why you need to attend DX

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Through the conference’s expert panels, presentations and our award-winning case studies, you’ll walk away from the conference knowing:

  • How companies innovate by capitalizing on unexpected opportunities.
  • How organizations drive business growth and efficiencies with the right DX vision.
  • Best practices for implementing advancements in AI, cloud and digital infrastructure.
  • How leading thinkers are preparing for the next round of change.

DX Speakers


May 25

May 26


May 25, 11:00 AM - 1:30 PM EST

11:00 am

Welcome and Opening Remarks

Jim Love, CIO, ITWC

11:05 am

Opening Panel: Emerging Best Practices in Digital Transformation

This year saw many outstanding submissions for the Digital Transformation Awards. This opening discussion features three leading examples. You will hear about what drove the digital transformation at each organization, the lessons learned, what to avoid and what’s next on the digital agenda.

Moderated by Rob Meikle, Executive Advisor, Keynote Speaker and Board Advisor
Katie Gray, Manager Strategic Communications, Toronto Zoo
Robbie Madan, Chief Information & Digital Officer, Sundial Growers
Patrick Mandic, CEO, Mavennet

11:20 am

Digital Transformation Award #1 - Small Public/Not for Profit

11:30 am

Case Study: Accelerating Digital Transformation at CI Financial

This session will take a close look at the experience of CI Financial as it worked through a major digital transformation. Kambiz Vatan-Abadi will share insights into the lessons learned and mistakes to be avoided in areas such as the integration of data and analytics, AI, and other technologies and people to create greater efficiencies in operations while maintaining and improving customer experience and financial performance.

Kambiz Vatan-Abadi, Chief Innovation Officer, Information Technology, CI Financial

11:45 am

Digital Transformation Award #2 - Small Private Sector

11:50 am

What Digital Leaders Do Differently: Insights from Gartner’s Digital Execution Scorecard Survey

As digital leaders leverage technology platforms, and influence their enterprise digital operating models, patterns have emerged that show how these impact their strategic digital priorities. This session with pull out key insights from Gartner's Digital Execution Scorecard survey data to illustrate what helps digital leaders to be successful and why.

Steve Heck, Senior Executive Partner, Gartner

12:05 pm

Digital Transformation Award #3 - Large Public Sector

12:30 pm

Security Essentials for the Digital Organization with Cloudflare

Siobhan Calderbank, Senior Director of Talent Management, LCBO
Sonia Boyle, Chief People Officer, Gore Mutual
Ian Frith, VP Future of Work and Strategic Programs HSBC

12:40 pm

Digital Transformation Award #4 - Large Private Sector

12:45 pm

Digital Transformation Award #5 - Digital Disruptor

12:50 pm

Fireside Chat: Diversity in IT

Join IT World Canada’s Fawn Annan in this conversation with Debra Christmas on Diversity in IT and Transformation. Long an advocate for greater inclusion in the workplace, Debra will share essential insights into why this is both the right thing to do and good business and offer concrete steps you can take to diversify your digital workforce.

Debra Christmas, Senior Executive Partner, Gartner
Fawn Annan, CEO, IT World Canada

1:15 pm

Closing remarks

Jim Love, CIO, ITWC


May 26, 12:00 PM - 3:00 PM EST

12:00 pm

Welcome and Opening Remarks

Jim Love, CIO, ITWC

12:05 pm

Opening Keynote: Leading at the Speed of Digital Innovation – Are You Ready for What Comes Next?

In this opening keynote Jorge Lopez, Vice President and Distinguished Analyst, Gartner captures some of the excitement and energy around digital transformation and the world of almost infinite possibility that lies ahead. Now is not a time to think small but rather to act big - and fast. Are you really ready to go digital and to build the future that awaits?

Jorge Lopez, Vice President and Distinguished Analyst, Gartner

12:25 pm

Panel: Canadian Technology Challenge – Transformation at the Speed of Innovation - Sponsored by: Dynatrace

Addressing the challenge outlined in the opening session, leading executives will share how they are accelerating change in their organization and how to stay ahead of the curve.

Moderated By: John Hutter, Vice President and country manager, Dynatrace Canada.
Mallory Greene, Founder and CEO, Eirene.com
Thomas Wardman, Chief Technology Officer, Chartered Professional Accountants of Canada (CPA Canada)

12:45 pm

Telling Your Digital Story Effectively

To succeed in digital transformation you need to be able to communicate complex information to a broad audience - to the C-Suite executives who make decisions, to the Board of Directors overseeing the corporation, to those leading change and to the employees implementing it. This session will offer new insights into how to turn data and analytics into a compelling narrative that will help drive change.

Cindy Xiong, Assistant Professor, College of Information and Computer Sciences, University of Massachusetts, Amherst

1:00 pm

Fireside Chat: Top Priorities and Challenges for Digital Transformation

Join ITWC’s Jim Love in this conversation with Franco Chirichella, President, CEO and Chief Digital Officer, Innovapost as he offers his perspective on issues such as cyber security, social & environmental leadership (ESG), enterprise agility, skills development and the battle for talent, modular/platform-based reference architecture, innovation.

Franco will talk about the greatest opportunities and risks, which are the best short term & long term plays and what IT leaders need to build into their plan to be successful.

Franco Chirichella, President, CEO and Chief Digital Officer, Innovapost
Jim Love, CIO, ITWC

1:15 pm

AI, Ethics and Performance - Applying AI For a Sustainable Growth Advantage

Many organizations are looking for AI solutions to power growth. But a one-dimensional approach to AI that doesn’t recognize the ethical pitfalls risks sabotaging that growth.

This session will discuss some of the key aspects of successful AI deployment - central to this is creating AI that is both not constrained by the limitations and prejudices of its creators but that also delivers sustainable results

Dr. Cindy Gordon, CEO SalesChoice

1:30 pm

Closing Panel – From Diverse to Metaverse, From NFT to Cryptocurrency

What Impact Will Emerging and Growing Technologies Have on Your Business in Canada?

Moderated by Koleya Karringten, CEO Absolute Combustion International, Executive Director Canadian Blockchain Consortium
Rick Huijbregts, Global Lead, Smart Cities, Stantec
Jonathan Anderson, Aviso, Aviso Wealth

2:00 pm

CIO Awards & Reception

DX Judges

Namir Anani
President and CEO, Information and Communications Technology Council

Shann McGrail
Executive Director, Haltech

Yogi Schulz
Senior Consultant, Corvelle Consulting

Barbara J. Orser, M.B.A., Ph.D.
Full Professor, Deloitte Professor, Telfer School of Management University of Ottawa,

Judging Chair
Rob Meikle
Former CIO, City of Toronto

CIO of the Year Awards

The Digital Transformation Conference culminates with a focus on the CIO perspective and the CIO of the Year Awards, supported by ITWC and the CIO Association of Canada.

The CIO of the Year Awards recognize Canadian technology leaders who have demonstrated business and technological vision, entrepreneurship, a capacity to drive enterprise transformation and a demonstrated ability to drive value in the marketplace.

CIO of The Year Judges

Jim Love
Rita Lazar-Tippe
(2021 Next Generation Leader Winner), Director, Alberta Pension Services Corporation;
Jennifer Quaglietta
(2021 Not-for-Profit Winner), VP, Healthcare Insurance Reciprocal of Canada;
Mari Teitelbaum
(2021 Public Sector Winner), CIO and VP, The Children’s Hospital of Eastern Ontario;
Humza Teherany
 Chief Technology and Digital Officer, Maple Leaf Sport and Entertainment
Catherine Chick
SVP IT, Canada Goose
Judging Chair
Gary Davenport
Past President, CIOCAN

CIO Hall of Fame - Past Winners

Each day the sessions will feature a mix of live and pre-recorded material. They will take place on DX-TV, a unique platform that offers the audience the opportunity to watch videos, download white papers and socialize through live chat and established sponsor breakout rooms.

All material from the week will be amplified through the ITWC network of publications and be posted on a Digital Transformation Week hub.

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Let's Get In Touch!

For more information about the conference, sponsorhip or the awards contact

Desere Ross

Senior Director, Programs and Sales Operations

Sponsorship Opportunities


Ray Christophersen

President and CRO

Brad McBride

EVP, Group Publisher