The 2019 Digital Transformation Awards will take place on August 8th, 2019. Further details will be provided in the near future.

The 2018 Digital Transformation Awards took place on August 14, 2018, at the Globe and Mail Centre in downtown Toronto.

Speakers and panelists at the event ran the entire DX gamut, from smart technology and AI to security and Blockchain.

Later in the day, awards were given to the following organizations:

Large Public - City of Vancouver
Large Private - Loblaw Digital
Large Private - PCL Inc
SME Public - Telefilm Canada
SME Private - Crisis Services Canada
AI Disruptor - SalesChoice



Visit our Digital Transformation hub where we’ve arranged the articles and videos featuring our award winners and some of the most compelling nominees.

Read about the exclusive report on digital transformation from OpenText, and catch up on all the great stories you missed from the 2018 event.

Digital transformation is creating the new business models that will drive tomorrow’s economy.

With the growing connectivity of people, machines, and businesses, organizations that want to stay competitive and grow revenue streams must leverage technology to do business in a completely new way. Those who successfully navigate the change will see many new opportunities to grow.

At ITWC we’ve heard repeatedly that Canadian companies need a better understanding of digital transformation.

Perhaps more importantly, they need role models and mentors to guide them on the art and practice of digital transformation. That’s why we established an award program and a conference to explore leading digital transformation trends.

2018 Agenda

August 14, 2018

The Globe & Mail Centre, Toronto


Jessie Adcock
City of Vancouver, CTO
Jessie Adcock was named the City of Vancouver’s Chief Technology Officer after three years as the City’s first Chief Digital Officer. As one of the first public sector CDO’s in Canada, Jessie led the execution of a multi-year digital strategy focused on the growth of direct channels; enhancing citizen services and engagement; improving the City’s data and technology infrastructure; enabling a digital more digital workforce; and helping create opportunity for the innovation economy.

Benjamin Alarie
CEO, Blue J Legal
As CEO with Blue J Legal, Alarie leads the ongoing development of Tax Foresight, an artificial intelligence software launched commercially in 2017 that predicts with 90% accuracy the outcomes of tax litigation. He holds the Osler Chair in Business Law at the Faculty of Law at the University of Toronto and is frequent speaker and commentator on the future of law and technology, with a particular focus on the use of AI.

Namir Anani
President and CEO, ICTC
Namir Anani leads the Information and Communications Technology Council (, nation’s centre of expertise and services to industry, education and government, that enable Canada’s advancement as a leader in innovation, productivity in the global economy. Before joining ICTC, Namir previously led Policy Development & Research at the Canadian Radio-television and Telecommunications Commission (CRTC).

He has also held several executive leadership roles in both the private and public sectors including the Department of Canadian Heritage (Director General & CEO), CGI consulting, Nortel, and Novartis (Switzerland).

Mr. Anani’s holds a Bachelor of Science (Honours) in Electrical Engineering from the University of Salford (UK) and holds Professional Engineer designation in Ontario (P. Eng.).

Michael Ball
CISO, Advisor
Michael brings 30+ years of experience in Information Systems - Architecture / Operations / Governance. The past 25 years his expertise has focused on IT Security in the finance and insurance industry. He plays well in the sandbox with both auditors and C-Level Execs.

Alex Benay
Chief Information Officer, Government of Canada
Alex Benay was named Chief Information Officer of the Government of Canada in April 2017 with the mandate to help shift government towards digital. The Chief Information Officer Branch provides strategic direction and leadership in the pursuit of excellence in information management, information technology, security, privacy an access to information across the Government of Canada.

Prior to this position, Mr Benay was President and Chief Executive Officer of the Canada Science and Technology Museums Corporation, which operates three national museums: Canada Agriculture and Food Museum, the Canada Aviation and Space Museum, as well as the Canada Science and Technology Museum. Before joining the Corporation, Mr Benay had been Vice-President at Open Text, Canada’s largest software company, since 2011. Over the years, he has played a leadership role in Canada’s digital industry as well as promoting global digitalism in organisations and groups such as the G20, the Commonwealth Secretariat, the Olympics, etc. Prior to his time at OpenText, Mr. Benay managed various teams and programs at the Canadian International Development Agency, the Department of Foreign Affairs and International Trade, Natural Resources Canada, as well as Library and Archives Canada.

A native of Quebec City, Mr Benay grew up in Ottawa and attended the University of Ottawa where he studied history.

Steve Brar
Vice President, Vector AI
Steve is responsible for all mobile assets for TD across North America including the development of some of the top rated applications combining banking, direct banking and investing. . He transitioned the Big Bank from a traditional operational culture to a software development startup - being one of the first to adopt Agile/Scrum, create development factories, incorporate DevOps, and deliver releases at a high frequency.

Cathy Cobey
Risk Advisory Partner, Ernst & Young
As lead in EY’s Risk practice, Cathy advises clients on the risk and control implications of both legacy and emerging technologies. She leads a global team that considers the ethical and control implications of artificial intelligence and autonomous systems. Cathy leverages her unique background as a CPA and Technology Risk Advisor, with her involvement with EY’s Climate Change & Sustainability practice to consider the full spectrum of technological and societal implications in intelligent automation development.

Lynn Elwood
VP Cloud & Services Solutions, OpenText
Elwood is responsible for market strategy for the OpenText Cloud and solutions globally. With her team, she works with international customers, partners, account executives and market units to identify, promote and educate around OpenText cloud solutions. Over her 30 year career in technology she has held a variety of leadership roles in engineering, product management and overall portfolio ownership.

Eric Gales
Country Manager - AWS Canada
Eric Gales is Country Manager for Amazon Web Services (AWS) Canada. With 30 years of technology industry experience, he sets the strategic direction for the core elements of the AWS Commercial Sector business. Eric has responsibility for driving customer obsession in all core AWS Canada operations including business development, sales, partner alliances, marketing, solutions architecture, support, and training. Prior to joining AWS in October 2015, Eric built a strong profile within Canada in senior roles as VP and General Manager at VMware Canada, and as President of Microsoft Canada. Before coming to Canada, Eric was a General Manager at Compaq UK.

Dr. Cindy Gordon
CEO, SalesChoice Inc.
Cindy is founder and CEO of SalesChoice, an AI SaaS predictive guided selling company. An expert in SaaS, AI, business innovation, early-stage software commercialization and sales /marketing practices, she has held senior leadership and partnership roles in global B2B enterprises, including: Accenture, Xerox, Citicorp and Nortel Networks. She has been a a founder, VC, an angel and founder in emerging software companies.

Kovar Gregory
Senior Director, CA Technologies
Kovar Gregory
Senior Director, CA Technologies

Dawn Jutla
CEO, Peer Ledger
Dawn is founder and CEO of Peer Ledger, a blockchain company committed to increasing organizations’ ability to change their supply chains and enable social transparency in measurable ways. With a mission focused on blockchain-based solutions for organizations benefiting the communities they impact, reducing key compliance and safety risks, and providing the consumer with ethical assurances, she believes companies that fail to engage in responsible sourcing and care of the world will become non-competitive. Dawn founded the Technology Entrepreneurship and Innovation program at Saint Mary’s University, Halifax.

Jordan Kyriakidis
President & CEO, QRA Corp
Jordan has 15 years experience leading diverse teams of driven and high-performance individuals; first as a scientist with numerous international publications, and now as Cofounder and CEO of QRA Corp, an emerging Design Verification company. QRA’s disruptive technologies are changing how companies and governments identify and mitigate risk in complex projects from the RFP-stage onwards, especially projects involving the introduction of new technologies in regulated industries.

Jordan has lived and worked in Europe, the US, and in Canada. He holds a PhD, summa cum laude, in Quantum Theory from the University of Basel, Switzerland.

Jordan is a member of the Digital Nova Scotia Board of Directors.

Steve Holder
National Strategy Executive, SAS Canada.
As Strategy Lead for SAS Canada Steve Holder is responsible for creating and driving SAS solution strategy in the market. A key part of this is providing thought leadership for the SAS Analytics, Big Data and Cloud portfolios. A Canadian analytics evangelist Steve has seen first-hand how the use of analytics and data can help customers solve business problems; make the best decisions possible and unearth new opportunities. Steve’s passion is making technology make sense for everyone regardless of their technical skillset.

Ted Maulucci
President, SmartONE Solutions Inc.
Ted Maulucci is a pioneer of smart and connected community solutions to create digital living experience. President of SmartONE Solutions Inc. he works in the real estate and assisted living sectors to promote the innovative use of technology from project pre-planning to project completion. CanadianCIO of the Year in 2016 xx, he previously served as CIO or Tridel Group. He is a graduate of the Schulich School of Business - York University.

Amer Matar
CTO, Moneris
As CTO, Amer is responsible for all of Moneris technology and security platforms. He leads teams in infrastructure, security, ecommerce, mobility and supply chain management and secure payments. He has deep experience in product management, product development and application development with a number of organizations, including Royal Bank, SNS (which was acquired by Emergis), Toronto Dominion Bank and Imperial Oil (ESSO). His team has developed many “first to market” solutions.

Kevin Peesker
President, Microsoft Canada
Kevin Peesker is President of Microsoft Canada responsible for leading a world class team who delivers transformative outcomes for Canadians. Through Microsoft’s partner ecosystem, citizenship efforts and employee engagement programs, Kevin's objective is to empower every person and organization across Canada to achieve more. He has more than 28 years of experience in technology and has held leadership roles in finance, marketing, operations, sales, and general management.

Claudio Silvestri
Vice-President and Chief Information Officer, NAV CANADA
Claudio Silvestri is Vice-President and Chief Information Officer at NAV CANADA where he is responsible for providing executive leadership, direction and oversight of the Information Technology (IT) function for the Corporation including cyber security and IT governance. He has an extensive background in the high-tech industry and diverse experience developing and implementing strategic initiatives to increase the effectiveness and contribution of information technology within a variety of organizations.

Prior to joining NAV CANADA, Silvestri was the Vice President and CIO at Cognos Inc. where he was responsible for world-wide IT services. He was also the Group Vice President and CIO for Business Objectives/Crystal Decisions with global responsibilities. Prior to 2003, Mr. Silvestri held senior executive business and IT roles at Microsoft Canada and Compaq Canada.

Silvestri serves as the President and Chair of Christie Lake Kids, an Ottawa area not-for- profit serving disadvantaged youth. In 2017 he was named CanadianCIO of the Year in recognition his digital, cloud and mobile technology transformation at NAV CANADA.

Nelson Smith
Vice President, Parkwood Computer Services
Nelson Smith is the Vice President of Parkwood Computer Services, a firm that assists corporations in establishing and maintaining reliable information systems that support their growing businesses. In his role at Parkwood, Nelson oversees the IT operations of Parkwood’s sister company, Graham Mathew Professional Corporation, a Chartered Professional Accountants firm.

Eric So
Co-founder, Chief Strategy Officer, Globalive Technology
Eric So is the Co-founder and Chief Strategy Officer for Globalive Technology Partners Inc. He also serves as Chairman of HyperBlock Technologies Corp., a leading cryptocurrency mining company with diversified operations, and as a Director of Therapix Biosciences Ltd. He has over 15 years’ experience advising both private and public companies, An alumnus of Torys LLP, Eric holds a Bachelor of Science from McGill University and a law degree from the University of Windsor.

Margaret Stuart
Senior Vice President, BlackBerry
As Senior Vice President, Margaret is responsible for BlackBerry’s enterprise software go-to-market strategy, global programs, global Inside Sales and the BlackBerry Workspaces solution. She was previously the Managing Director for BlackBerry Canada. Margaret joined BlackBerry in 2014 from SAP where she served as Vice President, North American Business Development. She has more than 20 years of experience in sales, product management and development with technology companies including SAP, Longview Solutions and Siemens Healthcare (now Cerner).

Patrick Vice
Founding partner,
Patrick has over 25 years experience enabling technology and electronic commerce in the risk management and insurance communities. He is a founding partner of and serves as its Director, Products & Services. He co-chairs the annual Insurance-Canada Technology Conference and produces content for other thought leading on-line and in-person events. He has various senior positions with insurance companies, consulting firms, and technology solution providers.

John Weigelt
National Technology Officer, Microsoft Canada
John Weigelt leads Microsoft Canada’s strategic policy and technology efforts. In this role, Mr. Weigelt helps business and governments innovate with technology while avoiding the unintended consequences that might arise. He leads Canadian outreach for Economic Development, Privacy, Security, Critical Infrastructure Protection, Government 3.0, Accessibility, Environmental Sustainability and Interoperability.

A strategic thinker with almost 25 years’ experience in cyber assurance, John has contributed to the development of international standards and guidelines, government policies, national strategies, provincial and federal legislation. These contributions range from the detailed technical specificity of protocol definition to macroeconomic principles across the wide range of themes for which he is accountable.

Greg Wolfond
Chief Executive Officer, SecureKey
Greg is the founder of SecureKey and has more than 30 years of experience in fintech, security and mobile solutions. As a serial entrepreneur, heis earlier ventures include Footprint Software Inc., a financial software company he sold to IBM, and 724 Solutions Inc., a wireless infrastructure software provider he took public. He has been recognized as one of Canada’s Top 40 Under 40, Entrepreneur of the Year and one of the 100 Top Leaders in Identity.


Dr. Ron Babin
Associate Professor, Ryerson University
Dr Ron Babin is an Associate Professor in the Ted Rogers School of IT Management. He joined Ryerson University in 2006 after a 30 year professional career in IT and Management Consulting. Prior to joining Ryerson, Dr Babin was a strategy consultant at Accenture and at KPMG. His research is focused on global outsourcing of IT and digital business transformation.

Corinne Charette
Senior Fellow, Concordia University, Montréal
Corinne Charette is the Chief Digital Officer and Senior Assistant Deputy Minister of Spectrum, Information Technology, and Telecommunications at the department of Innovation, Science and Economic Development (ISED). She comes to ISED from Treasury Board Secretariat (TBS) where she was the Government of Canada’s Chief Information Officer. Prior to her CIO of Canada role, she worked at Transat A.T. Inc. where she was Vice-President and Chief Information Officer since May 2006. Previously, Ms. Charette was Deputy Director and Chief Information Officer of FINTRAC. During her 30+ year professional career, she served as Senior Vice-President, Internet Channel, for the Canadian Imperial Bank of Commerce, has been a Partner with KPMG Consulting leading their e-Business practice and has worked for IBM Global Services. Corinne holds a Bachelor of Science degree in engineering from Concordia University and is a Professional Engineer. On June 21, 2011, Corinne received an honorary degree of Doctor of Laws from Concordia University, in recognition of her distinguished career and achievements.

Corey Cox
VP Information Technology, Tandet

Gary Davenport
Past President, CIO Association of Canada
Gary Davenport is the Past-President of the CIO Association of Canada (CIOCAN). He has extensive experience as a senior executive within both the telecommunications and retail sectors and has successfully run large scale IT operations and delivered complex business transformation initiatives.

Lars Goransson
General Manager and Group Vice President, IDC
Lars Goransson is responsible for IDC's Canadian operation as General Manager and Group Vice President. IDC Canada's product and services offerings provide the Canadian IT community with market based research across the value continuum of budgeting & planning, marketing awareness and lead generation, and measurement and performance management.

Ted Maulucci
President, SmartOne Solutions
Ted Maulucci was recently named President of SmartOne Solutions, a smart building solutions company. Prior to the appointment Ted spent over 20 years with Tridel Group. He has been recognized with several international and local awards for IT leadership, IT application development for the real estate industry, smart buildings, and innovation. He was the 2016 CanadianCIO of the Year (Private sector).


Congratulations to the winners of the inaugural Digital Transformation Awards: CIBC, Humanina Assurance, Barrick Gold, Connected North led by Taking IT Global and the City of Toronto.

With the crystal awards, from left: Michael Turney, Cisco (representing Connected North); Tracey Cook and Rob Meikle (City of Toronto); Eric Levac and Stephane Rochon (Humania Assurance); and Kevin Paget, CIBC.

Ten Insights from the 2017 Digital Transformation Conference and Awards


A special edition highlighting the award winners and the panel sessions at the 2017 conference. Learn how organizations of all shapes and sizes are changing for the 21st century knowledge economy.
Read Now

2017 winners and the finalists

Close to 30 companies responded and 25 submissions were sent to an independent judging panel. The stories of the 2017 winners and the finalists can be found in this downloadable pagebook.
Read Now






For more information about the conference or the awards contact

Steve Proctor

Vice President Marketing and Communications
416-290-0240 Ext. 188

Donna Butts

Director, Corporate Support