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Edmonton Chapter - Lessons from 100 Digital Transformations: Why Some Succeed (and Others Become Expensive Learning Lessons)

September 10, 2026 6:00 PM - 8:30 PM (MDT)

Description

Every organization is investing in digital transformation, but not every initiative delivers the business outcomes leaders expect. After more than 100 digital transformation initiatives across the public and private sectors, one thing has become clear: technology is rarely the deciding factor. The organizations that succeed are the ones that get leadership, governance, organizational readiness, and change management right.

This interactive session explores the lessons that consistently separate successful transformations from those that stall or fail to deliver value. Rather than focusing on technology or vendors, we'll discuss practical approaches that help leaders improve outcomes, avoid common pitfalls, and build the foundation for lasting business impact. Attendees will also be able to share their own experiences and learn from peers facing similar challenges.

Key Takeaways:

  • The leadership and governance practices consistently lead to successful digital transformations.
  • The most common reasons transformation initiatives lose momentum—and how to avoid them.
  • A practical framework for assessing organizational readiness before making significant technology investments. 


Shaun Brennan is the Chief Revenue Officer at Elantis Solutions, where he leads the company's growth strategy and works with organizations across Canada and the United States on digital transformation initiatives powered by Microsoft technologies. Over more than 20 years in technology leadership, he has helped public and private sector organizations modernize operations, lead organizational change, and deliver measurable business outcomes. Having contributed to more than 100 digital transformation initiatives throughout his career, Shaun brings a practical, leadership-focused perspective on what separates successful transformations from those that struggle to achieve lasting value. A frequent speaker on AI, digital transformation, and technology leadership, he focuses on the people, governance, and leadership decisions that drive successful business change. 


Dave Roe is the Chief Executive Officer and founder of Elantis Solutions, where he leads the company’s strategic direction and works with organizations to modernize their operations through practical, secure, and business-aligned Microsoft technology solutions. With more than 30 years of experience in the IT industry, Dave has held technical delivery, business development, and executive leadership roles across his career, giving him a unique perspective on how organizations can balance technology investments, operational priorities, people impacts, and business outcomes. As CEO, Dave has shaped Elantis into a trusted Microsoft consulting partner known for strong client relationships, high-quality delivery, and a people-first approach to transformation. His leadership is grounded in helping clients move beyond technology implementation to achieve meaningful adoption, lasting value, and measurable business impact. Drawing on decades of customer-facing and executive experience, Dave brings a practical perspective on what it takes for digital transformation initiatives to succeed: clear leadership, strong governance, organizational readiness, and a commitment to doing what is right for clients.
Agenda

6:00 - 7:00pm – Arrival & Networking Reception

7:00 - 8:00pm – Presentation – Q & A

8:00 - 8:30pm – Networking

Hors d’oeuvres & Beverages to be served

Thank you to our sponsor


Open to CIOCAN Members & their *Qualified Non-Member Guests
(*CIO/CISO/Senior IT Executive in a Leadership role and their direct reports)


Location

LUX Steakhouse

Vintage Room

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Contact Information

Name: Jeannie Taylor
Email: jeannie.taylor@ciocan.ca
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