
Helping leaders think clearly in an age of AI, cyber risk, and constant change.

I've spent over twenty-five years in technology leadership; from Oracle and IBM to TD Bank, Marsh McLennan, and Arctic Wolf Networks.
Now I serve as an independent executive advisor and instructor, helping organizations and people navigate the intersection of technology, strategy, and human leadership.
My approach is practical: translate complexity into clarity, bridge ambition with accountability, and leave teams wiser than they started.
I bring a rare balance of perspective: I’ve been both the trusted vendor and the enterprise decision-maker.
Expertise
From global enterprises to tech startups, I offer a background in:
Enterprise AI
Plan for the future, empower the present - from data to infrastructure intelligence.
Inspiring People
Build outstanding teams, secure executive trust and support
Modernizing Technology
Revitalize your digital journey - Cloud, Infrastructure, and Platforms that deliver
Cyber Resiliance
Protect your business, strengthen infrastructure, and thrive more securely every day.
"The network is the computer.
Everything with a digital or electronic heartbeat will be connected to the Internet.”
Scott mcnealY, former ceo sun microsystems (late 90’s)
Ray of light on technology life
Thoughts, musings, and reflections on life with technologies.
28 août 2025 · ai bubble market tech valuationsAI Bubble = Not! The Next Equilibrium = Re-valuation AI Bubble = Unlikely, yet the Next Equilibrium will True Up Future Valuations after exuberance! I see headlines frustrating to me everywhere asking: “Is AI a bubble?” or even some others stating, “The AI Bubble!” as if it exists to warn...7 mai 2021The Future Workplace: Identifying a trifecta of vital transformations for the journey. Ray MacDonald -Technology Consultant, May 7, 2021 There are many publications, postings, and consulting firm recommendations about the future of work and how the workplace must at a minimum adopt to it, yet...30 avril 2020 · innovation,fightcovid,innovation canadaIs the Price worth it? Some people wonder if the sudden shutdown of the economy is worth it to fight the COVID-19 pandemic. I’ve seen some celebrity business news folks openly wonder if it was worth the shutdown to “save the older generations”? I have a personal experience: in my family the COVID...I passionately deliver…
How I Help
The Reality-Check
I ask the questions others avoid.
The Catalyst
I re-energize leaders and boards when transformation stalls or teams lose trust.
The Translator
I make the technical legible - ensuring boards understand the real risks, costs, and possiblilities of AI and cybersecurity.
Teaching and Speaking:
I teach and design courses for professionals who need to communicate, lead, and decide better in a technology-saturated world.
From Communications for Customer Service Professionals at Cheridan College to teh new Take the Ride : Learn in Motion programme, my goal is to turn learning into motion - where insight meets action.
Experience Snapshot:
- Guided and recovered multi-hundred-million-dollar transformation programmes for major financial institutions.
- Former VP of global cybersecurity expertise at Arctic Wolf Networks
- Advisor to investors and technology firms through AlphaSights, GLG, Third Bridge.
- Board and Advisory Council member in seniors' campuses with long-term-care, applying leadership to service and stewardship.
Let's have a conversation:
Whether it’s board advisory, executive coaching, or technology strategy, I’d be glad to connect...
👉 Ray's Calendar - grab some time! [click here]Education and development
Highlights...

Master Business Administration
Executive MBA
Athabasca University

Artificial Intelligence: Business Strategies and Applications
Executive Development
UC Berkeley Executive Education

Business Marketing
Diploma
Sheridan College

Leadership
Executive Development
Ivey Executive

ITIL Certification
Service Management (ITSM) Certification
Pink Elephant

Managing IT Effectively
Executive Development
Ivey Executive (with CIPS)
reach out
I’m available for discussion
Ray S. MacDonald is a Toronto-based executive advisor, instructor, and leadership coach.
He blends decades of enterprise experience with a people-first philosophy — reminding leaders that in every system, clarity is kindness.
© 2025. Ray S. MacDonald, Toronto area, Canada
























