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

Over the past twenty-five years, I've led and advised technology organizations from Oracle and IBM to TD Bank, Marsh, and Arctic Wolf Networks.
What distinguishes my perspective is balance: on both sides of the table as a trusted vendor and as the enterprise decision-maker.
Expertise
From global enterprises to tech startups, where I'm most often asked to help...
Leadership Under Pressure
navigate ambiguity, change, and accountability while maintaining momentum with trust.
Enterprise AI in Practice
Apply AI to create durable advantage shaping the future while empowering the present.
Modernizing Technology
Translate complex legacy into coherent, governable modern platforms.
Cyber Risk and Recovery
Strengthen resilience to cyber risk through governance, operations, and realistic preparedness.
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 Sheridan College to Take the Ride : Learn in Motion, a leadership development programme, my focus is simple, to turn learning into motion - where learning leads to action.
Experience Snapshot:
- Guided and recovered multi-hundred-million-dollar transformation programmes for major financial institutions.
- Former Vice President, global cybersecurity, at Arctic Wolf Networks.
- Advisor to investors and technology firms through AlphaSights, GLG, Third Bridge.
- Board Vice-Chair and advisory council member in seniors' campuses with long-term-care, applying leadership in service of people, governance, and stewardship.
Connect with me!
If you're facing decisions that require clarity, judgement, and steady leadership, I'm happy to connect:
👉 Ray's Calendar - grab some time! [click here]
You can also connect via LinkedIn or reach me at...
Ray of light on technology life
Reflections on leadership, technology, and decision-making in real life.
2025年8月28日 · 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...2021年5月7日The 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...2020年4月30日 · 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...Education and development
My perspective is grounded in both experience and continuous executive development...

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

Adult Learner-Focused Teaching
Faculty Development
Sheridan College

ITIL Certification
Service Management (ITSM) Certification
Pink Elephant

Managing IT Effectively
Executive Development
Ivey Executive (with CIPS)
"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 1990’s)
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.
© 2026 Ray S. MacDonald · Toronto · Canada

















