
Empowering enterprises to turn technology into strategic advantage
I’m a global IT executive, consultant, and leadership coach who helps leaders align technology with business outcomes—cutting costs, strengthening security, and energising teams. With experience at Oracle, IBM, TD Bank, Marsh, and Loblaw, I bring a rare balance of insight: I’ve been both the trusted vendor and the enterprise decision-maker—close enough to see whether the strategy actually delivered. That dual perspective is what sets me apart.
I keep transformations continually aligned with strategic business priorities, even as those might change, that ensure all businesses acquire and retain profitable customers.
Expertise
From global enterprises to tech startups, I offer...
Enterprise AI
Plan for the future, empower the present
Inspiring People
Build outstanding teams, secure executive trust and support
Transforming IT
Revitalize your digital journey, creative strategies, rewarding partnerships, execute with surety
Cyber Security
Protect and become more secure daily
"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.
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...2020年3月9日 · remote workers,leadership,teams,teamwork,workfromhomeRay MacDonald, www.raymacdonald.com, March 9th, 2020 Leading People Remotely: 5 key focus areas for sustainable team performance Leading people working remotely: 5 key focus areas for sustainable team success Many organizations are now required to minimize personal contact to avoid...I passionately deliver…
Board‑level clarity. Leadership alignment. Digital integrity.
I’m driven to help leaders and boards bring vision to reality—especially when technology, culture, or threat intersects with purpose.
With a career spanning VP roles and multi‑hundred‑million dollar transformations at organizations like Arctic Wolf, TD Bank, and Oracle, I’ve seen firsthand how blurred decision‑making, tech blind spots, or misaligned teams can stall progress or invite risk. So, I serve as:
- Your strategic reality-check when AI initiatives spin too fast or cybersecurity plans feel vaporous.
- Your culture catalyst when executive towers grow too disconnected from ground-level impact.
- Your governance translator, converting complex digital risk into board‑friendly, business‑centric insights.
I prefer to do this alongside you—quietly listening, asking the right questions, surfacing gaps, and helping reset momentum before issues cascade.
And yes, I’ve been around the block:
- Led cyber, cloud, and AI strategy at Arctic Wolf (a top cybersecurity player)
- Delivered large-scale digital programs ($300M+) at TD Bank, IBM, and Oracle
- Served as a paid expert advisor via GLG, AlphaSights, and Dialectica
- Advised at both operational and governance tables—from mission‑fueled non‑profits to PE‑backed tech scale‑ups
- Walked quietly in faith-driven spaces, championing compassion, integrity, and clarity in leadership
I show up as:
- A calm but pointed advisor you can test ideas against
- A digital risk translator who ensures boards understand—not fear—tech disruptions
- A values-based counsellor who blends data, discipline, and dignity
Let’s have a conversation:
Whether you’re a CEO, founder, or board chair, reach out if you want a sounding board who doesn’t sell snake oil—but helps you and your team move wisely, with confidence and purpose.
How I got here...
I didn’t set out to be a board advisor. I set out to fix problems—and people kept inviting me back.
Early in my career at Oracle, I learned how bold vision and brutal execution often clashed. Later at TD Bank, I was trusted with $300M+ transformation budgets not because I played politics, but because I got results. That didn’t always sit well with status quo leadership.
At Arctic Wolf, a top cybersecurity firm, I led strategic programs during explosive growth—where I saw firsthand how board-level clarity around digital risk often lags behind reality.
That's when I knew: boards need trusted translators, not tech hype.
Along the way, I also coached leaders, served on long-term care boards, and helped nonprofits stay secure, compliant, and mission-focused.
What ties it all together? I’ve seen how small gaps at the top can lead to big consequences—and I’ve learned how to close them with calm, clarity, and conviction.
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
© 2025