I passionately deliver…

The Reality-Check. The Catalyst. The Translator.

Board‑level clarity. Leadership alignment. Digital integrity.

Leaders and boards often have the vision — but when technology, culture, or digital threats collide, momentum falters. I've seen how blurred decision-making, tech blind spots, and siloed teams can stall progress or invite risk.

2. The Action

Over a career spanning VP roles at Arctic Wolf, TD Bank, Marsh, IBM, and Oracle, I’ve led programs worth hundreds of millions. I've been invited into boardrooms when AI strategies spun out of control, when cyber plans were more smoke than substance, and when executive towers grew disconnected from the people doing the work. My role: to cut through noise, surface gaps, and reset direction before issues cascaded.

How I Help

The Reality-Check

When AI races ahead without guardrails, I provide the sober clarity leaders need to move wisely.

The Catalyst

When alignment frays between executive towers and ground-level impact, I help reconnect culture with delivery.

The Translator

When digital risk feels abstract or overwhelming, I convert complexity into board-ready business centric clarity.

And yes, I’ve been around the block:

• Led cyber, cloud, and AI strategy at Arctic Wolf, a top cybersecurity player
• Delivered $300M+ digital programs at TD Bank, IBM, and Oracle
• Served as a paid expert advisor via Alpha Sights, GLG, and Third Bridge
• Advised governance and operations — from mission‑driven non‑profits to PE‑backed tech scale‑ups
• Walked quietly in faith-driven spaces, championing compassion, integrity, and clarity

How I got here...

1. The Challenge

I didn't set out to be a board advisor. I set out to fix problems. At Oracle I saw bold vision constantly collide with brutal execution.

2. The Action

At TD Bank, I was handed $300M+ portfolios not because I played politics, but because I delivered results. That success unsettled some status-quo leaders — but it reinforced my convition that results and integrity matter more than titles.

3. The Turning Point

At Arctic Wolf, during explosive growth, I saw how quickly digital risk outpaced board-level understanding. That's when it clicked: boards don't need more hype — they need trusted translators.

4. The Impact

Since then, I've coached leaders, served on long-term care boards, and helped non-profits stay secure, compliant, and mission focused. 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.

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]