About / Our Story

We don't just advise.
We execute.

Cay Digital is an AI advisory that helps teams move fast with AI tools. We combine hands-on execution with strategic depth, backed by a team with real experience at the highest levels of enterprise organizations.

Our Team

Local expertise, global delivery.

Led by senior operators with Big Tech and Big Four pedigree, backed by 60 technologists, AI engineers, designers, and delivery leads. AI-native by default: the same tools we ship are the tools we use to ship faster, at lower cost.

Leadership

Ryan Morgan

Ryan Morgan

Senior Partner

Simon Lacasse

Simon Lacasse

Partner, AI

Rob McClanahan

Rob McClanahan

Partner, CTO

Sheeba Kaitare

Sheeba Kaitare

Director of Delivery

Arianna Vazquez

Arianna Vazquez

General Manager

Cay Digital team

What sets us apart

We only choose projects
where we make a difference.

  • Strategy and execution. Not just decks.
  • Deep AI, UX, technical and product experience.

Our Roots

More than advisors. Partners.

Our team size and AI-native talent gives us the freedom to be disruptive. Our leadership is Big Tech meets Big Four with real enterprise experience, at scale, creating and releasing AI-native technology.

How we think

We keep our principles simple.

Clarity over hype.

Plain language, sharp framing. We name what we mean.

Depth over volume.

A small team of senior specialists, not a stack of bench bodies.

Outcomes over deliverables.

We measure ourselves by what changed, not what we shipped.

Strategy where it matters.

Where direction is decided, not where decks live.

Execution where it counts.

On the keyboard, in production, with results to point at.