Dermot Killian O'Shea — Strategic Navigator

Selling
Certainty.

I help enterprise leaders define their digital future with clarity. Before the budget is committed. Before the wrong thing gets built.

Independent · Focused · Impact Driven
The Problem
Enterprises don't fail
from lack of talent.
They fail from lack of
clarity.

Millions are spent building the wrong things. Not because people aren't capable — but because the strategic direction was never properly defined before the money moved.

The cost of confusion is high. The price of inaction is higher. Your digital future needs to be designed before it's built.

"I help leaders de-risk their investments and careers through smart thinking up front."

What I Do

I bring vision to life — fast.

01
Navigator Retainer
Ongoing Strategic Partnership

A trusted independent voice in your corner. Available monthly for key decisions, challenges, and direction setting. Keeps your digital strategy honest as your business evolves.

From €2,500 / month
02
Clarity Sprint
Strategic Framing Programme

A focused 4 to 6 week engagement. Workshops, clear direction document and user tested high fidelity prototypes that your team can act on with confidence. Built on the proven LAB+ process, evolved for the AI era.

From €15,000 / engagement
03
Leadership Workshop
High-Impact Executive Session

A single day with your leadership team. Define priorities, align vision, leave with a clear framework for action. Designed for organisations at a critical point of change.

From €3,000 / day
On AI
"AI is an accelerant, not a strategy. It makes a good customer experience faster and smarter. It cannot make a bad one good."

— Dermot Killian O'Shea, DKOS

Most organisations ask the wrong question — "how do we use AI?" — before answering the right one: what are we actually trying to do for our customer?

After 7 years of AI adoption in practice, the lesson is clear. Tools serve a business purpose. They are not the strategy. The businesses winning with AI defined their customer experience goals first, then identified where AI genuinely accelerates them.

That's the conversation I help you have before the budget moves.

Why DKOS

I've led.
I've built.
I've delivered.
I've exited.

DKOS is not a studio or an agency. It is a precision instrument, operated by one person, delivering value through strategy, systems thinking, and design clarity.

I come recommended at the highest levels. I've sat at every table. I know what good looks like, and I know the cost of getting it wrong.

21+
Years of digital leadership
€500M+
Client value delivered
90+
Global awards won
C-Suite
Experienced & trusted leader
Dermot Killian O'Shea
The Person Behind DKOS

A navigator who's
been on the
journey before.

I founded WONDR in 2014 and built it into Ireland's #1 digital design practice — scaling it to global recognition, €500M+ in client revenue, and 90+ international awards before its acquisition.

I've led design and strategy at JWT and Brand Union, worked with the world's most ambitious brands, and chaired panels on AI, design, and innovation at the highest levels.

DKOS is what comes next — the distillation of everything I've learned, offered to the organisations that need it most: those at the moment of highest risk, before the big decisions are made.

Dermot Killian O'Shea Digital Innovation Navigator & Director
Trusted By
ESB
An Post
Aer Lingus
KBC
AA Ireland
Vodafone
Brown Thomas
Fáilte Ireland
GAA
Google
Trinity College Dublin
11Onze
Get Started

Ready to define
your next move?

I work with a small number of organisations at any one time. If you're at a critical point of change and need clarity before you invest — let's talk.

Email me