Group Director of Engineering · CTO · AI-first technology leader

Steven York

Clear-headed technology leadership.

I help leadership teams navigate growth, change and complexity—and turn AI from scattered experimentation into a governed engineering capability.

Steven York

AI-first technology leadership

Agentic engineering changes more than how code gets written.

I help engineering organisations move from individual experimentation to a governed, measurable capability—adopting agentic workflows, redesigning the delivery system around them, and implementing the platforms, controls and habits that make the change stick.

01

Adopt

Create safe access, shared practice and confidence across engineering teams.

02

Transform

Redesign roles, workflows and measures around delegated work, faster feedback and explicit human accountability.

03

Implement

Integrate agents into real delivery systems, with evaluation, observability, security and governance built in.

AI-first does not mean AI-only.

It means treating AI capability as a default part of how the organisation solves problems.

Where I help

A calm head in complicated rooms.

Most useful when the answer has to work for engineers, executives and the business—not just one of them.

01

AI-first engineering adoption and transformation

Practical direction for moving agentic engineering from isolated enthusiasm into shared practice, measurable outcomes and a delivery system the organisation can trust.

02

Fractional and interim technology leadership

Experienced direction, accountability and operating grip without immediately defaulting to a permanent executive hire.

03

Transformation that survives contact with reality

Architecture, teams, target states, delivery signals and leadership expectations brought into a direction the organisation can execute.

04

Executive, board and delivery confidence

Direct, audience-appropriate advice and better visibility around technology, AI, risk, capability, ownership and operational reality.

20+

Years across software engineering, delivery, product, transformation and executive leadership.

150–175

Engineering organisation scale across international, multi-business-unit software environments.

CTO

Scale-up leadership through modernisation, recurring-revenue growth and due diligence readiness.

Where I engage

Four common failure modes.

The visible symptom is often delivery. The underlying issue usually spans several layers of the business.

SIGNAL 01

Direction without a target state

Strategy exists as ambition, but architecture, organisation and sequencing still tell different stories.

SIGNAL 02

Delivery without confidence

Plans move, incidents surprise, ownership blurs and executive reporting creates more questions than clarity.

SIGNAL 03

Change without alignment

M&A, platform modernisation or operating-model change is progressing unevenly across teams and business units.

SIGNAL 04

Technology without translation

Leaders need an honest view of risk and capability in language that supports a commercial decision.

Selected experience

Built from the work.

Credibility built over two decades: first in software, then through teams, products, transformation and group-level leadership.

2024—NOW

Group Director of Engineering
CitNOW Group

Leading the wider engineering estate across multiple business units and geographies, including agentic engineering adoption, integration, target states and post-acquisition transformation.

2023—2024

Director of Engineering
CitNOW

Reshaped delivery culture, improved observability, flattened platform structure, reduced time-to-hire by 58% and lowered cloud cost.

2019—2023

Chief Technology Officer
SalesMaster

Led product and technology through scale-up, modernisation, due diligence readiness and a move from 50% to 98% recurring revenue.

2006—2019

Software engineer to digital leader

Built software, led engineering and delivery teams, managed suppliers and shaped multi-year programmes for household names across automotive, consumer, hospitality and charity sectors.

Selected client background

Automotive depth. Broader perspective.

Automotive has been a major through-line in my career—alongside work across consumer technology, hospitality, energy, healthcare and the charity sector.

A point of view

Technology is rarely the only issue. The harder part is helping people understand it well enough to move.

If the business needs a clearer view and steadier technology leadership, that is usually where I fit.

Talk to me

Start a conversation

A clearer view starts with a conversation.

For leadership, advisory or fractional needs, email me directly.