Red Leaf Consulting

Strategic advisory · Technology leadership

Transformation counsel from experienced CTOs.

Independent advice for the leaders of technology businesses — and the investors and boards behind them — as they transform what they build, how they build it and the teams that build it.

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Who we advise

For leaders making the hard calls on technology — and living with the consequences.

Technology services firms

A sounding board for leadership teams reshaping their services, delivery model and organisation for the AI era.

  • Shaping AI-led services and offerings
  • Moving to AI-native delivery
  • Talent, structure and leadership

Private equity

An operator's perspective on the technology agenda in your portfolio, from the first 100 days to exit readiness.

  • Technology in value creation plans
  • Counsel for portfolio CEOs and CTOs
  • Guidance through mergers and buy-and-build

Boards

Independent, plain-English perspective as you set direction and oversee large-scale technology and AI change.

  • AI strategy and readiness
  • Challenge on transformation programmes
  • Technology leadership and capability

Advisory

What we advise on

We bring the judgement of having led these transformations before: what to prioritise, where they go wrong, and how to tell whether yours is on track.

AI transformation

AI changes two things at once: what you sell and how you make it. We help leadership teams think both through — together.

What you build

Where AI belongs in your products and services, which bets to make first, and what the architecture and organisation need to support them.

How you build

Moving the product and software development lifecycle to AI-native ways of working — sequencing the change, bringing people with you and measuring the gain.

Talent & organisation transformation

Designing structures, leadership and teams with clear ownership — and handling the people side of change well.

Legacy modernisation & re-platforming

Deciding what to rebuild, retire or keep, and keeping a multi-year re-platforming on course.

Cloud migration

Shaping the cloud strategy and migration plan, and avoiding the cost and reliability traps along the way.

AI-powered data pipelines

Rethinking data operations with AI to automate collection, processing and quality at scale.

Technology strategy & operating model

A technology vision tied to the business plan, and investment shifted from legacy overhead to customer value.

Delivery performance & governance

The metrics and governance that make delivery predictable and transparent to the business and the board.

Merger & integration

Bringing technology, teams and platforms together after a deal without losing momentum.

How we work with you

Sounding board

Regular, confidential sessions with a CEO, CTO or leadership team working through a transformation.

Independent review

A candid second opinion on a strategy, plan or programme before you commit — or when it is drifting.

Board & investor counsel

Briefings and challenge for boards and investors on the technology and AI agenda.

Experience

Advice from people who have run the function — not just reviewed it.

Our advice is grounded in having been the accountable executive: leading technology organisations through private equity ownership, mergers and acquisitions, re-platforming and the shift to AI.

17+

years in CTO roles

4

private equity-backed businesses led

$250m

revenue scale of businesses led

230

people in the largest technology organisation led

10+

countries with teams led

  • AI and LLM capabilities scaled from pilot into production
  • AI-native engineering practices adopted across the lifecycle
  • Multiple large-scale legacy re-platforming programmes
  • Large-scale cloud migrations and hosting cost reduction
  • Data operations modernised and automated
  • Repeated people and organisation transformations
  • Private equity transitions, reinvestment and merger
  • Post-acquisition integration and group-wide consolidation

Pragmatic

Advice sized to your stage, your team and your budget.

Candid

A clear, independent view — including when it is not the convenient one.

Experience-led

Lessons from having done it, not frameworks from a slide deck.

Planning a transformation — or in the middle of one?

An experienced, independent view can help. Get in touch on LinkedIn to arrange an initial conversation.

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