IT Executive Advisory
Strategic clarity for the technology decisions that shape the future.
OAKMONT helps boards, CEOs and CIOs align technology, risk and business — with independence, rigour and senior executive experience.
Who we are
A senior partner beside those who decide.
When every technology decision is also a business decision, OAKMONT brings the perspective of someone who has led teams, projects and transformations. We work alongside top management to turn complexity into clear, actionable decisions.
Services
Four domains. One integrated view.
IT Strategy & CIO Advisory
Business-aligned technology strategy, multi-year roadmaps and direct support to the CIO — including interim or fractional CIO roles.
Digital Transformation
Design and oversight of transformation programmes, cloud adoption and systems modernisation, focused on the value delivered to the business.
Governance, Risk & Cybersecurity
IT governance models, technology risk management and readiness for NIS2 and DORA, with clear reporting to the board.
Tech Due Diligence & Sourcing
Technology assessment for M&A and investment, vendor selection and negotiation of IT contracts.
Our approach
From diagnosis to delivery, with method.
01
Diagnosis
Understand the business, technology maturity, risks and people before proposing any path.
02
Strategy
Set priorities, options and trade-offs in business language, ready for executive decision.
03
Roadmap
Turn strategy into a phased plan with investment, milestones, owners and success measures.
04
Oversight
Stay engaged through execution, measure results and adjust course until value is delivered.
Technology is no longer a support function. It is a strategic decision — and deserves the same rigour.
The OAKMONT principle
Independence
No ties to vendors or products. Our only agenda is our client’s.
Real experience
More than three decades in the field, in technical leadership and in management — accountable for results.
Business language
We translate technical complexity into impact, risk and return.
Confidentiality
Absolute discretion in every mandate, from first contact to final report.
The Founder
Over three decades between technology and decision-making.
Since 1990, Vitor Gouveia has held almost every position where IT decisions are made and delivered: field engineer, technical director, international consultant, project manager, entrepreneur and team leader. He knows what a technology decision demands in execution — and the impact it has on the business.
Vitor Gouveia
Founder | IT Executive Advisor

Insights
Perspectives for top management.
NIS2: what boards need to know
Fractional CIO: when it makes sense for your organisation
Tech due diligence: red flags before you invest
Next step
Let’s talk about your organisation’s technology challenges.
A first conversation — confidential and without commitment.
