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Green Dolphin (TCCR) Limited
Green Dolphin (TCCR) Limited
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"You’re easy to work with, fit well with our culture, and are highly credible with the Board"

Technology Risk, Change Assurance and Cyber Risk
Guiding with Clarity and Care

Paul O'Leary - Founder and Director

Different is good. I’m a passionate ‘hands-on’ relationship focused leader that brings over 20 years’ experience in helping regulated firms find the right balance between risk and opportunity.


I've held roles such as CTO, CISO and Risk Lead at insurers, mutuals and banks. 11 years as Director / Partner at top 6 firms.

Summary CV

Summary CV

Head of IT and Change Audit

Head of IT and Change Audit

Head of IT and Change Audit

Served as Head of IT and Change Audit for over 20 building societies and banks, I provided assurance across the full technology stack and change portfolio, from cyber security and data governance to digital transformation and core systems change.


I delivered clear, non‑technical insight to senior stakeholders, strengthened risk management and control effectiveness, and ensured major programmes were governed, architected and delivered in line with regulatory expectations and business strategy.

M&A Fintech Advisor

Head of IT and Change Audit

Head of IT and Change Audit

 Seconded into eight fintech and insurtech start‑ups by private equity to assess the full breadth of their technology strategy and architecture, ensuring it could support future growth across new geographies, services and products.


Advised on prioritised planning and investment. This covered scalability, supportability, security, software development practices, and the suitability of in‑house leadership and technical skills.

Board Change Risk Advisor

Head of IT and Change Audit

Board Change Risk Advisor

Risk advisor to the board for a £100m, two‑year business transformation programme at one of the UK’s largest building societies, providing assurance and guidance on transformation strategy and governance, business case development and options, portfolio management, business and technology architecture, and overall delivery.


Experience spans across vendors such as Temenos, TCS, Sopra, Finastra, FIS, Infosys, Mutual Vision and Mambu.

CISO - UK Bank

Partner - RSM UK LLP

Board Change Risk Advisor

Executive owner of cyber and information risk, providing clear, non‑technical insight to the board, executive team and risk committee at a UK bank.


Shaped the bank’s risk appetite to align with regulatory expectations and operational realities, and advised on strategic decisions including cloud migration, core banking change, outsourcing and fintech partnerships

Director - KPMG LLP

Partner - RSM UK LLP

Partner - RSM UK LLP

 I worked across all three lines of defence and acted as a senior board‑level risk advisor - to provide rapid, insight‑rich feedback on risks and highlighting practical, commercially grounded opportunities for improvement and mitigation.


I consistently influenced and delivered successful outcomes for audit and risk committees, boards and executive teams, investors, customers and regulators. 

Partner - RSM UK LLP

Partner - RSM UK LLP

Partner - RSM UK LLP

Served as technology, change and cyber risk lead for financial services clients spanning building societies, banks, insurers, credit unions and private equity.


Led complex programmes including cyber maturity assessments and roadmaps, core banking change assurance, M&A separation and integration, strategic and operating model design, board‑level risk training, and internal audit co‑sourcing.

You and your customers deserve assurance, not guesswork.

Let's Talk

Proven. Certified. Ready to Deliver.

Technology | Change

  • TOGAF Enterprise Architect Practitioner (EA)
  • Agile Project Manager Practitioner (Agile PM)
  • Agile Programme Manager Practitioner (Agile PgM)
  • Certified Agile Scrum Master (CASM)
  • Scaled Agile Framework (SAFe) Practice Consultant (SPC)
  • SAFe Release Train Engineer (RTE)
  • SAFe Agile Product Manager (APM)
  • SAFe Agile DevOps Practitioner (SDP)
  • SAFe Lean Portfolio Manager (LPM)
  • Managing Projects In Control Environments
  • Foundation (PRINCE2)
  • Amazon Web Services Cloud Practitioner (AWS CP)
  • Microsoft Azure Fundamentals (AZ900)

Cyber

  • ISO 27001 ISMS Lead Implementer
  • Certified Information Security Manager (CISM)
  • ISO 27001 ISMS Lead Auditor
  • Certified in Risk, Information and Systems Control (CRISC)
  • SWIFT Customer Security Programme (CSP)

Customer | Data | Risk

  • Certified Advanced in AI Audit (AAIA)
  • Change Management Practitioner (CMP)
  • Certified in Governance of Enterprise IT (CGEIT)
  • Certified Information Security Auditor (CISA)
  • Certified Control Objectives for IT (COBIT) 
  • Certified Information Technology Infrastructure Library (ITIL) 

Are you a CEO, COO, CRO, CIAO or CTO with a significant change to deliver, oversee or assure? Get Better Change Outcomes. Your Change Risk Scorecard provides a rapid, independent assessment of whether your change is truly set up for success.


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© Green Dolphin (TCCR) Limited
Company registered in England and Wales (NO.16855006)


NCSC Cyber Essentials Certified 2026 (No.8fe63bb4-be60-4c2a-81f7-8cad1848de4d)


Good Business Charter Accredited 2026


VAT Registration 513 0298 23


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