Leonidas Reynolds
Global Transformation & Strategic Portfolio Director @Robert Walters
Signup · Get unlimited contacts
WORK HISTORY
Global Transformation & Strategic Portfolio Director @Robert Walters
London, GB
Delivered £10M+ EBITDA impact across a £50M+ global investment portfolio by transforming how strategic investments were governed, prioritised and translated into execution—creating a direct line between board ambition and operational reality.• Led the organisation\'s largest transformation portfolio, spanning technology modernisation, operating model redesign and enterprise change across multiple regions, ensuring investment delivered measurable business outcomes.• Generated £10M+ EBITDA improvement by reshaping investment governance, challenging low-value initiatives, accelerating high-impact programmes and improving the quality of executive decision-making.• Established the organisation\'s first enterprise portfolio governance model, providing leadership with a single view of investment performance, risk exposure, delivery confidence and strategic alignment.• Acted as a trusted advisor to Executive Committee and C-Suite leaders, translating strategic ambitions into executable roadmaps, governance structures and prioritised investment decisions.• Introduced a portfolio operating cadence connecting strategy, funding, delivery and benefits realisation, improving transparency and accountability for outcomes.• Designed global delivery frameworks balancing autonomy with control, enabling teams to move faster whilst maintaining governance, assurance and strategic alignment.• Repositioned portfolio management from a reporting function into a strategic capability, helping leaders navigate competing priorities, resource constraints and organisational complexity.• Founded In The Grey, an advisory practice focused on enterprise transformation, Target Operating Model (TOM) design and strategic execution, built on the principle that value is rarely found in absolutes.
EDUCATION
Kingston University
2:1, Information Systems (Internet Business)
ABOUT LEONIDAS REYNOLDS
Most organisations do not struggle because they lack ambition.They struggle because somewhere between vision and execution, certainty disappears.Priorities compete. Complexity accumulates. Decisions become delayed. Governance becomes performative. What began as a strategy slowly transforms into a collection of disconnected activity.The space between those two points is where I have spent my career.For more than twenty years I have helped organisations translate ambition into operational reality. Not simply by delivering projects or governing portfolios, but by creating the conditions in which strategy can survive contact with reality. I work with executive teams to navigate complexity, align investment with outcomes, design governance that enables rather than constrains, and establish the operating rhythms that turn intent into measurable progress.Throughout my career I have led enterprise transformation portfolios exceeding £50m, established PMOs and governance functions from the ground up, delivered significant EBITDA impact, and advised senior leaders through periods of uncertainty, growth and change. My work has spanned portfolio governance, benefits realisation, value realisation, organisational design, Target Operating Model (TOM) development, business case creation and enterprise-wide transformation programmes.What differentiates me is not methodology.It is perspective.I believe value is rarely found in absolutes. It lives in the grey space between competing priorities, imperfect information and difficult choices. The role of leadership is not to eliminate ambiguity but to navigate it.This philosophy ultimately became In The Grey, a platform built around a simple belief:Value is always in the grey.Today I continue to work in between the black and white lines of strategy, transformation, governance, AI-enabled change and execution, helping organisations move beyond plans, presentations and aspirations towards meaningful and lasting outcomes. Increasingly, this includes exploring how AI, automation and emerging technologies can strengthen decision-making, portfolio governance, operating models and enterprise transformation without losing sight of the human consequences of change.If your organisation is navigating transformation, organisational design, operating model change, portfolio realignment or strategic uncertainty, I would welcome a conversation.
This profile is compiled from publicly available professional sources. Unifers is not affiliated with or endorsed by LinkedIn. Request removal of this profile.