When the stakes are high, thinking matters.
We help CEOs and leadership teams see what is really happening, make the difficult decisions and deliver measurable change.
200+ company situations. Decades of executive experience. Practical leadership. Measurable outcomes.
WinningThinking®
When the stakes are high, thinking matters.
The strategic thesis
WinningThinking® should become the operating system for leaders who need to make difficult organisations successful.
Not another coaching company.
Not another strategy consultancy.
Not another motivational speaker.
Instead:
WinningThinking® helps leaders see what others cannot see, decide what others will not decide, and build organisations capable of delivering the result.
And the distinctive philosophy underneath it:
Think differently. Align decisively. Execute relentlessly. Leave a legacy.
Your business doesn’t need more strategy.
It needs the right strategy to become reality.
WinningThinking® helps CEOs and leadership teams diagnose difficult problems, make decisive choices and build organisations that deliver measurable results.
200+ transformations. One objective: make the organisation better than we found it.
Then immediately:
What problem are you facing?
- We’re losing money
- Growth has stalled
- Our strategy isn’t working
- Our leadership team is misaligned
- We’re going through an acquisition
- We’re facing a turnaround
- We’re preparing for succession
- We need to transform
Proven Results are our sales mechanism
We help and up-skill CEOs and leadership teams see what is really happening, realign action, make the difficult decisions and take the immediate action required to create a profitable and future proof business.
For more than 20 years, WinningThinking® has worked alongside leaders facing turnaround, transformation, strategic uncertainty, growth, governance and organisational change.
We don’t arrive with a generic playbook.
We enable teams diagnose their reality, challenge the assumptions, align the people who need to act—and help turn decisions into results.
The capability is crafted from 200+ distressed company situations, 30,000 hours of refinement, situations where immediate results are the imperative. Decades of executive experience. Practical leadership. Measurable outcomes.
[Start a Conversation] 
The problem is rarely what it first appears to be.
A business can have a strategy and still be going backwards.
A leadership team can be talented and still be misaligned.
A profitable company can still be running out of cash.
A transformation programme can be busy without actually changing anything.
When the stakes are high, you need new skills: advice is useless.
You need clarity.
You need decisive leadership.
You need execution.
That’s where WinningThinking® comes in.
SEE
Find the truth.
We get underneath the presenting problem or blindspot.
We look at the numbers, strategy, customers, organisation, leadership, culture and execution to understand what is actually happening, what psychology is driving your business —and show you why.
Diagnosis before prescription.
DECIDE
Make the choices that matter.
You will become aware to challenge assumptions and create clarity around the few decisions capable of changing the trajectory of your organisation.
We give you the skills and awareness around:
- What matters
- What must change
- What happens next
- Who owns it
- How success will be measured
Clarity creates confidence. Truth creates simplicity.
DELIVER
Turn decisions into results.
A strategy only matters when people act on it.
When otherwise its impossible, we work alongside leadership teams to establish accountability, pace and capability—while transferring the skills needed to continue without us.
Deliver Results. Transform Capability. Leave a Legacy.
OUR EXPERIENCE
Real businesses. Real problems. Real results.
WinningThinking® has worked across manufacturing, aerospace, technology, financial services, retail, professional services and other complex environments.
The existing case portfolio includes more than 200 documented company situations.
£2.6m
cash improvement
15% loss to profit
in 2 weeks
10%
divisional profit improvement
These are examples from individual client engagements, not promises of future results. Examples include a 10% divisional profit improvement at Huntleigh Healthcare, a £2.6m cash improvement at Trend Controls, and a turnaround that reached profit from 15% loss within two weeks.
WHAT WE DO
Strategic Realignment
When the organisation has lost clarity or momentum.
Turnaround
When performance, cash or profitability needs urgent intervention.
Transformation
When the organisation needs to change how it operates and performs.
Leadership
When the people at the top need greater alignment, capability and accountability.
Due Diligence
When investors need to understand the reality behind the numbers.
Executive Development
When leaders need to think better, decide better and perform better.
THE WINNINGTHINKING® APPROACH
No theatre. No unnecessary complexity. No strategy for strategy’s sake.
We believe great leadership is ultimately about three things:
See clearly.
Understand reality.
Think deeply.
Challenge assumptions.
Act decisively.
Turn insight into action.
The objective isn’t to make an organisation dependent on consultants.
It’s to leave it stronger than we found it.
SINCE 2005
Deliver results. Transfer skills. Leave legacies.
That remains our mission.
Because the best intervention isn’t the one that creates the longest consulting engagement.
It’s the swiftest masterclass that creates lasting capability in literally 1 day.
A stronger leadership team.
Better decisions.
Greater accountability.
immediate actions, not a strategy for tomorrow.
And an organisation capable of performing without us.
TOM PICKERING
Founder & CEO
Tom Pickering is an award-winning turnaround practitioner, executive, MBA masterclass leader, key note speaker on Artificial Intelligence, Business psychology, Company turnaround and technology entrepreneur who has overseen more than 200 company crises and transformations.
His approach combines commercial pragmatism, psychology, strategy and hands-on executive experience.
Clients describe his style as challenging, decisive, collaborative and commercially focused.
“Tom very quickly understood the culture.”
“Tom left behind a more capable, competent and confident team.”
“If there is ever a situation that requires energy, insight and action, then Tom is a fantastic place to start.”
WHEN YOU NEED MORE THAN ADVICE
Tell us what is happening.
If your organisation is facing a difficult decision, a performance problem, a leadership challenge or a transformation that matters, start with a conversation.
No sales pitch.
No generic presentation.
Just an honest discussion about what is happening, what matters and what might need to change.
Talk to Tom
[Start a Conversation]
Let me extend a very warm welcome to You…
There’s no slide deck for great leadership.
Leaders are under more scrutiny than ever. They’re expected to be visionary and empathetic, calm under pressure, and able to navigate extraordinary levels of disruption and uncertainty.
For new leaders in particular, there’s rarely an opportunity to rehearse the complex situations they’ll face before they happen.
They need to stay ahead of the game — continuously developing their thinking, building confidence, and equipping themselves to make better decisions when it matters most.
That’s where winningthinking® comes in.
Our experience and capability have been developed through working with leading international corporate organisations, helping leaders think differently about themselves, their people and the situations they find themselves in.
What really drives you?
Do you genuinely understand what drives your decisions and behaviours?
Because great leadership starts with understanding the relationship between what you believe and what you do. When your actions are disconnected from your beliefs, the consequences can be significant — for you, your team and your organisation.
In this masterclass, Gabor explores some of these complexities and the thinking behind them — the same areas we unpack with leaders during a winningthinking® masterclass.
Listen to Gabor’s masterclass on trauma : click here
The UK doesn’t have a leadership problem. It has a thinking problem. And it’s becoming increasingly difficult to ignore.
Tom Pickering (FIET)

Tom Pickering (FIET)

Winningthinking®
The experience to recognise what good looks like.
Winningthinking®
: The CEO’s 10 Deadly Sins

Winningthinking®
The experience to recognise what is possible.

Build a Relationship with the Winningthinking® Team
Test Your Winningthinking® Skills

How to Turn Around Your Business by Rethinking the Way You Think
Keynote Address
Oxford University — Launch of the Institute for Ethics in Artificial Intelligence
WinningThinking®
The Process for Realising Immediate Results









