Professional Scepticism

Soft Skill that Prevents Expensive Mistakes

In business, we tend to separate ‘technical competence’ from ‘soft skill’.

Technical skills win contracts.
Soft skills help you ‘communicate better’.

That distinction is misleading.

Some of the most expensive commercial failures I’ve seen had nothing to do with intelligence, capability, or expertise. They were caused by something far simpler: assumptions.

Over the last few years, I’ve worked on multiple commercial cases where businesses were being materially overcharged. In one instance, by approximately £143k/yr due to a structural billing error. In another, a company had been paying invoices that later proved to be falsified by a third party, while the actual supply arrangements had quietly changed in the background.

These weren’t unsophisticated businesses. They had finance teams. They had leadership oversight. They had contracts in place.

What they didn’t have, when needed, was professional scepticism. That’s a soft skill.

 

Cost of not asking awkward questions

In both cases, there were warning signs:

  • Figures that didn’t quite reconcile
  • Contract terms that didn’t align with billing structures
  • Documentation that was accepted at face value
  • Changes that were assumed to be administrative rather than material


But no one paused long enough to say: “Hang on, this doesn’t make sense.”

Not because they weren’t capable. But because, culturally, we are conditioned to move forward, not slow things down.

Professional scepticism requires something uncomfortable: You must be willing to challenge what appears settled.

 

Competence is not the same as clarity

One of the most dangerous things in business is when everyone assumes someone else has checked.

  • Finance assumes procurement validated the contract
  • Procurement assumes the supplier’s documentation is accurate
  • Leadership assumes operational teams would escalate anything serious


Layered assumptions create blind spots.

In the £143k/yr case, the issue wasn’t a hidden clause buried in legal jargon. It was a mismatch between how a supply was structured and how it was being billed. Once isolated and analysed, the error was obvious. But obvious only after someone asked the right questions.

Clarity is not automatic. It’s a discipline.

 

Documentation is a soft skill

We often treat documentation as administration. It isn’t.

  • Following up a verbal conversation in writing
  • Requesting confirmation of a contractual point
  • Asking for the evidential basis of a charge
  • Retaining chronological records


These behaviours are protective.

In the case involving falsified invoices, the turning point wasn’t emotion or accusation. It was documentation. Timeline reconstruction. Cross-referencing. Evidence.

Soft skills are often framed as empathy and communication. They are also:

  • Precision
  • Calm challenge
  • Relentless follow-up
  • Willingness to escalate appropriately.


That is behavioural discipline.

 

Why intelligent people get caught out

Most commercial errors don’t happen because people lack intelligence. They happen because:

  • We trust the process
  • We defer to perceived authority
  • We avoid confrontation
  • We assume complexity equals legitimacy


Professional scepticism doesn’t mean distrust everything. It means understanding that clarity is earned, not assumed. It means being comfortable saying:

  • Please explain how this figure is derived
  • Can you evidence that transition?
  • Why does this differ from the agreed structure?


Those are not aggressive questions. They are responsible ones.

 

Soft skills as risk management

If you frame soft skills as ‘being better with people’, they sound optional.

If you reframe them as ‘risk management behaviours’, they become essential.

  • Challenging constructively protects margin
  • Clear documentation protects reputation
  • Asking uncomfortable questions protects cash flow
  • Refusing to accept vague explanations protects credibility


In both cases I referenced, the financial exposure was significant. But the reputational and operational stress was equally serious.

The eventual resolution came not from technical brilliance but from disciplined communication, forensic questioning, and controlled escalation. All soft skills.

 

A practical reflection

If you’re responsible for procurement, consider:

  • Where are you relying on assumption?
  • Where are you accepting figures without full reconciliation?
  • Where are you prioritising speed over clarity?
  • Where might polite silence be creating hidden risk?


Professional scepticism is not negativity. It is stewardship.

It signals that you take responsibility for the consequences of decisions; not just the decisions themselves.

 

Final thought

Often, the most expensive mistakes rarely announce themselves dramatically. They accumulate quietly.

A misunderstood clause
An unchecked invoice
An unchallenged explanation
A supplier change no one properly interrogated

Soft skills are not decorative. They are protective.

And in high-value commercial environments, they may be the difference between a minor oversight and a six-figure problem.