Algorithmic Scepticism: The Career Skill Nobody’s Teaching You

Most professionals know AI can be biased. They’ve heard the warnings. But knowing bias exists and being able to spot it in your daily work […]

Row of wooden figures with one painted turquoise standing out, symbolising individuality and leadership.

Most professionals know AI can be biased. They’ve heard the warnings. But knowing bias exists and being able to spot it in your daily work are completely different skills.

Research from MIT shows that algorithmic hiring tools exhibit the same racial and gender biases as human recruiters—they’re just harder to detect and challenge. Organizations acknowledge AI bias in theory whilst missing it in practice, simply moving their blind spots from the conference room to the code.


The Invisibility Problem

Traditional bias was visible. When a hiring manager consistently rejected female engineers, colleagues could observe the pattern. When loan officers denied applications from certain postcodes, the discrimination was traceable.

AI bias operates in the shadows.

Amazon’s recruiting algorithm, scrapped in 2018, systematically downgraded CVs containing words like “women’s” (as in “women’s chess club captain”). The system learned from a decade of male-dominated hiring decisions. Unlike human bias, this digital discrimination processed thousands of applications before anyone noticed.

Singapore’s Smart Nation initiatives demonstrated this problem too. Despite sophisticated algorithms designed to eliminate prejudice in urban planning, models consistently allocated fewer resources to older HDB estates—not because of programmed discrimination, but because historical data reflected decades of unequal investment. The AI simply learned to perpetuate existing inequalities at scale.


Three Consequences Every Leader Must Understand

  • From Individual to Systemic Scale – Human bias affects decisions one at a time. AI bias affects thousands simultaneously. NIST research shows facial recognition algorithms can be 10 to 100 times more likely to misidentify Asian and African American faces compared to Caucasian faces. The impact affects millions across security, banking, and immigration systems. The velocity amplifies the damage. A biased human recruiter might interview 20 candidates per month. A biased algorithm screens 20,000 applications overnight.
  • From Transparent to Opaque – Disney CEO Bob Iger could explain why he greenlit “Frozen”—princess stories had proven appeal, musicals drove merchandise sales, the animation team had delivered. Modern recommendation algorithms make billions of content decisions through neural networks so complex that even their creators cannot explain specific choices. Maybe harmless in entertainment. Dangerous when algorithms make decisions about credit, hiring, or healthcare. Without understanding how conclusions are reached, bias remains undetectable and uncorrectable.
  • From Correctable to Embedded – A biased manager can change their behaviour after feedback. Algorithmic bias becomes embedded in the system architecture. Google’s photo recognition service famously tagged photos of Black people as “gorillas” in 2015. Rather than solving the underlying bias, Google simply removed the “gorilla” category entirely. A crude fix that illustrates how deeply bias can penetrate AI systems. Human decisions typically involve multiple checkpoints—peer reviews, management approvals, committee discussions. AI decisions often operate in fully automated processes where bias goes undetected until after damage is done.


The New Essential Skill: Algorithmic Scepticism

The very skills that made professionals successful—trusting expert systems, following established processes, accepting authoritative outputs—now become career limitations.

In an AI-driven workplace, advancement requires what I call “algorithmic scepticism”: the ability to question systems that appear objective.

HR professionals must learn to spot patterns in algorithmic hiring recommendations. Marketing leaders need to recognise when AI targeting inadvertently excludes customer segments. Financial analysts should understand how AI-driven risk models might embed historical prejudices.

Six months after ChatGPT launched, organisations began expecting employees to leverage AI tools effectively. The next skill requirement is already emerging: knowing when not to trust AI outputs and how to identify when algorithms perpetuate bias.


A Framework for Algorithmic Accountability

Most professionals can sense when something feels wrong with an AI recommendation, but translating that instinct into actionable oversight requires structured methods. Four practical approaches:

  • Question the Training Data: What historical data trained this model? Does it represent the full diversity of people affected by its decisions? Whose past decisions does this data reflect, and what biases might those decision-makers have had? What groups might be underrepresented?
  • Demand Explainability: Insist on understanding how AI systems reach conclusions. Vendors should explain which factors the algorithm weighs most heavily, how it handles edge cases, what would cause it to change its recommendation. If they cannot provide concrete examples, their black-box solutions create unacceptable risk.
  • Monitor Outcomes Systematically: Track AI decisions by demographic groups, geographic regions, relevant categories. Bias often emerges in patterns invisible to casual observation but obvious through systematic measurement. Test the system with carefully designed scenarios to see how it responds to similar inputs that vary only in potentially sensitive attributes.
  • Create Human Override Protocols: Establish clear processes for questioning and overriding AI recommendations. The goal isn’t to eliminate AI—it’s to maintain human accountability. Define who can challenge AI outputs, under what circumstances, through what process. Human judgment remains the final authority in consequential decisions.


The Competitive Advantage

While competitors rush to automate decision-making, organisations that develop sophisticated bias detection capabilities will outperform in two areas: risk management and innovation.

The EU’s AI Act and similar legislation worldwide will soon require organisations to demonstrate algorithmic fairness. Companies that can identify and correct AI bias today avoid compliance crises tomorrow.

Innovation opportunities emerge when you spot what biased algorithms miss. Spotify’s discovery algorithms initially underrepresented female artists and international music, creating opportunities for competitors who recognised these blind spots.


The Opportunity

To thrive in the AI era, don’t just learn to use new systems. Learn to question them.

Personally, algorithmic scepticism shields you from AI systems that might disadvantage you in automated decisions affecting your life—from insurance premiums to job applications—based on biased historical data.

Professionally, it opens leadership opportunities. Companies will continue automating decision-making. New leaders are those who stay focused on what’s right, even when algorithms get it wrong.

Want to develop the critical thinking skills that keep you ahead of AI’s limitations? Let’s talk.

Related Posts
blog boundaries

Setting Boundaries: Short Pain, Long Gain

We all say we want clarity. Yet when it’s our turn to be clear, we hesitate. Whether in dating, friendships or work, avoiding a direct conversation may spare us brief discomfort, but it often creates longer confusion. Standing up for yourself is rarely dramatic. It is usually one honest sentence, said in time.

Read More »
blog flourishing

When Success Feels Emptier Than Promised

We’re taught that success will eventually make life feel settled. Do well, push hard, and fulfilment will follow. Yet many people find that even as things look good on paper, something feels off. This piece explores why success often fails to deliver what we quietly expect of it — and what tends to get neglected along the way.

Read More »
blog bigchangesmallmoves

Big Change Rarely Comes From Big Moves

Big change is often imagined as a dramatic turning point. In practice, it usually emerges from small, deliberate shifts that are easier to sustain. Progress compounds quietly through consistency, not intensity. The question is rarely about bold moves, but about the next manageable step.

Read More »
blog knowingtodoing

When You Know What To Do But Still Don’t

You know what needs to change. You’ve thought it through, understand why it matters, can explain it clearly. Yet nothing shifts. The gap between knowing and doing isn’t about lacking insight—it’s about lacking a pragmatic way to bridge aspirations and action. Here’s what actually keeps people stuck, and what helps.

Read More »
Scroll to Top