antifragility

06
Jan
Embracing Risk: Engineering With Reality

Embracing Risk: Engineering With Reality

Nothing reconnects you to reality more than designing with risk instead of pretending it should not exist.
3 min read
05
Jan
Monday Myth: Talking About Transformation Creates Transformation

Monday Myth: Talking About Transformation Creates Transformation

There exists a comforting myth inside modern organisations: that transformation begins, advances, or even completes itself through language. Speak about scale, announce ambition, rename initiatives, refresh narratives, and reality will somehow follow
4 min read
02
Jan
2026: What Still Holds

2026: What Still Holds

A year boundary is one of the few legitimate moments to look at reality without narrative pressure. No roadmap. No promise. Just facts.
2 min read
31
Dec
Why The Leadership Chronicles Exist

Why The Leadership Chronicles Exist

As delivery gets harder, politics fills the gap. This is not a moral failure, but a structural one. The Leadership Chronicles exist because this pattern has become impossible to ignore.
3 min read
30
Dec
Enablement Over Execution: The Real Role of SRE

Enablement Over Execution: The Real Role of SRE

This article explains why the question “Can SRE do this for us?”, is wrong. What it reveals structurally, and how organisations that genuinely scale learn to replace it with a different kind of interaction.
4 min read
29
Dec
Monday Myth: More Data Means Better Decisions

Monday Myth: More Data Means Better Decisions

Modern organisations proudly claim to be data-driven. In reality, most are data-soothed. Data does not sharpen judgement. It often dulls it. It reassures. It calms. It creates the impression that uncertainty has been handled.
3 min read
26
Dec
The Day IT Accidentally Started Working

The Day IT Accidentally Started Working

Last week, we ran a simple thought experiment: what if other industries worked like IT? The result was funny precisely because it was impossible. Bridges would collapse. Aircraft would be grounded. Surgeons would improvise mid-operation. So let us reverse the mirror.
3 min read
25
Dec
Epistemic Fragility: Why IT Systems Fail at Scale

Epistemic Fragility: Why IT Systems Fail at Scale

Book VI of Nassim Nicholas Taleb’s Antifragile is not about chaos in the abstract. It is about non-linearity. It explains why small causes can remain harmless while slightly larger ones suddenly produce disproportionate damage.
6 min read
24
Dec
When “Be More Collaborative” Really Means “Carry the Damage”

When “Be More Collaborative” Really Means “Carry the Damage”

In theory, and when properly implemented, collaboration sounds virtuous. Teamwork. Alignment. Shared ownership. In practice, in many organisations, it has become something else entirely: a mechanism to redistribute pressure downward without redistributing authority.
3 min read
23
Dec
Excuse-Driven Product Management

Excuse-Driven Product Management

There is a recurring pattern in modern product organisations that rarely gets called out because it is uncomfortable, political, and often shielded by good intentions. It is not bad product management. It is excuse-driven product management.
3 min read