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Dr Robert N. Winter For Critical Thinkers
Topic

Organisations

On how organisations are built, changed, and quietly undone by their own structure.

129 essays · 5 conversations
EssayThursday 8 October 2026

The Instrument Is Rarely Blamed

Across seventy-five minutes on OKRs, my guest never once blamed the instrument. On Drucker's forgotten half-phrase, the decisions nobody takes, the arithmetic of slack, and why a target for missing targets is still a target.

The Commons 11 min read
ConversationWednesday 7 October 2026

Doing Less with More

My guest this week is Tim Newbold, founder of OKR Quickstart, who has spent a decade watching goal-setting frameworks meet real organisations, and who argues that when they fail, the fault is almost never in the framework.

EssayMonday 5 October 2026

Selected for Silence

Some organisations do not merely fail to develop judgement in the people they appoint. They select against it—and in a culture where everyone first-names the chief executive, the selection is almost invisible.

The Commons 13 min read
EssayThursday 10 September 2026

The Chair Against the Wall

Pamela Wyatt says the outsider's job is to adapt, not impose. Then she describes overruling a seating convention, redesigning a room over its users' objections, and building a board pipeline where none existed. The exception is the argument.

The Commons 8 min read
EssayThursday 20 August 2026

Judgement, Not Discipline

Asked to choose between discipline and judgement, David Harvie had just spent an hour describing his disciplines. He chose judgement anyway. On a system that worked exactly as designed, what it cost the people it promoted, and why he has rebuilt a gentler version of it.

The Commons 10 min read
ConversationWednesday 19 August 2026

The Falcon's Club

My guest this week is David Harvie, Director of Wholesale Distribution at AUSIEX, a wholesale broker serving financial advisers and institutions, and the founder of DADBODZ, a health venture for time-poor fathers.

EssayMonday 17 August 2026

The Verification Asymmetry

I can audit a model's output on leadership and must take its tax advice on faith. That asymmetry is the whole problem, and it is not psychological. The third essay in the Prior Obligations series argues that AI does not deskill the competent—it unmasks the fake.

The Commons 5 min read
EssayMonday 11 May 2026

Move Slow and Fix Things

The disruption industry treats breaking things as proof of seriousness. Edmund Burke—reformer, not reactionary—offered a corrective two centuries ago: most transformation programmes destroy more than they build. The best leaders renovate, not demolish.

The Commons 7 min read
EssayThursday 30 April 2026

Agreement That Stops at the Door

Accountability owed to a known superior, and imposed after the fact, produces conformity and self-justification. Agreement in the boardroom fares little better; only a measure of success set in advance escapes both.

The Commons 11 min read
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