Concepts
Recurring ideas across the essays, organized by topic.
ai
How artificial intelligence and autonomous agents reshape workflows, decision-making, and the nature of human collaboration with machines.
automation
The practice of replacing manual, repetitive processes with systematic ones — and the organizational consequences when those systems become load-bearing.
communication
How information moves through organizations: the signals that carry meaning, the structures that amplify or muffle them, and the cost of getting it wrong.
effectiveness
The discipline of producing durable results — not through heroics, but through clarity, judgment, and systems that compound over time.
- 2026-02-02Sacrifice Schedule7 min
- 2026-01-23The Peripheral Chair12 min
- 2025-12-14The Comfort of Real Time5 min
- 2025-09-14The Numbers on the Wall5 min
- 2025-08-03Less Wrong Over Time4 min
- 2025-07-27The Uncollapsed Role6 min
- 2025-05-11Forecasts Are Lies (But Useful Lies)5 min
- 2024-12-01The Overcorrection6 min
- 2023-06-21Red Test4 min
- 2023-06-14The Question Nobody Wants to Answer2 min
engineering
The craft of building and maintaining technical systems, and the organizational dynamics that shape how engineering work gets prioritized, measured, and sustained.
feedback loops
Circular causal structures where outputs feed back as inputs — the mechanisms by which organizations learn, correct, or quietly drift.
finance
The functions that translate organizational activity into numbers: forecasting, revenue recognition, planning cycles, and the judgment calls embedded in each.
operations
The work of maintaining coherence across functions — keeping definitions stable, processes honest, and systems aligned without requiring constant intervention.
org structure
How organizations arrange authority, reporting lines, and decision rights — and the gap between the structure on paper and the one that actually operates.
philosophy
The deeper questions underneath organizational work: what persists, what decays, what we owe the systems we inherit, and how values interact with incentives.
- 2026-02-02Sacrifice Schedule7 min
- 2026-01-23The Peripheral Chair12 min
- 2025-09-07The Forgetting Curve8 min
- 2025-08-31The Lights Always Turn On4 min
- 2025-08-24When The Beat Goes Flat5 min
- 2025-07-27The Uncollapsed Role6 min
- 2024-12-29Measured in Digits5 min
- 2023-06-14The Question Nobody Wants to Answer2 min
- 2023-06-07Earning the Right to Explore5 min
risk
The practice of reading ambiguous signals, sensing shifts before they surface in data, and navigating uncertainty without pretending it away.
standards
The baselines, definitions, and recurring practices that make progress legible — and the quiet erosion that occurs when they go unmaintained.
- 2025-08-10Tools Only Amplify What You Already Have6 min
- 2025-08-03Less Wrong Over Time4 min
- 2024-12-29Measured in Digits5 min
- 2024-12-01The Overcorrection6 min
- 2024-02-14Start with the Posts4 min
- 2024-02-07How the Tide Is Made2 min
- 2023-07-27The Floor Moves Quietly7 min
- 2023-06-07Earning the Right to Explore5 min
system decay
How institutional memory fragments, workarounds harden into process, and organizations slowly forget the reasoning behind their own decisions.
systems thinking
Understanding organizations as interconnected systems where local optimizations create global consequences, and where leverage rarely lives where you expect.
- 2026-01-04The Machine Did Exactly What We Asked Of It11 min
- 2025-12-14The Comfort of Real Time5 min
- 2025-09-14The Numbers on the Wall5 min
- 2025-09-07The Forgetting Curve8 min
- 2025-08-17Centralize. Embed. Repeat.6 min
- 2025-08-10Tools Only Amplify What You Already Have6 min
- 2025-06-29Revenue Operations and the Ghost State11 min
- 2025-06-22Quote-to-Cash Isn't a Pipeline. It's a Trust System5 min
- 2025-06-01When the Star Player Leaves8 min
- 2025-05-04Finance Is the Feedback Loop21 min
- 2025-04-27Cash Is the Operating System15 min
trust
The slow accumulation of credibility through consistency, transparency, and follow-through — and how quickly it can thin when any of those fail.
