Definition
Toolishness (tool + foolishness) is the tendency to attribute magical powers to tools, especially new or not-yet-understood ones.
Why it matters (the costs)
Toolishness is expensive in a few predictable ways:
- It burns attention (rabbit holes, constant switching).
- It doubles the learning curve (new process and new tool at once).
- It creates false progress (configuration feels like forward motion).
- It can delay shipping (waiting for the “right” tool instead of using what you already have).
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My flavor of toolishness (foraging tools)
When I feel stuck, I tend to forage tools: I survey what’s out there, go broad, then (sometimes) go deep.
A useful distinction:
- Surveying is quick scanning to understand the landscape and name the categories.
- Going broad is trying multiple candidates just enough to feel their affordances.
- Going deep is committing to one tool long enough to build skill and integration.
Toolishness often happens when I confuse surveying/broad exploration with real progress.
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Dx ⇒ Rx (Diagnose before prescribing)
A mini-framework for resisting toolishness.
Dx: Diagnose
- Outcome: What am I trying to achieve with what I already have?
- (A supply-side stance: capability-first, constraints-aware.)
- Failure mode: What is failing right now?
- What is not meeting its potential?
- Where is friction showing up?
- Constraint: What is the binding constraint?
- Time, attention, money, privacy, trust, or coordination?
- Baseline: What is the current workflow without a new tool?
Rx: Prescribe
- Smallest change: What is the smallest intervention that could help?
- A rename, a template, a daily note habit, a single hotkey, a tighter question, a smaller scope.