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How to ThinkIn the Age of AI

Concepts

The irreducible epistemic atoms underlying the curriculum. 4,828 atoms across 8 types

Rule

When stuck, write about the stuckness — resolution often…

When stuck on a problem, write about being stuck by describing the problem, what you've tried, what you expected versus what happened, as the narrative structure itself often produces resolution by the third paragraph.

1 lessonwritingproblem-solvingdebugging
Rule

Ask 'what was the system state' not 'who caused this'…

In blameless postmortems, frame questions as 'what was the system state at [time]' and 'what information was available' rather than 'who caused this' to shift from evaluation to observation and enable information sharing.

1 lessonpostmortemcommunicationdebugging
Rule

Read logs for five minutes before proposing theories…

Before acting on snap judgments during debugging or incident response, read system logs and dashboards for five minutes without proposing theories to prevent hypothesis anchoring from corrupting observation.

1 lessondebuggingcognitive-biasdecision-making
Rule

After every operational failure, run five blameless…

After any operational failure, write a blameless post-mortem using five questions: what happened (factual description), what was the timeline of contributing events, what were the systemic factors, what are the action items (specific system changes), and what would have prevented this.

1 lessonsystems-thinkingdebuggingdocumentation
Rule

Use 'how did this happen' not 'why did you do this'…

In technical postmortems, use 'how' questions ('how did the deployment occur') rather than 'why' questions ('why did you skip review') because 'how' elicits description while 'why' elicits defensive justification.

1 lessoncommunicationdebuggingpostmortem
Rule

Search logs for evidence that falsifies your hypothesis…

When debugging with strong initial hypotheses about root cause, deliberately search logs for evidence that would falsify the hypothesis rather than confirm it, to counteract confirmation bias in data collection.

1 lessondebuggingcognitive-biascritical-thinking
Rule

Enforce 5 minutes of data-only observation in incident…

During incident response, enforce a mandatory 5-minute observation period where team members only report dashboard data and log patterns before anyone proposes a causal theory.

1 lessondebuggingteam-dynamicsobservation
Rule

Before committing to a bug hypothesis, write

Before committing to a hypothesis about a bug's cause, write one sentence completing 'What would I expect to see if I were wrong?' then specifically search for that evidence before continuing the investigation.

1 lessondebuggingcritical-thinkingfalsification
Rule

High confidence is a trigger for more scrutiny, not less…

When confidence in a technical conclusion exceeds 8/10, treat that high confidence as a trigger to increase scrutiny and deliberately search for disconfirming evidence rather than reducing verification effort.

2 lessonscognitive-biasdebuggingcalibration
Rule

Describe a familiar system for 10 minutes without…

When encountering a familiar system or codebase, force yourself to describe what you observe using only concrete sensory details for 10 minutes before applying any evaluative categorization or pattern labels.

1 lessonmetacognitionobservationdebugging
Rule

When dashboards are all-green but something feels wrong…

When a system reports all-green status but something feels wrong, immediately check for missing log streams, absent metrics, or silent services rather than trusting the presence of positive signals alone.

1 lessondebuggingobservationmonitoring
Rule

Trace execution paths variable-by-variable instead…

When reviewing code or data, trace actual execution paths or data trends variable-by-variable rather than pattern-matching from function names or headline numbers, because the gap between assumed behavior and actual behavior is where critical issues hide.

1 lessoncode-reviewobservationdebugging
Rule

Complete the incident timeline before writing any causal…

When drafting incident postmortems or failure analyses, complete the timeline of observable events (with timestamps and measurements) before writing any causal analysis, because mixing observation and explanation during collection produces defensive filtering.

1 lessondebuggingdocumentationobservation
Rule

Same three symptoms before three failures = name…

When the same symptom triad precedes system failures across three independent incidents, document it as a named detection pattern and build an automated alert triggered by that specific combination.

1 lessonpattern-recognitionmonitoringdebugging
Rule

Write blockers as 'I cannot [action] because [obstacle]'…

Write blockers in the form 'I cannot [specific action] because [specific obstacle]' immediately upon noticing friction to convert ill-structured problems into solvable ones.

1 lessonproblem-solvingexternalizationproductivity
Rule

Stuck for 30+ minutes? Switch abstraction levels — go one…

When stuck on a problem for more than 30-60 minutes at your current level of abstraction, force yourself to spend at least 5-10 minutes at an adjacent level (one step more abstract or one step more concrete) before continuing.

1 lessonproblem-solvingabstractiondebugging
Rule

Test each component of a compound schema independently…

Validate each atomic component of a compound schema independently before trusting the complete structure, because compound failures provide no diagnostic information about which component broke.

1 lessonschema-validationdecompositiondebugging
Rule

Diagnose failing behavioral agents by component — trigger…

When a designed agent fails to fire consistently after two weeks, diagnose whether the trigger is not salient enough, the condition is too restrictive, or the action requires too much effort, because each failure type requires different corrections.

1 lessonbehavior-changehabit-formationdebugging
Rule

Write all three components of default agents — even…

When reverse-engineering a default agent, write down all three components (trigger, condition, action) even if the condition is 'always' or appears absent, because making the implicit condition explicit reveals where the default fires indiscriminately.

1 lessonbehavior-changeself-awarenesshabit-formation
Rule

When an agent fires below 80% after 30 days, simplify…

When an agent fires below 80% of expected opportunities over 30 days, reduce it to the simplest executable version before adding any complexity, because unreliable agents cannot be improved through sophistication.

1 lessonbehavior-changehabit-formationsimplification
Rule

Log every agent misfire with date, name, event…

Maintain a failure log where every agent misfire is recorded with date, agent name, what happened, and hypothesis about why, then review weekly to extract patterns.

1 lessonbehavior-changedebugginglearning-from-failure
Rule

Diagnose before redesigning — identify whether trigger…

When an agent fails, diagnose which component broke—trigger (never activated), condition (activated but context wasn't right), or action (executed but too vague/complex)—before attempting any redesign.

1 lessonbehavior-changedebuggingroot-cause-analysis
Rule

Change one agent component per iteration — multi-variable…

Fix only one component (trigger, condition, or action) per agent iteration rather than redesigning multiple components simultaneously, to maintain causal attribution of what changes produced which effects.

2 lessonsbehavior-changedebuggingexperimental-design
Rule

One week of zero firing = mandatory redesign — change…

When a trigger has not fired successfully in one week despite being needed, redesign it immediately by changing at least one of: salience, timing, modality, or context specificity.

1 lessonbehavior-changetrigger-designdebugging