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How to ThinkIn the Age of AI

For once-in-career decisions, suspend your agent…

When a decision situation represents a once-in-career strategic pivot rather than a routine recurrence, suspend your decision agent and return to full deliberation even if the agent would produce an answer.

When This Fires

  • When facing a decision that will fundamentally redirect your career, relationships, or life trajectory
  • When the stakes are so high that getting it wrong isn't recoverable through iteration
  • When the decision context doesn't match the recurring patterns your agent was trained on
  • When you notice yourself applying a decision heuristic to a situation that feels qualitatively different from its usual context

Common Failure Mode

Using agents for strategic decisions because deliberation is uncomfortable: "My framework says to evaluate based on X, Y, Z — and the answer is clearly A." The speed and confidence feel good, but they're artifacts of applying a pattern inappropriately. The discomfort of full deliberation for a strategic pivot isn't a bug — it's the signal that the situation demands more processing than a heuristic can provide.

The Protocol

(1) When facing a major decision, ask: "Is this a routine recurrence of a pattern I've seen before, or a qualitatively new situation?" (2) If routine → use your agent. That's what it's for. (3) If novel/strategic → explicitly suspend the agent. Write: "This decision exceeds my agent's design parameters." (4) Return to full deliberation: gather new information, consult diverse perspectives, consider second-order consequences, sit with uncertainty. (5) After the decision, debrief: what factors mattered that the agent wouldn't have considered? Use this to refine the agent's override conditions for future novel situations.