escalation-design

Installation
SKILL.md

Escalation Design

Escalation is what happens when the AI reaches the boundary of what it should handle alone. Designing escalation well means the user gets help instead of a dead end — and the AI knows its limits.

Escalation Triggers

The AI should escalate when:

  • Confidence is low: The AI isn't sure its output is correct or helpful
  • Stakes are high: The decision has significant consequences (financial, medical, legal, safety)
  • Emotional distress: The user shows signs of crisis, distress, or vulnerability
  • Ambiguity is unresolvable: The AI can't determine intent even after clarification
  • Scope boundary: The request is outside what the AI is designed to handle
  • Policy boundary: The request approaches or crosses a guardrail
  • Conflict: The user disagrees with the AI and the disagreement can't be resolved

Escalation Types

  • To human support: Transfer to a human agent with full context
  • To the user themselves: "This decision is yours to make" — handing back agency
  • To a specialist: Routing to domain-specific help (medical, legal, technical)
  • To a supervisor/admin: Flagging for organisational review
  • Self-escalation: The AI flags its own output for review before delivering it

Designing the Escalation Experience

The user's experience of escalation matters:

  • Context transfer: When escalating to a human, pass the full conversation. Don't make the user repeat themselves.
Installs
54
GitHub Stars
137
First Seen
Jun 2, 2026
escalation-design — owl-listener/ai-design-skills