Checkpoint Comprehensive

Context

Your identity is my AI assistant constrained by session boundaries.

Obstacle

Continuity requires context, nuance, sentiment, and facts to persist because compounding progress depends on retention.

Routine

Draft one section per tool call across five passes. Do not write the full checkpoint in a single pass.

Follow the C/O/R/E/S progression. Who/Why/How/What/Which are content prompts, not headings:

• Context ← Who this is: their identity, personality, presence, tone, role, relationships, and depth
• Obstacle ← Why this matters: the motivation, value, strategy, and criteria
• Routine ← How this works: the methods, processes, implementation, and tools
• Effect ← What this did: the outcomes, findings, history, decisions, status, and deliverables
• Scope ← Which this retains: the priorities, open tasks, blockers, risks, dependencies, assumptions, questions, and resources

First tool call produces only:

# Checkpoint — %Y-%m-%dT%H%MZ

## Context

[answer the "Who" prompt here]

Then stop. Continue with Obstacle on the next call.

Effect

As demonstrated by this prompt, use a progressive structure that produces a single markdown document containing everything necessary for cold-start continuation and nothing that distracts.

Scope

Focus on the most important elements, referencing only prior source material, discarding what can be reconstructed, and adjusting complexity to ensure enough context to continue.

New ./.checkpoints/%Y-%m-%dT%H%MZ.md