Session hygiene — break sessions between distinct features

Reset chat/session when moving between distinct features. Stale context leaks confuse the agent and waste tokens. Stay in same chat only when tied to what you just built.

Session hygiene — break sessions between features

The rule

Start a fresh chat/session when moving to a distinct feature. Stay in the same chat only when the next task is directly tied to what you just built.

When to break

• Feature complete (verified working) → next feature = new session
• Big pivot (deploy → debug → refactor) → new session per phase
• Context window >75% full → break at next natural boundary
• After a long back-and-forth resolved a specific bug → next task = new session

When to stay

• Currently implementing feature N; iterating on feature N → stay
• Debugging a bug in feature N → stay until fixed
• Feature N depends on state established in feature N-1 (same session context needed) → stay
• Just started a session; still in first few exchanges → stay

Why

Two costs when you don’t break:

1. Stale context leaks confuse the agent. Auth-implementation chatter from feature 3 bleeds into feature 7 design decisions. The agent references decisions no longer relevant.

2. Token cost compounds. Each turn re-reads the full history. Long chats = every prompt costs 2-5× a fresh session. Also breaks Anthropic’s 5-min prompt cache TTL faster.

Mechanic

• Claude Code: /clear or open new session
• Cursor: New composer / new chat
• Web Claude: New chat button
• OpenCode: /new command

Complement: session-handoff prompt

When breaking mid-project (not mid-feature), use the handoff prompt from session-handoff-prompt:

“Summarize architecture + decisions + current state + what’s left to do so I can paste into a new session.”

Then paste into the fresh session as opening context. CLAUDE.md/AGENTS.md handles permanent facts; handoff prompt handles session state.

Anti-patterns

• ❌ Run one massive multi-day chat that touches every feature — token bill explodes, context rots
• ❌ Break session mid-feature — lose context, redo work
• ❌ Break so often that every session is cold-start — pay the caching miss repeatedly
• ❌ Skip handoff prompt on important state transitions — next session starts blind

Cross-refs

• practical-vibe-coding — the workflow this supports
• fable-5-prompting §“Actions that destroy the cache” — Anthropic-side cost model
• session-handoff-prompt — the between-session handoff mechanic
• preferences/cc-settings-balance — CLAUDE_AUTOCOMPACT_PCT_OVERRIDE=85 setting handles the auto-compact case
• Source: JavaScript Mastery YouTube 2026-07 practical-vibe-coding walkthrough

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