Should I Start Fresh — Development skill for Claude Code
Evaluate whether the current conversation should continue or whether starting a new session would produce better results.
How to install Should I Start Fresh
Installs to ~/.claude/skills/danielrosehill-claude-rudder-should-i-start-fresh/SKILL.md
mkdir -p ~/.claude/skills/danielrosehill-claude-rudder-should-i-start-fresh && curl -fsSL https://raw.githubusercontent.com/danielrosehill/Claude-Rudder/HEAD/commands/should-i-start-fresh.md -o ~/.claude/skills/danielrosehill-claude-rudder-should-i-start-fresh/SKILL.md Restart Claude Code, or start a new session, for it to be picked up.
What Should I Start Fresh does
description: Evaluate whether the current conversation should continue or whether starting a new session would produce better results argument-hint: "[optional: describe what you're about to ask next]" allowed-tools: []
Evaluate whether the user should continue this conversation or start a fresh one.
What to evaluate
Review the conversation history so far and consider:
- Topic drift — Has the conversation covered multiple unrelated topics? Is the original task complete?
- **
Alternatives in Development
- Claude Supermemory — Persistent memory across sessions and projects using Supermemory 2.3k ★
- Gyoshu — Unified Gyoshu research command - start, continue, search, and manage research 244 ★
- Auto Continue — You are the auto-continue gate for Omux's Main Agent 94 ★
Full documentation available on GitHub
View Source RepositoryRelated Skills
Wipe
Generate handoff, clear context, and auto-continue in fresh session
Fresh Session
User wants to continue this work in a fresh session — compose a ready-to-paste initial prompt: exact intent, s
Handoff Session
Generate a self-contained handoff prompt I can paste into a fresh Claude Code session to continue this work wi
Continue Developing
Resume a dev_flow ticket from an approved plan record (Gate 2 done) in a fresh session
Crucible Plan
Start planning an epic fantasy novel using the Crucible Structure. Provide a premise/synopsis to begin, or use
Governance Start
Create or declare lineage for a UNITARES session in Codex (fresh process-instance posture)
Related Agents
Summarizer
Draft a session-handoff summary so a fresh agent can continue with zero conversation context. Locates the curr
Decision Loop
Autonomous PIVOT/REFINE/PROCEED decision agent — evaluates iteration results and autonomously decides whether
Memory Keeper
Updates .claude/memory.md with important learnings, fixes, patterns, and gotchas from the current session that