Critical gaps across naming, descriptions, and schemas. Tool names lack clear action verbs (e.g., 'manage_chroma', 'sync_knowledge' are vague). Most descriptions are under 100 chars and lack WHEN/WHY context. Input schemas visible but sparse, many parameters lack type constraints and descriptions. No output schemas documented. Error handling absent. Security concerns: run_terminal_command and self_update are IRREVERSIBLE with minimal safeguards. Memory tools (store_working_context, store_knowledge) lack idempotency guarantees. No tool annotations (readOnlyHint, destructiveHint). Composition issues: tools like manage_chroma and cleanup_workspace operate on internal state without clear user-facing intent.

• Add explicit output schemas for all tools. Document return types, field names, and structure. E.g., analyze_workspace should return {workspace_structure: object, tech_stack: string[], dependencies: array}.
• Rename ambiguous tools: manage_chroma → list_chroma_collections, delete_chroma_collection, compact_chroma_db (split into separate tools). sync_knowledge → sync_knowledge_from_source. auto_recall → recall_context_for_task.
• Expand descriptions to 100-200 chars. Add WHEN/WHY context: 'Store working context for the current session. Call this after analyzing a workspace to cache findings for fast recall. Scoped to workspace_id, different workspaces have separate L1 memory.'
• Add tool annotations: mark read-only tools with readOnlyHint=true; mark destructive tools (run_terminal_command, self_update, cleanup_workspace) with destructiveHint=true; mark idempotent tools (store_working_context with same workspace_id) with idempotentHint=true.
• Implement confirmation/dry-run for IRREVERSIBLE operations. E.g., run_terminal_command should accept dry_run=true to echo the command without executing. self_update should require explicit version confirmation and return a rollback plan.