diff --git a/work-items/open/20260531-223506-memory-prompt-conditional-lookup/item.md b/work-items/open/20260531-223506-memory-prompt-conditional-lookup/item.md
new file mode 100644
index 00000000..61819dc2
--- /dev/null
+++ b/work-items/open/20260531-223506-memory-prompt-conditional-lookup/item.md
@@ -0,0 +1,74 @@
+---
+id: 20260531-223506-memory-prompt-conditional-lookup
+slug: memory-prompt-conditional-lookup
+title: Memory prompt: conditional guidance and proactive lookup
+status: open
+kind: task
+priority: P2
+labels: [memory, prompts, tools]
+created_at: 2026-05-31T22:35:06Z
+updated_at: 2026-05-31T22:35:06Z
+assignee: null
+legacy_ticket: null
+---
+
+## Background
+
+The normal tool-usage prompt currently contains memory guidance unconditionally:
+
+- use targeted lookup for past decisions, prior requests, durable preferences, project history, or rationale;
+- use `MemoryQuery`, `KnowledgeQuery`, and `MemoryRead` appropriately;
+- treat resident memory/knowledge as helpful but stale;
+- avoid querying memory every turn;
+- avoid mutation unless explicitly requested or running a memory maintenance worker.
+
+This is directionally correct, but two prompt-level issues remain:
+
+1. Memory/Knowledge guidance should be rendered only when the corresponding memory capability is enabled and available. If memory is disabled for a Pod/profile/internal worker, the prompt should not advertise tools or behavior that cannot be used.
+2. The read-side guidance is too passive. Agents should be encouraged to use small targeted queries more often when prior project decisions, user preferences, historical rationale, recent ticket work, or policy/workflow context may affect the answer or action.
+
+This should be implemented as prompt/template behavior, not by weakening tool permissions or making memory lookup automatic.
+
+## Requirements
+
+- Gate memory/knowledge prompt text through the prompt/template engine based on whether memory/knowledge tools or resident memory features are enabled for the current worker.
+- Do not show instructions for unavailable memory tools.
+- Keep internal/disposable worker behavior conservative; do not accidentally inject normal Pod memory guidance into memory extraction/consolidation workers or other internal workers that should not see it.
+- Strengthen normal Pod read-side guidance so agents perform small targeted `MemoryQuery` / `KnowledgeQuery` lookups more proactively when history may matter.
+- Preserve the existing warnings:
+  - memory may be stale;
+  - authoritative current state is in user instructions, repository files, tickets, git history, and session logs;
+  - do not query memory mechanically every turn;
+  - mutation tools are for explicit user requests or memory maintenance workers.
+- Do not introduce automatic pre-request memory queries in this ticket.
+- Do not change memory extraction/consolidation semantics except as needed to keep prompt rendering coherent.
+
+## Suggested prompt direction
+
+The final wording does not need to match this exactly, but should convey:
+
+```text
+Use memory and knowledge proactively when the request may depend on prior
+project decisions, historical rationale, durable user preferences, recently
+completed tickets, or established workflow/policy conventions. Prefer a small
+targeted MemoryQuery/KnowledgeQuery before relying on vague recollection.
+
+Strong lookup triggers include: the user says "recently", "previously", "that
+decision", "the ticket", "why", "policy", or "workflow"; you are about to make
+a design recommendation; you are reviewing, merging, closing, or rescoping a
+work item; or you are about to assert project history from memory.
+
+Do not query memory mechanically on every turn. Skip memory lookup for purely
+local facts answered by current repository files, command output, or current
+user instructions.
+```
+
+## Acceptance criteria
+
+- Normal Pod prompts include memory/knowledge guidance only when the corresponding capability is enabled and available.
+- Prompts for memory-disabled profiles/workers do not advertise `MemoryQuery`, `KnowledgeQuery`, `MemoryRead`, or memory mutation tools.
+- Normal Pod memory guidance explicitly encourages somewhat more frequent small targeted queries when history, rationale, preferences, tickets, policy, workflow, or prior decisions may matter.
+- Existing stale/authority cautions and no-mechanical-query guidance remain.
+- Internal memory extraction/consolidation prompts remain focused on their worker roles and do not inherit normal Pod guidance accidentally.
+- Tests or focused snapshots cover enabled vs disabled prompt rendering, or the implementation otherwise includes a clear focused regression test for conditional rendering.
+- `cargo fmt --check`, relevant prompt/worker tests, `./tickets.sh doctor`, and `git diff --check` pass.