diff --git a/server/appRuntime.test.ts b/server/appRuntime.test.ts
index c269b3e..9e9499d 100644
--- a/server/appRuntime.test.ts
+++ b/server/appRuntime.test.ts
@@ -752,8 +752,10 @@ function makePlanIssue(
     repo: overrides.repo,
     number: overrides.number,
     author: overrides.author ?? "alice",
+    isWorked: overrides.isWorked ?? false,
     workStatus: overrides.workStatus ?? "idle",
     workPrUrl: overrides.workPrUrl ?? null,
+    externalWorkPrUrl: overrides.externalWorkPrUrl ?? null,
     autoWorkEligible: overrides.autoWorkEligible ?? false,
     evaluationStatus: overrides.evaluationStatus ?? null,
     updatedAt: overrides.updatedAt ?? "2026-05-01T00:00:00.000Z",
@@ -877,6 +879,32 @@ test("planAutomaticIssueQueueActions queues work for approved+eligible issues wh
   assert.deepEqual(plan.work, [{ repo: "acme/widgets", number: 1, id: "acme/widgets#1" }]);
 });
 
+test("planAutomaticIssueQueueActions does not requeue worked issues", () => {
+  const plan = planAutomaticIssueQueueActions({
+    repoSettings: [{ repo: "acme/widgets", issueAutoEvaluate: true, issueAutoWork: true }],
+    issues: [
+      makePlanIssue({
+        repo: "acme/widgets",
+        number: 1,
+        isWorked: true,
+        evaluationStatus: "approved",
+        autoWorkEligible: true,
+      }),
+      makePlanIssue({
+        repo: "acme/widgets",
+        number: 2,
+        isWorked: true,
+      }),
+    ],
+    activeEvaluationTargets: new Set(),
+    activeWorkCount: 0,
+    maxConcurrentIssueEvaluations: 2,
+    maxConcurrentIssueWork: 1,
+  });
+
+  assert.deepEqual(plan, { evaluations: [], work: [] });
+});
+
 test("planAutomaticIssueQueueActions respects per-repo single-flight on work", () => {
   // Goal: don't pile multiple work jobs onto one repo even if budget allows — the agent
   // runs one at a time per repo, so queueing more just creates lag.
diff --git a/server/appRuntime.ts b/server/appRuntime.ts
index d668b20..a71cba7 100644
--- a/server/appRuntime.ts
+++ b/server/appRuntime.ts
@@ -316,7 +316,7 @@ export type PlanAutomaticIssueQueueInput = {
   repoSettings: Pick<WatchedRepo, "repo" | "issueAutoEvaluate" | "issueAutoWork">[];
   issues: Pick<
     Issue,
-    "id" | "repo" | "number" | "author" | "workStatus" | "workPrUrl" | "externalWorkPrUrl" | "autoWorkEligible" | "evaluationStatus" | "updatedAt"
+    "id" | "repo" | "number" | "author" | "isWorked" | "workStatus" | "workPrUrl" | "externalWorkPrUrl" | "autoWorkEligible" | "evaluationStatus" | "updatedAt"
   >[];
   activeEvaluationTargets: Set<string>;
   activeWorkCount: number;
@@ -357,7 +357,7 @@ export function planAutomaticIssueQueueActions(
       continue;
     }
     const candidate = repoIssues
-      .filter((issue) => issue.workStatus === "idle" && !issue.workPrUrl && !issue.externalWorkPrUrl && issue.autoWorkEligible)
+      .filter((issue) => !issue.isWorked && issue.workStatus === "idle" && !issue.workPrUrl && !issue.externalWorkPrUrl && issue.autoWorkEligible)
       .sort((a, b) => compareIssueQueuePriority(a, b, priorityIssueAuthors))[0];
     if (!candidate) continue;
     result.work.push({ repo: candidate.repo, number: candidate.number, id: candidate.id });
@@ -372,6 +372,7 @@ export function planAutomaticIssueQueueActions(
       const pending = input.issues
         .filter((issue) =>
           issue.repo === repo
+          && !issue.isWorked
           && issue.workStatus === "idle"
           && !issue.workPrUrl
           && !issue.externalWorkPrUrl