diff --git a/src/hooks/runtime-fallback/index.test.ts b/src/hooks/runtime-fallback/index.test.ts
index 2f1949781..8e338bdbb 100644
--- a/src/hooks/runtime-fallback/index.test.ts
+++ b/src/hooks/runtime-fallback/index.test.ts
@@ -551,6 +551,7 @@ describe("runtime-fallback", () => {
       expect(promptBody?.tools?.question).toBe(false)
       expect(promptBody?.tools?.call_omo_agent).toBe(true)
       expect(promptBody?.parts?.[0]?.text).toContain("inspect src/tools/delegate-task")
+      expect(getDelegatedChildSessionBootstrap(sessionID)).toBeUndefined()
     })
 
     test("should use persisted user prompt while preserving delegated bootstrap launch context", async () => {
diff --git a/src/hooks/runtime-fallback/last-user-retry-parts.ts b/src/hooks/runtime-fallback/last-user-retry-parts.ts
index 38a73eeec..c0cbf5657 100644
--- a/src/hooks/runtime-fallback/last-user-retry-parts.ts
+++ b/src/hooks/runtime-fallback/last-user-retry-parts.ts
@@ -54,8 +54,13 @@ export function getLastUserRetryPayload(
     return { retryParts }
   }
 
+  const bootstrapRetryParts = bootstrap?.retryParts ?? []
+  if (bootstrapRetryParts.length > 0) {
+    clearDelegatedChildSessionBootstrap(sessionID)
+  }
+
   return {
-    retryParts: bootstrap?.retryParts ?? [],
+    retryParts: bootstrapRetryParts,
     ...(bootstrap?.system ? { system: bootstrap.system } : {}),
     ...(bootstrap?.tools ? { tools: bootstrap.tools } : {}),
   }