diff --git a/cmd/core-runtime/main.go b/cmd/core-runtime/main.go
index efef5c2..c859d2c 100644
--- a/cmd/core-runtime/main.go
+++ b/cmd/core-runtime/main.go
@@ -511,9 +511,15 @@ func main() {
 		var previousTask *interaction.HumanUtterance
 		if request.ConversationID != "" && interactiondomain.IsRetryRequest(utterance.Content) {
 			if history, historyErr := interactionRepository.Utterances(r.Context(), conversation.ID); historyErr == nil && len(history) > 0 {
-				candidate := history[len(history)-1]
-				previousTask = &candidate
-				effectiveTaskMessage = candidate.Content
+				for index := len(history) - 1; index >= 0; index-- {
+					if interactiondomain.IsRetryRequest(history[index].Content) {
+						continue
+					}
+					candidate := history[index]
+					previousTask = &candidate
+					effectiveTaskMessage = candidate.Content
+					break
+				}
 			}
 		}
 		semantic, err := interactiondomain.InterpretUtterance(utterance, projects, previousFocus, now)