diff --git a/backend/internal/service/openai_responses_rejected_field_retry.go b/backend/internal/service/openai_responses_rejected_field_retry.go
index 20affff9c..f70bdd89a 100644
--- a/backend/internal/service/openai_responses_rejected_field_retry.go
+++ b/backend/internal/service/openai_responses_rejected_field_retry.go
@@ -271,18 +271,56 @@ func openAIResponsesRejectedInputIndex(pattern *regexp.Regexp, param string) (in
 	return 0, false
 }
 
+// removeOpenAIResponsesRejectedStatusAtIndex drops the status field the
+// upstream rejected, and the status of every other input item sharing the
+// rejected item's type.
+//
+// The upstream names one offending index per response, but a replayed
+// conversation routinely carries dozens of items of the same type, each with a
+// status its schema does not accept. Clearing one index per round trip would
+// need one retry per item and exhaust the bounded retry budget long before the
+// request could succeed. Items of other types keep their status: the rejection
+// only proves that this type has no status field.
 func removeOpenAIResponsesRejectedStatusAtIndex(body []byte, index int) ([]byte, string, bool, error) {
 	itemPath := fmt.Sprintf("input.%d", index)
-	if !gjson.GetBytes(body, itemPath).IsObject() {
+	rejected := gjson.GetBytes(body, itemPath)
+	if !rejected.IsObject() {
 		return nil, "", false, nil
 	}
-	statusPath := itemPath + ".status"
-	if !gjson.GetBytes(body, statusPath).Exists() {
+	if !gjson.GetBytes(body, itemPath+".status").Exists() {
 		return nil, "", false, nil
 	}
-	retryBody, err := sjson.DeleteBytes(body, statusPath)
-	if err != nil {
-		return nil, "", false, fmt.Errorf("delete rejected status at input[%d]: %w", index, err)
+
+	retryBody := body
+	cleared := 0
+	rejectedType := strings.TrimSpace(rejected.Get("type").String())
+	if input := gjson.GetBytes(body, "input"); rejectedType != "" && input.IsArray() {
+		// Deleting a field never shifts array indexes, so positions read from
+		// the original body stay valid against the rewritten one.
+		for itemIndex, item := range input.Array() {
+			if !item.IsObject() || strings.TrimSpace(item.Get("type").String()) != rejectedType {
+				continue
+			}
+			statusPath := fmt.Sprintf("input.%d.status", itemIndex)
+			if !gjson.GetBytes(retryBody, statusPath).Exists() {
+				continue
+			}
+			next, err := sjson.DeleteBytes(retryBody, statusPath)
+			if err != nil {
+				return nil, "", false, fmt.Errorf("delete rejected status at input[%d]: %w", itemIndex, err)
+			}
+			retryBody = next
+			cleared++
+		}
+	}
+	if cleared == 0 {
+		// The rejected item carries no type to match on; fall back to clearing
+		// just the index the upstream named.
+		next, err := sjson.DeleteBytes(retryBody, itemPath+".status")
+		if err != nil {
+			return nil, "", false, fmt.Errorf("delete rejected status at input[%d]: %w", index, err)
+		}
+		retryBody = next
 	}
 	return retryBody, "indexed status parameter rejection", true, nil
 }
diff --git a/backend/internal/service/openai_responses_rejected_field_retry_test.go b/backend/internal/service/openai_responses_rejected_field_retry_test.go
index 96b118050..9f794b1e5 100644
--- a/backend/internal/service/openai_responses_rejected_field_retry_test.go
+++ b/backend/internal/service/openai_responses_rejected_field_retry_test.go
@@ -7,6 +7,7 @@ import (
 	"io"
 	"net/http"
 	"net/http/httptest"
+	"strconv"
 	"strings"
 	"testing"
 
@@ -681,3 +682,42 @@ func newOpenAIRejectedFieldTestResponse(status int, body string) *http.Response
 		Body:       io.NopCloser(strings.NewReader(body)),
 	}
 }
+
+// A replayed conversation carries many items of the same type, each with a
+// status the upstream schema rejects. One rejection must clear all of them:
+// clearing one index per round trip exhausts the bounded retry budget.
+func TestNormalizeOpenAIResponsesRejectedFieldRetryBodyClearsStatusForWholeType(t *testing.T) {
+	input := make([]string, 0, 12)
+	for i := 0; i < 10; i++ {
+		input = append(input, `{"type":"tool_search_output","status":"completed","call_id":"call_`+strconv.Itoa(i)+`","tools":[]}`)
+	}
+	input = append(input, `{"type":"message","role":"user","status":"completed","content":"hi"}`)
+	body := []byte(`{"input":[` + strings.Join(input, ",") + `]}`)
+
+	responseBody := []byte(`{"error":{"code":"unknown_parameter","message":"Unknown parameter: 'input[7].status'.","param":"input[7].status"}}`)
+	retryBody, reason, changed, err := normalizeOpenAIResponsesRejectedFieldRetryBody(http.StatusBadRequest, body, responseBody)
+	require.NoError(t, err)
+	require.True(t, changed)
+	require.NotEmpty(t, reason)
+
+	for i := 0; i < 10; i++ {
+		require.False(t, gjson.GetBytes(retryBody, "input."+strconv.Itoa(i)+".status").Exists(),
+			"every tool_search_output must lose its status in a single retry, index %d did not", i)
+		require.Equal(t, "call_"+strconv.Itoa(i), gjson.GetBytes(retryBody, "input."+strconv.Itoa(i)+".call_id").String(),
+			"unrelated fields must survive")
+	}
+	require.Equal(t, "completed", gjson.GetBytes(retryBody, "input.10.status").String(),
+		"a different item type keeps its status: the rejection only proves this type has none")
+}
+
+// The rejected item may carry no type to match on.
+func TestNormalizeOpenAIResponsesRejectedFieldRetryBodyClearsUntypedStatusAtIndexOnly(t *testing.T) {
+	body := []byte(`{"input":[{"status":"keep_a"},{"status":"remove"}]}`)
+	responseBody := []byte(`{"error":{"code":"unknown_parameter","message":"Unknown parameter: 'input[1].status'.","param":"input[1].status"}}`)
+
+	retryBody, _, changed, err := normalizeOpenAIResponsesRejectedFieldRetryBody(http.StatusBadRequest, body, responseBody)
+	require.NoError(t, err)
+	require.True(t, changed)
+	require.Equal(t, "keep_a", gjson.GetBytes(retryBody, "input.0.status").String())
+	require.False(t, gjson.GetBytes(retryBody, "input.1.status").Exists())
+}