diff --git a/app/scenes/DocumentDelete.tsx b/app/scenes/DocumentDelete.tsx
index 774a4fa1d..82537a6f5 100644
--- a/app/scenes/DocumentDelete.tsx
+++ b/app/scenes/DocumentDelete.tsx
@@ -24,6 +24,9 @@ function DocumentDelete({ document, onSubmit }: Props) {
   const { showToast } = useToasts();
   const canArchive = !document.isDraft && !document.isArchived;
   const collection = collections.get(document.collectionId);
+  const nestedDocumentsCount = collection
+    ? collection.getDocumentChildren(document.id).length
+    : 0;
   const handleSubmit = React.useCallback(
     async (ev: React.SyntheticEvent) => {
       ev.preventDefault();
@@ -94,9 +97,9 @@ function DocumentDelete({ document, onSubmit }: Props) {
                 em: <strong />,
               }}
             />
-          ) : (
+          ) : nestedDocumentsCount < 1 ? (
             <Trans
-              defaults="Are you sure about that? Deleting the <em>{{ documentTitle }}</em> document will delete all of its history and any nested documents."
+              defaults="Are you sure about that? Deleting the <em>{{ documentTitle }}</em> document will delete all of its history</em>."
               values={{
                 documentTitle: document.titleWithDefault,
               }}
@@ -104,6 +107,18 @@ function DocumentDelete({ document, onSubmit }: Props) {
                 em: <strong />,
               }}
             />
+          ) : (
+            <Trans
+              count={nestedDocumentsCount}
+              defaults="Are you sure about that? Deleting the <em>{{ documentTitle }}</em> document will delete all of its history and <em>{{ any }} nested document</em>."
+              values={{
+                documentTitle: document.titleWithDefault,
+                any: nestedDocumentsCount,
+              }}
+              components={{
+                em: <strong />,
+              }}
+            />
           )}
         </Text>
         {canArchive && (
diff --git a/shared/i18n/locales/en_US/translation.json b/shared/i18n/locales/en_US/translation.json
index 78e52a662..c532d18cd 100644
--- a/shared/i18n/locales/en_US/translation.json
+++ b/shared/i18n/locales/en_US/translation.json
@@ -432,7 +432,9 @@
   "Nested documents are not shared": "Nested documents are not shared",
   "{{ teamName }} is using Outline to share documents, please login to continue.": "{{ teamName }} is using Outline to share documents, please login to continue.",
   "Are you sure you want to delete the <em>{{ documentTitle }}</em> template?": "Are you sure you want to delete the <em>{{ documentTitle }}</em> template?",
-  "Are you sure about that? Deleting the <em>{{ documentTitle }}</em> document will delete all of its history and any nested documents.": "Are you sure about that? Deleting the <em>{{ documentTitle }}</em> document will delete all of its history and any nested documents.",
+  "Are you sure about that? Deleting the <em>{{ documentTitle }}</em> document will delete all of its history</em>.": "Are you sure about that? Deleting the <em>{{ documentTitle }}</em> document will delete all of its history</em>.",
+  "Are you sure about that? Deleting the <em>{{ documentTitle }}</em> document will delete all of its history and <em>{{ any }} nested document</em>.": "Are you sure about that? Deleting the <em>{{ documentTitle }}</em> document will delete all of its history and <em>one nested document</em>.",
+  "Are you sure about that? Deleting the <em>{{ documentTitle }}</em> document will delete all of its history and <em>{{ any }} nested document</em>._plural": "Are you sure about that? Deleting the <em>{{ documentTitle }}</em> document will delete all of its history and <em>{{ any }} nested documents</em>.",
   "If you’d like the option of referencing or restoring the {{noun}} in the future, consider archiving it instead.": "If you’d like the option of referencing or restoring the {{noun}} in the future, consider archiving it instead.",
   "Archiving": "Archiving",
   "Document moved": "Document moved",