diff --git a/securedrop/journalist_app/admin.py b/securedrop/journalist_app/admin.py
index c6b0024b38..fb2ab8fbb4 100644
--- a/securedrop/journalist_app/admin.py
+++ b/securedrop/journalist_app/admin.py
@@ -53,7 +53,10 @@ def manage_config() -> Union[str, werkzeug.Response]:
                 flash(gettext("Image updated."), "logo-success")
             except Exception:
                 # Translators: This error is shown when an uploaded image cannot be used.
-                flash(gettext("Unable to process the image file. Try another one."), "logo-error")
+                flash(
+                    gettext("Unable to process the image file. Please try another one."),
+                    "logo-error"
+                )
             finally:
                 return redirect(url_for("admin.manage_config") + "#config-logoimage")
         else:
diff --git a/securedrop/tests/test_journalist.py b/securedrop/tests/test_journalist.py
index 70b49d79c9..69c90a425d 100644
--- a/securedrop/tests/test_journalist.py
+++ b/securedrop/tests/test_journalist.py
@@ -2025,7 +2025,7 @@ def test_logo_upload_save_fails(config, journalist_app, test_admin, locale):
                     )
 
                     assert page_language(resp.data) == language_tag(locale)
-                    msgids = ["Unable to process the image file. Try another one."]
+                    msgids = ["Unable to process the image file. Please try another one."]
                     with xfail_untranslated_messages(config, locale, msgids):
                         ins.assert_message_flashed(gettext(msgids[0]), "logo-error")
     finally: