diff --git a/changes/2474.bugfix.rst b/changes/2474.bugfix.rst
new file mode 100644
index 0000000000..3e29dd7747
--- /dev/null
+++ b/changes/2474.bugfix.rst
@@ -0,0 +1 @@
+The stack trace dialog no longer raises an async timeout error when displayed.
diff --git a/winforms/src/toga_winforms/dialogs.py b/winforms/src/toga_winforms/dialogs.py
index cd09b6e98e..3e68b7807e 100644
--- a/winforms/src/toga_winforms/dialogs.py
+++ b/winforms/src/toga_winforms/dialogs.py
@@ -165,7 +165,10 @@ def __init__(self, interface, title, message, content, retry):
 
             self.native.Controls.Add(accept)
 
-        self.start_inner_loop(self.native.ShowDialog)
+        def show():
+            self.native.ShowDialog()
+
+        self.start_inner_loop(show)
 
     def winforms_FormClosing(self, sender, event):
         # If the close button is pressed, there won't be a future yet.