diff --git a/shell/browser/native_window_mac.mm b/shell/browser/native_window_mac.mm
index ce700eaf3feb6..92cebd9bb65ba 100644
--- a/shell/browser/native_window_mac.mm
+++ b/shell/browser/native_window_mac.mm
@@ -326,10 +326,10 @@ void ViewDidMoveToSuperview(NSView* self, SEL _cmd) {
 
   RegisterDeleteDelegateCallback(base::BindOnce(
       [](NativeWindowMac* window) {
-        if (window->window_) {
-          window->buttons_proxy_.reset(nil);
+        if (window->window_)
           window->window_ = nil;
-        }
+        if (window->buttons_proxy_)
+          window->buttons_proxy_.reset();
       },
       this));