diff --git a/core/cli/upgrade.el b/core/cli/upgrade.el
index 56e227b9d..4c2269964 100644
--- a/core/cli/upgrade.el
+++ b/core/cli/upgrade.el
@@ -76,8 +76,9 @@ Doing so is equivalent to:
                 (unless (equal (vc-git-working-revision doom-emacs-dir) rev)
                   (error "Failed to checkout latest commit.\n\n%s" (buffer-string)))
                 (doom-reload-doom-autoloads 'force)
-                (when (doom-packages-update doom-auto-accept)
-                  (doom-reload-package-autoloads 'force))
+                (doom-packages-update doom-auto-accept)
+                (doom-packages-autoremove doom-auto-accept)
+                (doom-reload-package-autoloads)
                 (message "Done! Please restart Emacs for changes to take effect")))
           (user-error
            (message "%s Aborting." (error-message-string e)))