The upgrades from D8 to D9 to D10 are still somewhat of a pain because they do deprecate things and not all modules are compatible (let alone custom code). Not

The upgrades from D8 to D9 to D10 are still somewhat of a pain because they do deprecate things and not all modules are compatible (let alone custom code). Not to mention that upgrades have no tangible benefits for site admins. They lose features, and rarely any UX improvements. To be fair, WordPress core does break things sometimes, but most plugins are very actively maintained, so it's just a few clicks and the upgrade is done. Every upgrade brings UX improvements (and not just Gutenberg, but things around user account security, for example). I supported Drupal for 15 years, but that ship has sailed.