Magento updates are a mess
One of the big reasons people don't update Magento as much as they should is that the update process is a complete trash fire. Since Adobe took over the updates have been of the quality we expect from the people who brought us Flash. For example, a recent security patch in the 2.3 release train cut out compatibility with PHP 7.2, and if you have critical third-party modules that don't like PHP 7.3 or 7.4 yet then tough luck. For complex sites it can take several weeks or months of re-development work to fix this, and to have it dumped on you without any notification is just sloppy.