There has been some technical decisions over the last few years that I don't think fit my needs terribly well; chief of these is the push for Snaps - they are a proprietary distribution format, that adds significant overhead without any real benefit, and Canonical has been pushing more and more functionality into Snap
I previously chose Ubuntu over Debian because I needed more up to date versions of things like Python and PHP, with Docker this isn't really a concern any more, so slower, more conservative approach Debian takes isn't as big of an issue