It’s always a trade-off of how much you’ll get from an upgrade, vs. how much time, effort, and pain you’ll have to invest to do the switch. Postgres is at a stage, where a single version can easily outlive the duration of the software you’ve built with it. Let’s be honest here, a vast majority of software doesn’t need a fraction of the requirements we think it does, frankly, because no one uses it to the extent that latest and greatest features would make the experience more pleasant.