Compatibility with latest might be surfaced with a green tick from CI on github.
That relies on two things:
a thorough CI setup (ideally based on the Discourse plugin standard)
very high test coverage
The latter is a big ask for 3rd party maintainers doing things for free.
For unofficial plugins, your feature request boils down to decent funding of third-party plugins.
As a seasoned plugin author that’s been around the block I can tell you that it’s almost impossible to fund 3rd party plugins.
The only reason my plugins still work is because:
I use them
As a means of maintaining reputation in the ecosystem.
That’s valuable to me but has its limit.
I’d say that 3rd party plugin development is close to in the Discourse ecosystem, with only a very small handful of developers able to keep things working against the very demanding velocity of core.
Other exceptions:
plugins used by major hosts like Communiteq - perhaps they have an opinion - but even they have to focus on what most clients want and there will be limits to their resources too.
the Custom Wizard & Events plugins that have a subscription system attached - again you can get an opinion from Angus on where that is going.
Summary
Given then that you can only really rely on official plugins being compatible (and perhaps a handful of additional ones from very active developers like myself or Communiteq), I suggest you simply focus on using the official plugins and for those I think your feature request is redundant because a process is in place for those things to keep track of core.