Also, 

> Its an update issue. You set a target to say Ruby 24. But something
> wants Ruby23. It could be it only builds with ruby23. Or more than
> likely no one has gotten around to adding it to the package. Since for
> every new version. EVERY ebuild must be touched.

As I said above, this only happens if package manintainer is a slacker and a 
package wasn't touched for years.

Chances that it will work with new ruby is... about 0%. Why should you auto-
add modern ruby targets for it then?

Instead, you should blame package (that causes regression) maintainer and/or 
take maintenance in your hands (if you need that package), or just drop it 
from your system (if not).

// Although, it is another question to discuss:

Most of time in such situations (with ruby crap mess, lol) Portage is unable 
to tell which exact package is guilty in all that crap (even with --verbose-
conflicts --backtrack=100500 and so on) and you need to mask old rubys and re-
run world-upgrade to catch the one who fails because of mask. I agree that it 
is not expected portage bahaviour, but I have not done deep research to write 
detailed report and suggest a solutions for this problem, abd just reporting 
it was useless, since, predictably, nobody cares (everybody ok with this).

That ^ is the point to discuss. But I disagree that '>=foo-1 <=foo2' stuff 
should be used instead of targets.

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