I can repro some of the failures on Linux Mint with Perlbrew and my brewbuild application.

I just did a whole bunch of transplanting so I'm done for the day (time to go read; I bought the Harry Potter collection and I'm on the second one ;), but I will have a good look tomorrow to see if I can figure out why it's breaking. If I don't get the time to thoroughly look at it tomorrow and you still don't have any *nix VMs configured, /msg me your email address and I'll give you access to one of my AWS servers that you can troubleshoot with when I get home from work tomorrow.

Here's the test build output:

spek@sainai:~/repos/Data-IEEE754-Tools$ brewbuild -r -i 5.10.1 -i 5.20
+.3
- removing previous installs...
- installing perl-5.10.1...
- installing perl-5.20.3...

5.24.0 :: PASS
5.20.3 :: FAIL
5.10.1 :: FAIL
[download]

Here's the full brewbuild FAIL log for 5.20.3.

Thanks for your help. I think with that fail log, and some confirmation, and the other inputs, I'll be able to debug it (and given more info about which versions fail, I might be able to even replicate). Don't feel like you have to do more in-depth; you've helped plenty already.

Since this is mostly my coffee-break and waiting-for-long-data-processess-to-finish keep-my-mind-active project, there can be long gaps between when I have time to work on it. Hopefully, I'll be able to get one or more failing installations tomorrow.