No worries, today you were one of the lucky 10000! 
And yes, you can specify as many packages as you’d like; the only caveat with apt is that if one of those packages doesn’t exist, the entire command will not be executed.
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Regarding the libio-socket-ssl-perl and flac support, there’s actually already a custom rock-on submitted on the registry for review using another logitech mediaserver container that includes them both:
It still is v7.9.0, though, but at least it’s something.
I see an issue raised, and he did fork the main repo, but I don’t see any open pull requests. Am I missing a spot somewhere?
I do not think so… the related PR remains to be created.
Well, it seems like the repo I submitted my PR to is kind of dead. I could give the other one a go, but that author hasn’t been active in months, so I’m not getting my hopes up.
Alternatively, I could just publish an image myself, but I’m kind of hesitant to pick up the maintainer role for something I’m not even using myself.