There is one regular channel for GNU Smalltalk users: #gnu-smalltalk on Freenode (irc.freenode.net). Following the advice here is the easiest way to get help from #gnu-smalltalk.
#gnu-smalltalk mainly hosts discussion on GNU Smalltalk. Other projects that are closely related to GNU Smalltalk or mostly developed in GNU Smalltalk, may also be discussed there. #gnu-smalltalk is also a good place to discuss about portability concerns if you want GNU Smalltalk developers to be involved.
So if you want to talk about Squeak we can talk about it, but if you are not interested in GNU Smalltalk too you may find more interested and knowledgeable people on #squeak. In particular, questions about Smalltalk implementation's development environments are unlikely to be handled well by the people on #gnu-smalltalk.