Sorry to have come to this late - I have been running SH3 under PlayOnLinux in Linux Mint (basically Ubuntu) under both Cinnamon and Trinity (KDE3) for about 6 months now with no problems at all, and will be happy to help. In fact, I developed the Radio Text Exchange toolkit and THAT runs under both Linux and Windows, against both Linux and Windows versions of SH3.
I have done this with both the Steam version and the CD version, so it is perfectly possible. In fact, I have had no CTDs at all under the Linux installation. I have GWX and SH3Commander and JSME working with no problems. I've been itching to try out SH5, but have not as it requires me to log into UBI...well, you get the idea.
Basically, that means I'm more than happy to help (although currently, I'm S. of Iceland about to engage a convoy).
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