With WINE you should be able to set him up to use Windows programs, such as ATTAC, Kokua (NOTE - Kokua does not need WINE, it is a Linux application), SWATH, TWX, etc. I assume you have addresses for tradewars helpers already, if not just type the name of it along with tradewars and the official site will come up in the search.
http://www.winehq.org/
And for tips on working with WINE and Linux apps...
http://spidertools.com/wine_setup.php
http://www.linuxjournal.com/article/8802
Kokoa is a Helper for Linux at:
http://www.twdata.org/kokua
For referals on sites and other helpers: [url="http://blackhorizontwgs.net/TWGS_References.PDF"]TWGS References[/url]