Sorry for the delay in status update here. It took a while to get things to work effectively
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Problematic? Heh, that was an understatement.
So to start off, I tried the font packages you advised without success. Then I proceeded to pull down the wine-0.9.58 source as well as the patch files, compiled, still only getting cursor without any game text. So then I started pulling down a few different versions of wine and almost had success with 0.9.38 (this was the version where the x11drv file was patched to bypass animated cursor rendering and instead use the standard mouse), the only problem was that I had no audio.
Somewhere during the constant reading over the previous days I finally actually read what I was reading as opposed to just scanning down to the parts I needed and downloaded the DEB package they have available with the fixes included for 0.9.61 from http://appdb.winehq.org/objectManager.php?sClass=version&iId=7440.
Now with this version I was able to launch CNC3 and get both cursor and graphics, but no sound (haha). It seems like there's an issue with Alsa not playing well within the PlayOnLinux wrapper, was getting errors from mixer.c that were apparently an issue with wine fixed many many versions ago.
So next I basically installed the package to the standard locations within my OS (/usr/local/...., etc) and I was able to launch the game with animated cursors, menu text, and sound support. But other than my initial frustration I really enjoyed working through this issues and coming out with a fully functioning playable CNC3 under linux.
However, my issues over the past few days has still not changed my opinion of POL and I would like to thank Raziel and the entire development team for putting this together. I find the entire package overall to be fairly rock solid, and after a few days of tweaking, very intuitive and easy to work with. Thanks for making my head spin for these past few days, I learned a lot and look forward to getting other games running with this software.