I would love a little geek-holiday in Wyoming. The payment sounds pretty sweet, too.
Frankly, I'm at the point where I've "gulched" without actually moving into a valley somewhere. I'm not offering my services to anyone who doesn't appreciate them. That obviously means that pretty much anyone on this board can ask any tech question they want, and pay anything they like in return, though obviously information is best paid for with information, and since I'm getting plenty of info from you all, I consider tech support to be already paid for.

Tech support for Widows apps: Non-existent anymore. Ever since they sent my job to India, it's just gone downhill from there.
Prime-time readiness of Linux: It's as ready as Windows is... which is why Linux geeks all say, "It's Soooooo close!"

Your average computer user, who just knows "you click the E to go online" would probably be lost in Linux. Just as lost as they would be in Mac OS X, though. If you know enough to be using Firefox, however, You'll do better than average.
My suggestions to ease transition into Linux: Keep using Firefox. It's pre-installed into Ubuntu 8.04. For wordprocessing, I suggest OpenOffice (also pre-installed). Has much the same features as Jarte, and will open all MS Office files (and save to them, as well). KompoZer is your best bet for Web editing. ALL of these have Windows executables, so you can get used to them before trying to use them in Linux. Breaking the learning curve into small segments makes the climb much easier.

I will edit the post later, once I boot into Linux (right now I have only one good reason to boot into windows: I can't find a good podcatcher...which I may have remedied this morning, I'll have to check.), to reflect whether or not KompoZer is available on the repository (think: windows update meets the add/remove software wizard)
Edit: KompoZer is indeed available in the repository, though the website may have more updated versions which have more features. Having never used Dreamweaver, I will not venture to guess on the ease of transition.