Well, it turns out that Windows Live Writer won’t run from a USB drive in a Mac environment (it was a long shot)... to the rescue come VM Fusion. Although I still have to boot up WinXP, this time I don’t have to reboot to do so. Fusion allows me to run WinXP from within Mac OSX. A better choice would have been a Windows emulator which would eliminate the need to boot up Windows, but I guess that would be hard to do.
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I wanna upgrade the memory of my laptop to 4GB but I’m not sure if it’ll be worth the expense or even if I really need the upgrade. I think it will since I regularly multitask programs. Still, OSX seems to be doing a fine job of multitasking several programs with the 2GB of memory I have right now.