Thinking of upgrading to SL,But i have some Question before moving to SL

I will be glad if anybody can help me with my questions before moving to Sl.first,i like to know,after upgrading or fresh install,do i need to reinstall another windows xp on the machine,cos i use VMware Fusion?
Secondly,What option is the best,Upgrade or Fresh install?
Can i make backup using an external usb2 drive? and what can i do so my old setting remain after installing SL.Setting like my Chat history,and will my applications use the same lience key?
Anybody with usefull advice?
What important it the history of chat i had on my pc.i work for a company as a mid man and this history help me to remember last diccussion with client..

In your place, I would move to SL if, and only if, I had an external drive with a bootable clone of my internal on it. I think that there is enough risk in going to SL that such conservatism is warranted. I would not use time machine alone for backup/restoring when moving to an OS upgrade or doing a point update. This app can be problematic and, consequently, its solo use is too risky for me in these cases. You will be able to extract your settings, files, and programs from your clone if you do an erase and install. You can erase and install or upgrade with any SL disk except the gray ones that come with specific machines. I still prefer to erase and install.
To erase and install (see upgrade option below), start up to your DVD and stop after selecting your language. Use the menus to start Disk Utility and erase your drive. Quit Disk Utility and proceed with your installation. At the end, you will be able to choose to reclaim your settings, files, and apps from the clone (plug in the external at the point of the last install restart).
If you do not like SL, then you can restore your internal using the clone. I would do all cloning and related restoration with SuperDuper, Carbon Copy Cloner, or some other up-to-date cloning app, including Disk Utility. Your clone also will serve as an independent backup for your data.
Upgrading is a very sound process on a Mac. Still, I also would insist on having a bootable clone on an external before upgrading. An upgrade is performed by installing over your existing installation from the desktop or having started from your SL DVD. All your programs, data, and settings will be present after an upgrade, but incompatible programs will be archived.

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