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Are there any benefits doing the HTML manually or does it matter?
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Yes i have never had notepad/textpad crash
but i think this is what you want to know
X-Site Pro is not really like dreamweaver if you are doing simple sites it will be fine
But if you get into this in a big way you will need dreamweaver
And trying to inport sites that are made in software like "X-Site Pro" and "WYSIWYG Web Builder 5" will always be a pain in the ass
You may wish to try wordpress blog before you jump in with both feet