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What general problems will I likely encounter upgrading from 3.0.19 to 5.0.1 - my attempt to upgrade to 4.0 was disastrous?

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Using Win XP. When I attempted to upgrade to 4.0 nothing worked so I uninstalled. For security reasons, I know I have to upgrade. What additionally can I do to preserve my settings? I ran a backup - what else.

Using Win XP. When I attempted to upgrade to 4.0 nothing worked so I uninstalled. For security reasons, I know I have to upgrade. What additionally can I do to preserve my settings? I ran a backup - what else.