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However, for either upgrade, there are still a couple of attention points before you start.
This guide contains not only upgrade preparation and troubleshooting steps but also various tips about the changes that you could encounter involving Outlook after upgrading to Windows 10.
In these cases it really is better to be safe than sorry.
When you are upgrading from Windows 7 or Windows 8.1, then you can do an actual in-place upgrade as long as you as you are upgrading to the same Windows Edition (Home, Professional or Enterprise).
If you were using Windows 7 Ultimate, then you can upgrade to Windows 10 Professional.
Continuing to use Outlook 2007, or even earlier versions, really isn’t recommended (on any version of Windows that is) as Office 2007 has been out of extended support for quite some time now and previous versions of course even longer.
These versions of Office are vulnerable for various security issues for which updates haven’t been made available anymore.This is not specific to Windows 10 or any Outlook version but a general best practice for Outlook.