or will I have to import my e-mail from Windows Live Mail to Outlook 2010 then to Outlook 365??
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When you say Outlook 365 do you mean the version of Outlook with Office 365 .. which is Outlook 2016 ?
If so then this;
https://support.microsoft.com/en-nz/help/980534/export-windows-live-mail-email-contacts-and-calendar-data-to-outlook
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