You can transfer multiple Windows Live Mail accounts to Outlook by exporting your emails from each account and then importing them into Outlook one at a time. Open Windows Live Mail and go to File > Export Email Messages to save the emails in a format that the program can read. After that open Outlook and go to File then Open & Export and then Import and Export. Then choose the exported files that you want to import. Tools like Softaken Windows Live Mail to Outlook Converter can make the process easier and faster, especially when you have to deal with more than one account. They can convert multiple accounts into PST files that work with Outlook in one step, keeping the folder structure, email content and attachments.