In my experience the best approach to move Windows Live Mail emails to Outlook is to use an advanced tool. Doing it manually are time consuming and causes data loss. One tool that works best for me is Softaken Windows Live Mail to Outlook Converter because it can convert multiple Live Mail files to Outlook at once and doesn't change the original data. Even people who don't have technical knowledge can utilize the interface easily. If you're seeking a secure process then this tool is worth considering.