I recommend using an automated tool to convert Windows live mail to Gmail. It allows users to export emails from windows live mail to Gmail, Thunderbird, Office 365, IMAP, Hotmail, etc. It also helps to export windows live mail to PST, PDF, EMLX, MBOX, and other file formats. It also provides a free demo to review the utility. To know more:
https://www.convertertools.org/windows-live-mail/