Having trouble with this as well. IMAP is enabled in gmail settings less secure apps option, but it still won't let windows live mail access my gmail. I tried removing account from live mail and now it won't download because it still can't access the account. I got a gmail about a less secure app being blocked, I verified via that message that it is me trying to access my gmail, but I am still being blocked. I don't know where the option to have google generate a password is so haven't been able to try that.