Hello Bobby,
Let me answer your questions.
1. You cannot manually generate the ID during MSI configuration because the output file is supposed to be used multiple times. Whereas the ID is a unique number/code.
So you either select the "Generate ID and send it via email" option, or get/generate the ID manually in the Host settings after the Host is installed.
2. If you are selecting the "Standard MSI" option, and launch the output file - the installation will look like a regular installation, with all installation wizard windows including the "set password" window. To silently install the program with all the settings you need use the "One-click" installer.
3. It has something to do with either firewall or spam filter in your inbox. Please ,check this KB article
https://www.remoteutilities.com/support/kb/e-mail-is-not-sent-error/Hope that helps.