The engineers have updated the email capabilities in VW (this will be part of the winter release of VW), and that means that VW based apps will be able to send emails through services (like GMail) that use TLS. I'm going to take a look at including that in BottomFeeder before the winter, which will likely make building a development image a bit harder. I'm heading out on vacation tomorrow, so I'll be getting to this later in the month.