[MlMt] VPN conflicts

[Shoshanna Green]

On 23 Sep 2019, at 9:38, Peter Borsella wrote:

> I’m using the PIA (Private Internet Access) tool.  And, my problem 
> is indeed related to outbound traffic, with Mailmate telling me that 
> it can’t send messages, leaving them for re-attempts in my Draft 
> folder.  I then turn on the VPN, close Mailmate, launch again, the 
> mail goes out without a hitch.

I too use PIA as my VPN (excellent, would recommend). You may need to 
ask PIA to whitelist your SMTP server; contact their support. (See 
https://www.privateinternetaccess.com/helpdesk/kb/articles/why-can-t-i-send-email-when-on-the-vpn.)

I use Gmail, and despite PIA having whitelisted the relevant servers, I 
do occasionally find that email won't go out. I just switch to a 
different VPN server and try again, and it invariably works. I expect 
that Google switches things around unpredictably behind the scenes, and 
PIA can't always keep up. You could try similarly switching servers 
before asking PIA for help.

As a last resort, you don't need to quit and relaunch Mailmate, by the 
way (I assume you meant "turn off the VPN" rather than "turn on the 
VPN"). Quitting the VPN will allow mail to go through if the problem is 
indeed due to the VPN blocking SMTP traffic.

Shoshanna Green
shoshannag at gmail.com