[MlMt] VPN conflicts

[Peter Borsella]

Hello, Shoshanna,

I’ve gone ahead and submitted the whitelisting requests to PIA, but 
while waiting for that I also ran a quick experiment of simply changing 
the VPN server, and voila, my email went out!

Thanks again.  More reinforcement is needed, but that’s in progress.

...Peter

On 23 Sep 2019, at 10:30, Shoshanna Green wrote:

> 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
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