Peter,
All of the information about you was found in two quick web addresses
checks.
I can see that somebody else already runs PIA, so I'd suggest you follow
their advice first and if that doesn't work, then do my stuff. The fact
it works for another person manes it should work for you.
Let us know how it goes.
Rob
On 23 Sep 2019, at 15:54, Peter Borsella wrote:
Thank you gain, Rob. Your quite the detective, and I’m sorry about
not giving more details. Your guess is right about the PIA tool, and
you’re also on the money about Gmail as Florida. I’ll go ahead
and run your additional investigative steps and get the results
posted. It may take me a bit of time (I’m also simultaneously
working).
...Peter
On 23 Sep 2019, at 10:33, rob.mailm...@robertwillett.com wrote:
Peter,
You don't need to be a network engineer to get VPN's to work. Indeed
my 78 year old mother recently setup a VPN so she could access
location restricted TV series content by herself. I have to admit I
was a little surprised but hey ho....
Anyway the key to getting help is to provide concise (but complete)
information in as simple a summary as possible. Including specific
information such as the names of the tool helps, e.g. Private
Internet Access tool doesn't give much to go on, if I search on that,
I get lots of VPN's that could be that, but none that is definitely
that. I'm guessing your service is from
https://www.privateinternetaccess.com/
but thats a guess.
Noe the fact that you have outbound traffic issues makes me assume
that your network provider is external to your local network, and
that you possibly use an external mail provider, gmail is a guess but
could be anything. If I check your website, you're possibly based in
Florida but originally in Pennsylvania?
Anyway, a quick check on your MX record seems to indicate that you're
using Google as your mail provider
https://mxtoolbox.com/SuperTool.aspx?action=a%3awinnowmanagement.com&run=toolpage#
Mmm... now Google might have put restrictions on how you access your
email account and you may have fallen foul of these. I have never
used Google for email so am now wholly in the dark.
What I'd first of all do is:
Connection to 'whatsmyip.com' and see what IP address you are
connecting to that website as. Write the address down.
Then fire up your VPN and try and connect to 'whatsmyip.com' again
and now see what it says. Write the address down. If you can't
connect to whatsmyip.com then you have an outgoing fault and your VPN
isn't working properly. You will get a while new IP address if your
VPN is working.
Open up a terminal window on your Mac. Got to
Applications->Utilities->Terminal. Type in nslookup news.bbc.co.uk
and cut and paste the output to a mail.
If you have no issues connecting to whatsmyip.com, fire up mailmate,
open up the Activity Window in Windows->Activity viewer and try and
send an email. If it fails you should get an error log.
Post all this into a mail we can see the error you are getting.
Hope this helps.
Rob
On 23 Sep 2019, at 14:38, Peter Borsella wrote:
Hello, Rob,
I’m not much of a network engineer, so I’m expecting I’ll need
to explore more about what’s going on as I simultaneously learn.
I’m encouraged that you find it surprising that I’m having
difficulty with my VPN, having thought it was “normal.”
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.
If there’s any more details I can provide to assist in trouble
shooting this, any help would be greatly appreciated.
Regards,
Peter
On 23 Sep 2019, at 9:25, Rob Willett via mailmate wrote:
Peter,
Your issue is very unlikely to be Mailmate, but rather how your VPN
is configured. I have 3 VPN providers as I have to have specific
ones for specific clients.
Things that come to mind:
1, As people have already said DNS may be one issue. You already
have suggestions for this.
2. It may block outgoing traffic. You need to provide more
information on the VPN you use to know if this is an issue.
3. You may your VPN doing some odd routing, so that stuff that
should be internal is going externally. Unlikely but seen it
happen.
Your comment that using a VPN and having expected issues is not
what I would expect at all. I would expect configuration issues
with Tunnelblck (which for some reason hates me, mind you I hate
it), but we use hardwired versions of that as well as Bitdefender
and Viscosity. I like Viscosity :)
More information helps here.
Rob
On 23 Sep 2019, at 14:08, Peter Borsella wrote:
Thanks for the quick response. I’m not familiar with using this
DNS, but now have something to research.
On 23 Sep 2019, at 9:01, Robert Brenstein wrote:
You may want to try using a different DNS provider when tunneling
over VPN, like Google’s 8.8.8.8/8.8.4.4 for example. Some VPN
services have their own DNS as an option as well.
On 23 Sep 2019, at 14:41, Peter Borsella wrote:
Good Day, All,
I am using a VPN tool on my Mac, and have experienced as might
be expected that emails do not flow with the VPN active.
However, are there any settings or workarounds that would still
allow me to keep my VPN turned on while exchanging emails?
Thanks...Peter
Peter Borsella, President
**Winnow Management**
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**Winnow Management**
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Peter Borsella, President
**Winnow Management**
PO Box 1046
Pompano Beach, FL 33061
Office: 954-784-3674
Mobile: 954-253-3761
Fax: 954-301-5829
@pborsella
Now available, Certified ScrumMaster for Industry! Head to our
website for our full class schedule and early registration pricing!
http://www.winnowmanagement.com
CONFIDENTIALITY: This email and any associated files contain
confidential, proprietary and privileged information and
unauthorized disclosure or use is prohibited. If you received this
email in error please notify the sender and delete this email from
your system.
Peter Borsella, President
**Winnow Management**
PO Box 1046
Pompano Beach, FL 33061
Office: 954-784-3674
Mobile: 954-253-3761
Fax: 954-301-5829
@pborsella
Now available, Certified ScrumMaster for Industry! Head to our
website for our full class schedule and early registration pricing!
http://www.winnowmanagement.com
CONFIDENTIALITY: This email and any associated files contain
confidential, proprietary and privileged information and unauthorized
disclosure or use is prohibited. If you received this email in error
please notify the sender and delete this email from your system.
_______________________________________________
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