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<div style="font-family:sans-serif"><div style="white-space:normal"><p dir="auto">Peter,</p>
<p dir="auto">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. </p>
<p dir="auto">Things that come to mind:</p>
<p dir="auto">1, As people have already said DNS may be one issue. You already have suggestions for this.<br>
2. It may block outgoing traffic. You need to provide more information on the VPN you use to know if this is an issue.<br>
3. You may your VPN doing some odd routing, so that stuff that should be internal is going externally. Unlikely but seen it happen.</p>
<p dir="auto">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 :)</p>
<p dir="auto">More information helps here.</p>
<p dir="auto">Rob</p>
<p dir="auto">On 23 Sep 2019, at 14:08, Peter Borsella wrote:</p>
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<div style="font-family:sans-serif"><div style="white-space:normal"><p dir="auto">Thanks for the quick response. I’m not familiar with using this DNS, but now have something to research.</p>
<p dir="auto">On 23 Sep 2019, at 9:01, Robert Brenstein wrote:</p>
<blockquote style="border-left:2px solid #777; color:#777; margin:0 0 5px; padding-left:5px"><p dir="auto">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.<br>
<br>
On 23 Sep 2019, at 14:41, Peter Borsella wrote:<br>
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<blockquote style="border-left:2px solid #777; color:#999; margin:0 0 5px; padding-left:5px; border-left-color:#999"><p dir="auto">Good Day, All,<br>
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?<br>
Thanks...Peter<br>
<br>
<br>
Peter Borsella, President<br>
**Winnow Management**</p>
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<b style="color: rgb(0, 0, 0); font-family: Helvetica; font-size: 12px; font-style: normal; font-variant-caps: normal; letter-spacing: normal; orphans: auto; text-align: start; text-indent: 0px; text-transform: none; white-space: normal; widows: auto; word-spacing: 0px; -webkit-text-size-adjust: auto; -webkit-text-stroke-width: 0px;">Peter Borsella, President<br><font color="#007600">Winnow Management</font></b><font color="#007600" style="color: rgb(0, 0, 0); font-family: Helvetica; font-size: 12px; font-style: normal; font-variant-caps: normal; font-weight: normal; letter-spacing: normal; orphans: auto; text-align: start; text-indent: 0px; text-transform: none; white-space: normal; widows: auto; word-spacing: 0px; -webkit-text-size-adjust: auto; -webkit-text-stroke-width: 0px;"><br>PO Box 1046<br>Pompano Beach, FL 33061</font><br style="color: rgb(0, 0, 0); font-family: Helvetica; font-size: 12px; font-style: normal; font-variant-caps: normal; font-weight: normal; letter-spacing: normal; orphans: auto; text-align: start; text-indent: 0px; text-transform: none; white-space: normal; widows: auto; word-spacing: 0px; -webkit-text-size-adjust: auto; -webkit-text-stroke-width: 0px;"><span style="color: rgb(0, 0, 0); font-family: Helvetica; font-size: 12px; font-style: normal; font-variant-caps: normal; font-weight: normal; letter-spacing: normal; orphans: auto; text-align: start; text-indent: 0px; text-transform: none; white-space: normal; widows: auto; word-spacing: 0px; -webkit-text-size-adjust: auto; -webkit-text-stroke-width: 0px; display: inline !important; float: none;">Office:</span><span class="Apple-tab-span" style="color: rgb(0, 0, 0); font-family: Helvetica; font-size: 12px; font-style: normal; font-variant-caps: normal; font-weight: normal; letter-spacing: normal; orphans: auto; text-align: start; text-indent: 0px; text-transform: none; white-space: pre; widows: auto; word-spacing: 0px; -webkit-text-size-adjust: auto; -webkit-text-stroke-width: 0px;"> </span><span style="color: rgb(0, 0, 0); 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widows: auto; word-spacing: 0px; -webkit-text-size-adjust: auto; -webkit-text-stroke-width: 0px; display: inline !important; float: none;">Mobile:</span><span class="Apple-tab-span" style="color: rgb(0, 0, 0); font-family: Helvetica; font-size: 12px; font-style: normal; font-variant-caps: normal; font-weight: normal; letter-spacing: normal; orphans: auto; text-align: start; text-indent: 0px; text-transform: none; white-space: pre; widows: auto; word-spacing: 0px; -webkit-text-size-adjust: auto; -webkit-text-stroke-width: 0px;"> </span><span style="color: rgb(0, 0, 0); font-family: Helvetica; font-size: 12px; font-style: normal; font-variant-caps: normal; font-weight: normal; letter-spacing: normal; orphans: auto; text-align: start; text-indent: 0px; text-transform: none; white-space: normal; widows: auto; word-spacing: 0px; -webkit-text-size-adjust: auto; -webkit-text-stroke-width: 0px; display: inline !important; float: none;">954-253-3761</span><br style="color: rgb(0, 0, 0); font-family: Helvetica; font-size: 12px; font-style: normal; font-variant-caps: normal; font-weight: normal; letter-spacing: normal; orphans: auto; text-align: start; text-indent: 0px; text-transform: none; white-space: normal; widows: auto; word-spacing: 0px; -webkit-text-size-adjust: auto; -webkit-text-stroke-width: 0px;"><span style="color: rgb(0, 0, 0); font-family: Helvetica; font-size: 12px; font-style: normal; font-variant-caps: normal; font-weight: normal; letter-spacing: normal; orphans: auto; text-align: start; text-indent: 0px; text-transform: none; white-space: normal; widows: auto; word-spacing: 0px; -webkit-text-size-adjust: auto; -webkit-text-stroke-width: 0px; display: inline !important; float: none;">Fax:</span><span class="Apple-tab-span" style="color: rgb(0, 0, 0); font-family: Helvetica; font-size: 12px; font-style: normal; font-variant-caps: normal; font-weight: normal; letter-spacing: normal; orphans: auto; text-align: start; text-indent: 0px; text-transform: none; white-space: pre; widows: auto; word-spacing: 0px; -webkit-text-size-adjust: auto; -webkit-text-stroke-width: 0px;"> </span><span style="color: rgb(0, 0, 0); font-family: Helvetica; font-size: 12px; font-style: normal; font-variant-caps: normal; font-weight: normal; letter-spacing: normal; orphans: auto; text-align: start; text-indent: 0px; text-transform: none; white-space: normal; widows: auto; word-spacing: 0px; -webkit-text-size-adjust: auto; -webkit-text-stroke-width: 0px; display: inline !important; float: none;">954-301-5829</span><br style="color: rgb(0, 0, 0); font-family: Helvetica; font-size: 12px; font-style: normal; font-variant-caps: normal; font-weight: normal; letter-spacing: normal; orphans: auto; text-align: start; text-indent: 0px; text-transform: none; white-space: normal; widows: auto; word-spacing: 0px; -webkit-text-size-adjust: auto; -webkit-text-stroke-width: 0px;"><a href="https://twitter.com/winnowmgmt" style="font-family: Helvetica; font-size: 12px; font-style: normal; font-variant-caps: normal; 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