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Dana D
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MAC computer is able to connect to corporate network VPN but cannot map a drive to a windows server on the corporate network once connected.

MAC computer (macOS 10.14 Mojave) is able to successfully connect to corporate network via Anyconnect mobile vpn client. But when attempting to map a shared network drive to a windows server share it hangs and finally times out after 2 minutes or so and wont map the drive. Yet there are 6 other MAC's with macOS 10.14 Mojave that do not have this problem.

Tried pinging the windows server from the MAC after successfully connected to the VPN and it will continuously times out but there is a reply to ping every 15th ping request for about 2 pings and then go back to not responding to ping for another 15 pings.

When pinging MAC from the windows server it will ping successfully continuously!

I already plan on performing apple diagnostic on the MAC next but I am not too familiar with Macs and want to see if there are any other suggestions from the community!

Appreciate any other ideas....
* anyconnectCiscoNetworkingMac OS XVPN

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8/22/2022 - Mon
Jackie Man

Yet there are 6 other MAC's with macOS 10.14 Mojave that do not have this problem.

Are the six other MAC connected to the server via VPN?
Pete Long

Are these macs domain members?

Davis McCarn

Connecting to the VPN only gets you halfway there; the next step is logging into the server.  What O/S is running on the server?
Your help has saved me hundreds of hours of internet surfing.

Reset the PRAM and reset the SMC.  Those should always be the first things to try on any Mac, mainly because they're very quick to do.

I would suggest initially working on the packet loss issue.

Is it possible to ping any other hosts across the VPN from the Mac ?

Is the VPN set to full tunnel or split tunnel ?

If a ping -t is started on the server to the address of the VPN connected Mac, does the ping stop responding if the Mac VPN is dropped ?

BTW: Mac is unix, so ping is already continuous, unless you provide options.  In OS X, ping -t 2 discontinues ping after 2 seconds, regardless of whether the ping packet completes.  On Windows, ping -t is a continuous ping.  You need to specify more clearly what you desire, but I suspect you want a continuous ping for testing, because you didn't specify a number as an argument in the option.
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@serialband, perhaps you missed that the ping -t was from the server (which is running Windows) to the Mac.
Dana D

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What did the assigned address have to do with this ?