This is ussually more of a name resolution issue. if YEs then its HIGHLY likely that the DNS search suffix From the Finder or desktop, select Go Menu. If the network drive is made using name instead of ip address. There is always the chance the VPN is blocking access. It could be that OS X is still trying to find those machines on the internet instead of looking for them on the VPN connection. We can tell OS X to check the VPN connection first by giving it a higher priority than the other network connections on your Mac. Choose Apple menu > System Preferences and click Network. My company has set up VPN groups with access to only specific servers. in the VPN NIC, go to ADVANCED / Options / Session Options/ and review if "Send all traffic over connection" is Ticked. We can tell OS X to check the VPN connection first by giving it a higher priority than the other network connections on your Mac. Include the VPN status in the menu bar. Double click Internet Protocol Version 4 (TCP / IPv4). Click on the Networking tab and double click Internet Protocol Version 4 (TCP/IPv4). Enter the IP address of your DNS server in your preferred DNS server. Probably the routes on the mac that are not set. Right click on the VPN connection and select Properties. To change the priority of your VPN connection: If you use another Go to System Preferences Network, find your VPN connections, go to Advanced, check Send all traffic over VPN connection, click OK, then click Apply to enable the settings. After connection, all traffic will be forwarded to the VPN server, Mac can access both the Internet and remote network. Option 2. My guess is it's because your home machine cannot resolve the name of the server through the VPN. it was creating issues with DNS, so depending on what your DNS Server is make sure the IP to the Machine that is Connecting using VPN is not the same as your DNS Server. On the DNS Actually, after the Windows clients are connected, all traffic will be forwarded to the VPN server by default; while Mac clients will still forward Internet traffic to the local gateway. The difference causes that the Windows clients may work fine, but Mac clients cannot access the remote network. How to solve this problem? Here are two options. Currently, I am using Firewall Fortigate 100D. I can successfully connect to the VPN for the windows server 2012, use the internet and ping the IP If you're connected from the outside via VPN those names aren't always broadcast to the outside (regardless of Mac or PC), but sometimes that happens on a local connection too. If the SMB server you are trying to reach is Under the Go menu, click connects to if you open a terminal and type in netstat -r, you should see if there is a route to your internal network through the vpn Mobile security, or mobile device security, is the protection of smartphones, tablets, and laptops from threats associated with wireless computing. If you are using the windows client, then open the properties of your VPN connection. If you have client to site VPN go to adapters an open the Step 2. MacOS successfully connects to a remote VPN server using L2TP/IPsec VPN, but has no access to the remote network. This article provides additional steps to correct MacOS VPN settings to allow remote network access. NOTE: Please refer to article [ [L2TP VPN configuration on Mac OS X|170505942152169]] for complete setup 1. Connect or disconnect the selected VPN service. 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