@johnpoz So I checked the settings and the following are how the switch is set up and the packet capture I did when trying to connect to vlan 10 on port 5 of the switch while it was looking for an address assignment: ![alt text][image: 1696871082247-3da348ce-18db-464a-8c78-8d961cd08423-image.png] [image: 1696871176164-0f152dc9-ff6b-4451-8eb6-e16b8de65cfe-image.png] [image: 1696871208025-4971b310-2b0e-414a-bb4c-f0ed8e08c7c7-image.png] It still isn't working.

@stephenw10 I dunno.... no clue, I rebuilt the 2 hyper-v adapters on the pfsense vm, the external and internal... and of course now it works. Oh well... Thanks for responding to my question!!!

@stephenw10 Yes it is. And I disabled vmware virtual network local dhcp ANd it works. Thank you for your patience ! You really helped me out on this, have a nice day/night [image: 1687387415421-c3e53068-4ad2-4014-9e91-1c1ec4ab18d3-image.png]

@johnpoz haha yes I did use the wrong name I have a Netgear switch and a netgate router. Thanks for your suggestion. I will have to research some more ! I think my issue is my lack of research. I might have gotten into something that was beyond my understanding but I do think the pf software is quite a sophisticated piece to everything. Having a parameter firewall, VPN, Snort, Proxies etc it was definitely worth the purchase. I will have to learn more about networking haha. Cheers.

What is 192.168.100.7? What IP are you pinging from? Which adapter is that subnet on? I recommend not using Net networks in VBox unless you have no choice, it makes everything much more complex. Steve