@coliver said:

From my understanding a hairpin is basically a network bridge like a router. It just takes all info going in and passes it to the appropriate point on the other side.

On your linux server does the Pertino connection appear as an independent interface?

Yes.

ifconfig results:

eth0 Link encap:Ethernet HWaddr 00:0c:29:4b:35:b2
inet addr:172.16.255.20 Bcast:172.16.255.255 Mask:255.255.255.0
inet6 addr: fe80::20c:29ff:fe4b:35b2/64 Scope:Link
UP BROADCAST RUNNING MULTICAST MTU:1500 Metric:1
RX packets:127046 errors:0 dropped:0 overruns:0 frame:0
TX packets:283744 errors:0 dropped:0 overruns:0 carrier:0
collisions:0 txqueuelen:1000
RX bytes:33435018 (33.4 MB) TX bytes:436448592 (436.4 MB)

lo Link encap:Local Loopback
inet addr:127.0.0.1 Mask:255.0.0.0
inet6 addr: ::1/128 Scope:Host
UP LOOPBACK RUNNING MTU:65536 Metric:1
RX packets:193 errors:0 dropped:0 overruns:0 frame:0
TX packets:193 errors:0 dropped:0 overruns:0 carrier:0
collisions:0 txqueuelen:0
RX bytes:29941 (29.9 KB) TX bytes:29941 (29.9 KB)

pertino0 Link encap:Ethernet HWaddr 7e:a6:0f:81:df:5f
inet addr:50.203.224.9 Bcast:50.203.224.255 Mask:255.255.255.0
inet6 addr: fe80::7ca6:fff:fe81:df5f/64 Scope:Link
inet6 addr: 2001:470:813b::1bcf:0:f02/48 Scope:Global
UP BROADCAST RUNNING MULTICAST MTU:1500 Metric:1
RX packets:2717 errors:0 dropped:0 overruns:0 frame:0
TX packets:1765 errors:0 dropped:0 overruns:0 carrier:0
collisions:0 txqueuelen:500
RX bytes:261357 (261.3 KB) TX bytes:464420 (464.4 KB)

@Dashrender said:

I'm a bit lost.

You have two NASs at home mounted to a Linux box, that you are then sharing to CIFS so you can mount them on a Windows box?

Is the Windows box not on the local LAN? If not I guess that's why you have Pertino as part of this, because you are Pertino'ing from a non local Windows box to the Linux box which is offering a pass-through to the NASs?

If your Windows box is local to NASs, why bother going through the Linux box?

The Windows box and the Linux box are both on the same LAN as the NASes. This is more so I can access the NASes easily remotely on my Pertino network.

@Dashrender said:

did you find the problem?

Nope. Didn't get much time to work on it though.