Ok I doubt anyone has any kind of solution, but I guess I'll ask anyway. I have this really weird issue where when certain users (and it's always the same ones) try to connect my unified messaging system (glorified Instant Messenger), they are unable to connect\ping the host. If I ping the switch in front of the host then they can connect.
So there's a bit of network setup here to take into account as well. The unified messaging system is part my my IP PBX. The IP address they are connecting to is on a different subnet (my voice subnet). So, users have IP's in the 192.168.0.130 255.255.240.0 and are trying to access the host at 10.10.60.1.
On my phone side, I have an L3 switch that is routing between the two subnets over a VLAN with IP 192.168.0.130. This is the switch that if I ping it, I can get to the PBX at 10.10.60.1. On the data side my routing is done by my firewall - 10.10.60.0 routes to 192.168.0.130
So for the short term I've setup a ping to the switch on my users log in scripts, but this is hardly a solution. I hope to completely switch out my voice switches soon as they are aging pretty bad.