I am have been having problem with pfsense becoming unresponsive and not
allowing traffic to pass-through (most of the time established connection
will continue to work, i.e. I have a site 2 site connection running and
that will still be functional) or access to the web interface.  I have 4
pfsense servers (all the VMs running on ESXi 5.0) configured in 2 CARP
pairs.  1 set is configured as a firewall / router and the other set is
configures as a layer three switch.  Both pairs are having the same problem
and there is no consistency as to when the problem will happen.  Some times
it is after a day or two other times it will be after 10 to 14 days.  The
server will respond to ping and this event is not trigging a CARP
fail-over. The console via vSphere is still operational during this time
and I have tried to reboot the server with option 5 "Reboot system" but the
server will hang and never shutdown.  I have to use VM -> Power -> Reset in
the vSphereclient  to restart the server.  Once the server comes back
online it will be operating normally again.  I started this setup with
2.0.1 (no CARP) and am now currently running 2.1 (with CARP).  The problem
started after the upgrade from 2.0.1 to 2.0.2.  I implemented CARP after
the upgrade to 2.0.2.

I am currently experiencing this problem with my layer three cluster.
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