Well, the error message is pretty much self-explanatory. Are you running some package that opens many files (e.g. squid) ?
On my system, uid 62 is proxy. You can check which process(es) are responsible, by running the following command on CLI
ps aux|fgrep proxy
The obvious solution would be to increase kern.maxfiles, by going to webGUI System -> Advanced -> System Tunables, assuming your system has enough RAM to handle it.
PS: Although many pfSense users run the squid package, my opinion is that if you have more than a few (~20) users it'd be best both for security and performance/reliability reasons to use an external caching proxy, appropriately sized & tuned (fs + kernel).