how often to update ports?

[Aleksandr Miroslav]

How often do you folks update your ports/packages. I was manging two
servers for years for my personal web/email, and I've rarely gone for
more than 3 months with any single package being not up to date,
usually about once a month I would update all my ports.


Recently, in the past few months or so, I've added several more
servers, I currently have around 10 servers that I'm managing, and
because of changes in my work schedule, it has become somewhat quite
tedious to do this (keep ports updated as frequently, I mean).

>From what I've gleaned from this list and other BSD mailing lists that
I'm on, is that some people don't update their port-installed packages
nearly as frequently (security patches/updates aside). Some people go
for months/years without doing so.

So I'm curious, how often do you keep your ports update, and what are
the reasons for doing so?