My question actually has three parts. Firstly, how important is it to keep all my my contributed modules up to date on my drupal site? I try and pay attention to make sure the actual drupal install is up to date, but I always forget to check to see if any of the dozen or so modules I'm using has been updated. Secondly, if it is important, what is the easiest way to keep track of when updates are available. Do I really need to check each and every one manually, or is there some way to be notified when updates are available. Thirdly, what's the easiest/safest way to actually update the modules. The only module I've updated since I built my site has been the calendar and date modules, and when I did that I simply disabled the modules, uploaded the new versions, then reenabled them. Do these steps work across the board for all modules?
Any and all input would be greatly appreciated.