Deploying Software updates in SCCM 2007 Best Practices

Hi Everyone,

I'm beginning the process of using the Software Updates in SCCM 2007 and I'm looking for some guidance from the guru's on the best way to start rolling. 

I understand how to roll out updates, so that's not really the issue, rather, it is how to roll out the first set of updates to get my network "current" on updates.

Basically, all of the updates from 2008 have NOT been performed.  Yes, I know YIKES, however I just recently realized that if you have a Software Update Point in your network but are not deploying updates, Windows update doesn't work... rookie mistake.

Question: As for rolling out all of the 2008 and part of 2009 updates, do you reccomend pulling the updates by month or just making it one large software update?

Thanks in advance for your input.

Sean