Group Policy not applying

Hello,

I am testing mapping printers via group policy preferences.  I have a test GPP setup that is working flawlessly.  I am mapping printers using ILT to a security group with computers in it and loopback processing enabled.  This is a test policy only at this point.  I created a new GPP with the same basic parameters, but with a different policy name, a different shared printer and a different security group.  It is setup identical to the test policy in that it is a user side policy linked to the Users OU, with ILT to a security group with the computer I want the policy assigned to in that group.  

Well, it is not working.  By that I mean, the printer is not mapped to the assigned computer.  I can map the printer through my test policy just fine.  But when I enable the second policy, it just does not assign the same printer to the computer?

Is there some type of waiting period on group policy or something?  I remember when I first created my test policy, it didn't seem to work at first, then it started working and working as it should?  This is really weird to me.  This is a Windows 2008 network with Win 7 clients.

Thanks