Group Policy and dialup

Recently our company had upgraded to Active Directory. With this we would like to assign different group policies to different OUs in AD, but we are running into a small problem.

Right now everything seems to be working on LAN attached machines. The problem comes when we log in with a dialed up laptop. It is not taking changes.

We log in to the Windows 2000 Pro laptop with cached domain account information. Then we dial in with the machine, and the policy is not pulling. Does anyone know how to get the policy to pull over dial up?

One other thing, I did find the command line call to update a policy and again it works on a network connected machine, but not a dial up machine. Any help would be greatly appreciated.