Active directory migration from Win 2000 versus Win 2008 domain

Hello Gurus,
I'm planning to move from a domain based on Windows 2000 Server to Windows 20008.
I know the migration between Win 2000 and Win 2003 was a bit boring and riscky, so i wonder:

1. do you suggest to execute a direct migration between the two environment?
2. there are suggestion, best pratice or whatever available for this task?
3. possible risks?
4. what do you think about hosting the active directory domain on a virtual environment (hyper.v)?

Other usefull informations to understand the environment: our domain hosts 150 users and about 100 computers/laptops, we have a secondary domain controller on a branch office connected with a VPN with Win 2000 also.

Any suggestion/experince will be appreciated!
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If you're looking at adding new hardware for Server 2008 when you upgrade, you should look at the Active Directory Migration Tool. It lets you transfer users, computers, passwords and service accounts from one domain to another, as long as a forest trust is in place between the two.

I'm not familiar with the process of upgrading Win2000 to Win2008, I don't think you are able to. I found this, but have not read it thoroughly.

As far as virtual domain controllers go, read through this and the embedded links before making that decision.
Darius GhassemCommented:
The link below is a step by step guide to upgrade your network to 2008. Hyper-V is a great tool in 2008 that I use alot to create servers without having to buy more hardware. Remember that you must install the 64-bit verison of 2008 to use Hyper-V and your hardware must support 64-bit techology and VT. Hyper-V is really easy to work with and you can have a DC within a VM without any issues.

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