Failover from a 2k3 to 2k8 server?

Needing to replicate a 2k3 server to a 2k8R2 Hyper-V for failover/complete move eventually and then rebuild the 2k3 server to use as failover with 2k8R2. Unfortunately there is a ton of info on this old server that needs to be setup EXACTLY the same on the new one. Moving SSL certs and everything. Any suggestions would be GREATLY appreciated and rewarded with points/split points.
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Josh GarrettNerdAsked:
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Delphineous SilverwingGood Ol' GeekCommented:
If you are talking about migrating IIS site and contents, you can use the Web Deployment Tool to migrate - https://technet.microsoft.com/en-us/library/ff633422.aspx - Certificates are migrated too.

If you are looking to move file shares then the Server Migration toolkit will help you - https://www.microsoft.com/en-us/download/details.aspx?id=10268

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David Johnson, CD, MVPOwnerCommented:
use disk2vhd from sysinternals to create a vhd and then create a new virtual machine and in the disk section add the location of the newly created vhd.
kevinhsiehCommented:
What services in the old server providing? I assume that you plan on upgrading to a new OS. How you do that really depends on what the server is used for.

Hyper-V 2008 R2 is really old. I suggest you use Hyper-V 2012 R2. The Hyper-v 2012 R2 Server is free, so you might as well use it. Faster, things work better. You can migrate VMs between hosts without shared storage, and you can replicate VMs between hosts.
Josh GarrettNerdAuthor Commented:
David, I ran across that tool right after I posted this but figured I might as well get some good insight from others that have done this before I screw up a midsized business that runs 24/7/365. I believe that is the way I'm going to go since I have spent a good 4 hours reading it over and over and over again, LOL. I'm going to leave the question open for now just to see if anyone else chimes in. I'm definitely fine with sticking to 2003 till we can make sure everything functions properly. Then cross the upgrade bridge when we get there.
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Windows Server 2008

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