DISM Upgrade from Server 2008 R2 Foundation to Standard

Last year we needed a windows server system to run Fishbowl- we purchased a Dell Power Edge 7110 11 windows server 2008 R2 foundation from Dell all configured.
It is off site and runs great but I wanted to upgrade to 32 GB RAM- Foundation only supports 8 GB.
The 32 GB RAM is installed and it see this.
I bought A Dell "OEM" CD with Keys ( physical and virtual) Standard 2008 R2 for Dell Power Edge

I do not have a lot of experience with Server
I read up on how to do the DISM upgrade, seems relatively straight forward.
Where I am off site I wanted to make sure of a few things
1. Will an upgrade change any of the system setting ie. other installed programs. - 99.99% of programs are installed on D drive except OS (c://). Will I have to reinstall?
2. Since I am off site will I need anyone there to hit keys- I read that the system will reboot twice. I use TeamViewer to log on will this be affected?
3. I have a 5 CAL already installed and in use for remote desktop will this be affected or will it carry over. I do not have a DC etc. it is really just a system to run Fishbowl Inventory and QuickBooks and Access (a customer service database)

From what I see DISM upgrade will only upgrade the OS to Standard and should not affect any of the settings but better play it safe asking the experts.

Thanks in advance for your help.
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ssaverAsked:
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Michael WadeDir., Service DeliveryCommented:
You will be OK but make sure you have a backup before you do it.

The reboots should be automatic, I would probably have someone on hand in case something goes wrong.

http://www.wooditwork.com/2013/03/20/upgrading-windows-2008-r2-editions-from-the-command-line-2/
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ssaverAuthor Commented:
Thanks I feel better now, although it is only warehouse staff I have one person that is not afraid of computers so he can help[ me if need be.
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