Hi All,
That sounds like one hell of a trip!
The only part I can possibly help with is the Egypt/Sudan border. It can be a difficult crossing overland. One option is to go via boat from Aswan to Wadi Halfa. Your car will follow the boat on a barge and then you just need to pay the port tax to get it back (probably easier said than done!)
As for the visa, Sudan can be a nightmare. Apply well in advance for this in your own country if possible, if not, then in Cairo.
Always check with your own government's website (and the country you are visiting) for entry requirements and security issues.
Mike
p.s A useful app I use for visa info is:
http://www.visamap.net/
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