Most of his Military Equipment is so out dated?
That any InfrantryMan in the U.S. Forces (And most likey other Forces) could destroy them at a very safe distance.
If the Rebels are armed with the same dated weapons?
They have a tough fight ahead of them unless they used the InterNet and
modified thier stuff.
They most probably have workshops set-up to produce/repair weapons by now also.
I'm interested in Who is leading this whole effort?

You need a Chain of Command to support, supply, and organize things.
Wageing War is a Bitch of a problem!