Ok, I'm a mains voltage feller, so I'm struggling a bit with this.
Is the 5kva transformer powered off the mains, or 3 phase or what? If its mains, isn't that about 22Amps?
In my limited experience of 110v, I find myself thinking that the transformer maker reckons a nice short lead is a good idea, use less copper, and the yellow land anchor wont get lost as it stays by the wall. Then the power tool manufacturer says to his self= about a 4' lead should be enough, there'll be plenty of flex on the transformer......
I find myself thinking this when I'm trying to work out how to angle grind some horrible piece of rusty metal at gutter height when all I brought was wood tools.