StevenC
Needs a hobby
The usual suggestion is that, if you're not using some sort of looper switcher, you should have the first pedal be a buffered pedal, then the rest of your pedals should be true bypass pedals until the last pedal, which should also be buffered.Oh so, in that case just having a buffer at the beginning of your pedal board solves the high-end roll off issue right?
This gets complicated if you're running pedals that don't like buffered signals, as others have said, like fuzzes. But those should be at the start of your signal chain anyway and should be alleviated by a short cable from guitar to pedalboard. This then lets you have a long cable from your pedalboard to your amp.
So ideally:
guitar>short cable>fuzz/wah*>buffered pedal>true bypass pedals>buffered pedal>long cable>amp
Then you apply the usual rules about pedal ordering, and if you're using an fx loop, then short cable to a buffer into long cable back to the board if you need to control these effects, buffer long cable back to fx return.
*Fuzzes and wah, if you're using them, should go in whichever order you think sounds better. Some wahs may be buffered.