When daisy chaining the maximal number of drives on the Amiga. Were operation flaky due long cables and many connectors ..?
I've never had more than 2 externals on my 1200, and they worked fine after using an A500 PSU. Between the 030 card and the 2 floppys, the 1200's infamously underpowered brick caused probs, but other than that it was ok. If you were to do that, I'd put any external drive with its own power supply evenly spaced throughout the chain, assuming the power would "bleed over" to the drives farther down, and use as big a PSU I could find. (I know the Amiga's 5 1/4" had a power hookup, not sure of any other drives though).
A bigger problem would be memory, which is something I ran into with an old A1000. Each device takes up a bit of RAM for the dosdriver, which can drag resources down a bit. As far as lengthy cables are concerned, I haven't a clue. I know people have attached a ton of floppy drives to an amiga (I knew a guy who ran a diskmag, had floppy drives surrounding him in his swivelling office chair, and he would just spin around swapping disks as copies were completed), though I'm not sure if they did anything unusual to do so.