50-50 chance I reckon. 3.3V regulators do odd things with floaty grounds.
I'm not convinced having a separate power supply is a great idea for floppies. On an A2000 at any rate.
It's not like AmigaDos uses more than 2 floppy drives at a time, and that's just for copying a whole disk from one to the other. Generally only one is in use for reading. Depends how quick you eject and insert disks mostly.
As a rule of thumb, I turn on external expansions before powering up the Amiga.
External floppies going pear shaped can damage pull up resistors on the floppy circuitry. Usually the problems start by the power to the external floppy being shorted out with a different connector.
You have to allow yourself to make mistakes and learn from them with renovation.
Anyhow, if you start with getting DF0: internally working, you can use the external port to "snoop" on the different signals with a logic probe. In that case, having no power on the external floppy port actually works in your favor.