The general rule of thumb is gain based before pre-amp and time-based in the loop.

So, I would put the memory toy in the loop, and the rest before. I think the enigma first, since distortion or compression before a filter tends to dull the envelope response, and limit the playing dynamics.

I actually tried this recently with my new (used) 1st gen Q-tron and my sansamp vt bass deluxe. When the Q-tron was in the effects loop, it was really hard to get it to behave, since I was pumping more gain in it then it was probably calibrated for. Putting it before the pre-amp allowed a lot dynamic expression.

As far as the Black Finger and the Steel Leather, I haven’t played around with either of those, and my understanding is that the Steel Leather is a kind of “anti-compressor”, so you might have a fight on your hands if they’re both on. Let us know who wins!