I integrated both Gary adapters into one so I didn't have the double socket on top of each other. Another solution would be to use those clips for the wires to the legs of the IC.
My megachip 2 came with clips, it was unreliable as hell. I ended up getting some pin headers and made an adapter.
Two gary adapters can work, or not. You won't find out until you try.
My personal opinion now is to try to keep things as original as possible.
So an a500+ and an external accelerator/hard drive. The only mod I'd make would be to add a switch to move some chip memory to c00000 and possibly a kickstart switcher.