Is an automatic transmission dust cover needed?

Without a dust shield you will be replacing the front trans seal, as dust will collect around the damp area by the seal and eat it up. (as well as groove the hub)
The bar is a engine to trans support, and there isn't much you can do about that if the headers are in the way.
Just a slight increase in the possibility of cracking the bellhousing without it.

I would put the cover on for sure, and I was only able to get one support back in with headers.

I'll put the dust cover in then. At least its not hard to put in in after the trans is in.

And those braces, there was only one on my old engine, so I actually only have the one shown. So it shouldn't be too bad running no braces?