From your pix: (and forgive me if I am only getting a partial view of things; if you have these things solved, then they're solved.
The power trans, does that get a big rectangular cutout, or is it mounted on those little angle brackets? You for sure want to get that rectangular hole happening if that's the plan, that's a lot of metal to move & cut. If not, if the wires are going to be "feed-thru and the tranny mounts pretty much as it is pictured....I would *try* to get the wires on the other side, the perimeter side of the chassis. There is no rule that says you have to have all the wires going through only one hole, they do not care. That means you can drill much easier, smaller holes, smaller grommets. BUT > I don't see the chassis thru-holes for the tranny wires in your pix.
The spacers/standoffs for your parts board appear to partially cover up the footprint of the tube sockets if those are what you plan to hold up your parts board. That's a potential issue as I believe someone else said. You can maybe get away with it if you are very precise with your soldering...but it makes troubleshooting tough. AND...if you are not very adroit with soldering iron, and they DO cover the sockets and you don't want to change that in terms of mechanical layout, then instead of soldering your pigtails to the parts board and leave the ends hanging, I would solder them to the tube sockets instead and leave the ends hanging, for later connection to the pts board. Make sense?
Make sure the mounting holes in your parts board match the spacers. Yeah, I know, dumb. But if you don't check, then you have to do metalwork with parts mounted on the chassis that you'd rather not have. Are you absolutely sure the parts board is right side up? In other words, you are not loading it up with parts upside down?
Just trying to give you the benefit of mistakes I (and possibly many others) have made.
Looks like you'll have to extend a few tranny wires. Most people use heatshrink, of course. I like to first place a length of jacketing from some kind of cable, in other words, a plastic tube, and put heatshrink over that. IOW, double insulated. Not entirely necessary, just cautious with them high volts.