Revision 2 of the Dreamdrivecast has been designed and routed! I used Freerouting to help with a lot of the task. I get pretty overwhelmed when routing an empty board and there were a lot of crossing signal lines. I don't really trust myself to design a board like this but I'm going to send it off to PCBWay for assembly.
I tried out their service for some other projects and liked their service more than the alternatives. There is a Kicad plugin that will load the design right into their website.