Lot of hardware necessary to do this right. Old transcoder works perfectly though not through my capture device, it pushes a raw VGA signal which isn't recognized. Luckily I found one online that does the job, it also upscales to 1080p with the ability to keep the 4:3 aspect ratio intact. There were none of these available anywhere though ironically someone put one up on e-Bay just hours prior. I contacted him directly and he gave me a great deal, should be here by Thursday.
Did some more back end work, though will do an actual test run on Thursday. I'll let everyone know how that goes. If it works well we'll do our first episode shortly after.