I'd love to see this! Submarine Titans is a fantastic RTS and seems to be right up Ross' alley given it's unique atmosphere and state on the utter brink of death. I know it's hard to come by but I believe there are working cracks floating around the interwebs.
However, I believe he might have a hard time recording this even if it piqued his interest. Getting it to run on modern systems without being absolutely disgusting looking (inverted colour pallet) is a bit of a challenge itself, let alone getting it to record. If memory serves, DirectDraw is the main culprit; I've personally found you can work around it by killing explorer.exe with the task manager and re-starting the process when finished but trying to record it or even take a screenshot results in all sorts of problems. That being said, Ross is quite savvy and likely knows work-arounds for such problems (or knows people who do).
Here's hoping!