One interesting thing about the Atari 2600 (I had typed up a big thing before SS exploded, and I'm too lazy to rethink my points) is how it handled GUI type things. They had soooo little memory to work with, they couldn't do a lot, so they went with HARDWARE instead of software!
Take a look at this sucker! See that button marked game select? You flip that, and you go through your different modes. One player, two player, one player timed, one player high score, two player co-op! Map designs, etc., there were ever some compilation games. And there might even be a little attract mode until you hit the game reset button!
If you haven't already, you should check out some of the different emulation options. I know I've seen "Retro Game! 500 in 1!" kind of kits at the drug store for like 9.99 that you just plug into the TV, or if you're gonna be a criminal you can probably download the whole library of Atari 2600 games quicker than you can download a single OHR Game. It's a great way to get a feel for the capabilities (and limitations) of that particular piece of hardware.
And while you're at it,
Take a look at this! the controller for ColecoVision, about 4 years after the Atari 2600. They used those numbers for all kinds of crazy stuff, including most of the GUI stuff on start-up. From what I remember of Coleco games, there was always a splash screen followed by
INPUT NUMBER OF PLAYERS
1 - 1 PLAYER
2 - 2 PLAYER
CHOOSE GAMETYPE:
1 - EASY
2 - NORMAL
...
etc.
which made things feel a little more "computer-y", but also made it more of a hassle to change things, say if a friend decided to join in, or if things were too hard. And then I don't even have to mention how easy things were 3 years after that when Super Mario Brothers came out with its sexy little menu, demo, fancy colors and physics and what have you.
END OF POINTLESS TECHNOLOGY RANT
As for your plotscripting problem, I think the option you're looking for is in the "Special Plotscript" section of the General Game Data menu. If you set your "Menu-Action" script to your game over script, the game should automatically end every time someone hits Alt or Escape (Whether they want it to or not!). I had to hit F1 and look at the onboard help to figure out what the Menu-Action script actually did, 'cause I thought it had something to do with beeps and boops when you moved the cursor around but apparently not. I think you're absolutely on the right track when it comes to the Skip Title and Loading bitsets, can't wait to see what you come up with.
EDIT: And holy crap, that's a nightly only feature? I saw 20140416 on my custom and thought for sure that was a stable. Has it really been that long, wow!