Hmm .. a calculator form-factor with long battery life that you can program in 68000 asm would be really cool.
12 MHz 68000, 188 kB RAM, 2.7 MB flash
Even better: There are tons of them on the used market for next to nothing (at least here in Switzerland).
Omg. gcc 4. Yup, the latest and greatest in 2005.
But why would you need a custom gcc rather than just using a current version of gcc or llvm? It's just a 68000.
Just "apt install gcc-m68k-linux-gnu" on Debian/Ubuntu (including the same in WSL on Windows, or in Docker on anything) and you're in business.
Well, did C or GCC change that much in the last 20 years? It's an ancient language, actually more a highly advanced assembler.
Also, there's tons of gritty details: Linker map, booting, ROM routine interfaces, hardware drivers etc... So I'd prefer some kind of working package (preferably with IDE, simulator and debugger) over a generic command line compiler.
But the truth is: If I invest the same time I need to get those abandonware tools running into Android programming, I have a far greater return.
Except of course for the coin cell operated, hardware keyboard graphical LCD unit.