Interesting...1999 is probably a bit early for that Bosch to be running one of the usual ECU update protocols like UDS. It sounds like it's in the bootloader and looking for a valid executable. So the FW updater is likely in the bootloader.
If you can open it up and find the JTAG pads, it should be simple-ish to use a JTAG reader to dump the image and then you can figure out the update protocol from that. It's unlikely to be complicated.
ECU software development is sort of my day job. If you're going to go down this path, I seriously recommend getting the specialized plugs and connectors and making your own wiring harnesses to whatever size you need. It's absolutely easier than manhandling a full wiring harness or cutting one down. Cheaper, too.
I mean...you should always design with speed in mind (In that Jeff Dean sense :) but what 'premature optimization' is referring to, is more like localized speed optimizations/hacks. Don't do those until a) you know you'll need it and b) you know where it will help.
Ok, fellow old hacker here. I have a similar problem and I found that a lot of the hand pain was from mouse/trackpad usage. My hands have been a lot happier since going to a trackball because I don't do nearly as much gripping and pressing.
If you can open it up and find the JTAG pads, it should be simple-ish to use a JTAG reader to dump the image and then you can figure out the update protocol from that. It's unlikely to be complicated.
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