I'm not even sure if it's a solvable problem. But if someone did it would be a great service to humanity.
2.) I'm 99% sure that this can't be solved by an external third party. But my 1% nagging doubt is enough to make me list it.
Quite simply, I have problems getting things done. It's not necessarily that I'm lazy, it's just that It takes more effort to figure out what I should be doing right now than it does to just keep procastinating on the same task. To-do lists help, but are ultimately inadequate. A pen and paper to-do list always seems to evade my attention when I try one. Writing it out in a text file usually works better, but it's still not a surefire thing. It's not necessarily that I need better to-do list software so much as it is that I need a better way to manage my time in a way that either:
A] I don't have to manually write down and erase tasks as I do them. Besides an erase shortcut I don't think that this is really feasible. Computers can't read my mind yet.
B] It will make or convince me to habitually update and read it in such a way that it's not annoying or somehow feels out of sync with my workflow.
Maybe I'm alone on this one, maybe I'm not. Maybe it's solvable, but I doubt it.
I'd just like to remind anyone who's read this far that not every problem is best solved by a start-up or business. If you feel strongly about anything in this thread you should at least consider the possibility of other methods of achieving your goals. (But being able to potentially make sizable sums of money while you do is a sweet bonus.)