On OCD: I do not believe in OCD, nor ADD, nor any other three letter acronyms. The only psychological conditions that require paying attention or even ‘naming’ are those that require sending someone to some medical institution. All others are just personality traits. What make us different. Minor nuances that we can use to our advantage (or disadvantage). It seems you have found areas to use your “OCD” to your advantage.

On Keeping Lists: I too used to spend time organizing my lists again and again. Bad habit. Over-planning and over-organizing is self destructive behavior, and it may lead to involuntary procrastination (but just as bad as the voluntary one). I switched to a list-less approach, so that I didn’t lost too much time with lists. Switched to 3×5 Index cards or post-its. List my tasks on them (maximum of 5 closely related tasks that make a quickly done sub-project). Multiple cards compose a project. Every time I do the tasks in one card, I throw it away (recycle bin). I keep them in some kind of organized state – but they are lists that do not need to be re-done. And I follow the rule that if I look at a card, and I can’t do the task at hand, I have to immediately decide when it will be handled – and leave that card alone until such time. A drastically modified Getting Things Done approach (from David Allen).

And for the OCD part, don’t worry I have some of that too, and I bet most smart people do too. The average man calls it a mental condition; I call it thinking.