I'm not good with planning in general. like, basically, it never even occurs to me to do it. My life can be summed up by that line in The Talking Heads' song Once in a Lifetime -- "How did I get here?!".

But. When I figure out a transit plan, I'll figure a ridiculous number of options. Also spent hundreds upon hundreds of hours planning a 3 week trip overseas (guess who had a very hypo trip... Lol, say it again, VERY. People commented. More than once. )

Guess if it's not obsessive, I don't do it.
All or nothing. Now why does that ring a bell?