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Viliam comments on Is my brain a utility minimizer? Or, the mechanics of labeling things as "work" vs. "fun" - Less Wrong Discussion
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Hmm, you may be right.
A quick hypothesis is that when you don't plan, you see every achievement as an improvement over status quo. But when you have a plan, suddenly you compare every step with the goal, so the feedback for every step is "you are not there yet" -- not quite encouraging.
It's like instead of getting emotional rewards for every step we do, we take a huge emotional loan in the planning phase, and then we just have to pay it by work.
That explains why planning - even to ridiculous levels of detail, to the point where I've done most of the work - is enjoyable, yet following up on planning is tedious.