Goals & Motivation
Choosing Between Two Good Goals
Deciding between attractive options is harder than choosing between a good and a bad one, and the difficulty is a property of the comparison rather than of the decider.

A choice between two things that are both worth doing produces more delay than a choice with an obvious answer. The stall is caused by how the options relate to each other.
Close options resist comparison
A decision is easy when one option is better on the dimensions that matter. It is hard when each is better on different dimensions.
Comparing across dimensions requires a rate of exchange between them: how much stability is worth how much interest, how much money is worth how much time.
No such rate exists in a form that can be looked up, which is why the comparison does not resolve no matter how long it is examined.
More thinking stops adding information
Early deliberation genuinely helps by surfacing considerations that were not initially in view.
Past that point, the process consists of rearranging known factors and arriving at different answers on different days depending on which feels salient.
The signal that this stage has been reached is repetition: the same considerations returning with no new ones appearing.
The loss is the real obstacle
Choosing one good option means forgoing another good option, and that forfeit is felt as a loss rather than as the price of a gain.
Losses weigh more heavily than equivalent gains, so a choice between two attractive options is experienced primarily through what will be given up.
Delaying preserves both possibilities in imagination, which is comfortable and produces nothing, and is the main reason these decisions stay open for months.
Sequencing is sometimes available
Options presented as alternatives are occasionally not exclusive but ordered, and asking whether one could follow the other changes the problem.
Where sequencing is possible, the question becomes which to do first, which is a much smaller decision with lower stakes.
Where it is genuinely exclusive, establishing that is useful in itself, since it removes the hope of avoiding the choice.
Deciding what kind of person to be
Close cases are not settled by the facts, because the facts have already been examined and did not separate the options.
What settles them is a judgment about which direction to take, made rather than discovered, which is uncomfortable because it cannot be justified by evidence.
Accepting that removes the search for a correct answer that would end the difficulty, and that search is usually what the months of deliberation consisted of.
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