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NancyLebovitz comments on Open Thread - Aug 24 - Aug 30 - Less Wrong Discussion
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It sounds to me as though the problem is that neither of you are very enthusiastic about any of the choices. One possibility is to identify a list of what's tolerable and then use a random method for choosing.
Another is to talk with each other about what each of you really like at a time when you aren't distracted and tired.
It's conceivable that one or both of you aren't good at remembering what you really like, in which case keeping records would help.
Along the same lines, although less generally applicable but with higher potential payoff; if neither person is very enthusiastic about an activity, it is worth looking at ways to eliminate it, change it, or automate it.
For example, if you are not enthusiastic about going out to eat, you might look at eating at home; if you do not want to go into the city, perhaps only one of you should go, or perhaps you can look into way to order goods online and complete tasks remotely.
The pro and con list of each of these modifications is long, and any given solution might work for you. However, I have had good results from deleting 'meh' activities from my routines, and things like hanging out with your SO and eating are really supposed to be intrinsically motivating, not exercises in satisficing.