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I used to do this while Tara was around. Meals were usually planned for the week, and there would be a set day for grocery shopping. Also any major outings were usually planned in advance. I'll still buy meals for the next few days to avoid multiple grocery shopping trips, and I have a fairly strict schedule for my drumming practice, but I'm much less organised when I'm left to my own devices :p
I've never been one to plan out what clothes I'll wear the following day unless it's for a special occasion though.
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I keep all the household finances on autopilot in a separate bank account so I do not have to worry about planning things money wise. I don't commute, so all I really have to think about mostly is leaving the house to get to work on time. As for food, my girlfriend does all the cooking (SPOILER)(Don't bray that I should kill myself just yet! She enjoys cooking and I can't imagine anything worse, so it is a mutually beneficial agreement) and she is one of those meticulous planning types when it comes to that. I stay well out of it, but sometimes it is good to know what I will eat 5 days in advance.
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Oh right, I do keep careful track of my money via a budget. If that counts as planning. Meals not so much, I pretty much eat the same things every day anyway due to dietary restrictions.
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I now have have a color coded recurring task list. :)
I am working on that whole budget thing.
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I have a very good friend coming to visit me for a week from Utah and I've got every detail planned hour-by-hour. For special occasions and such I get upsettingly specific.
Otherwise, I'm incredibly lackadaisical with my planning.
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I am very much a spur of the moment kind of guy when it comes to plans. If there is something that affects more than just me, I like to plan a little, and when it affects a lot of people, I like to plan a lot. But just me? Psh. I show up at work when I feel like it, leave when I feel like it (I have flexitime, basically), eat when I feel like it, lounge when I feel like it, bask in the sun when I feel like it, shop when I feel like it... winging my way through things is pretty much second nature. I am careful with my money but I tend to have a good idea of where I'm at with that end of things, I guess.
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I plan everything that I can possibly plan. If I don't, I forget stuff. So its more of a necessity.
I can be a huge control freak at times, also. I believe the two items may be related.