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RomeoStevens comments on Question: Being uncertain without worrying? - Less Wrong Discussion
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I find worrying excessively over plans is often a result of not trusting the future self. People try to plan for every contingency as if as soon as the plan is finalized they will robotically follow it without reassessment. Your future self will have more data, more resources, and will have had more time to analyze. Ve will be at least as competent as you are now and probably more so. Worries about being locked into some course of action are usually overblown, and indicate that you expect to fall victim to the sunk cost fallacy in advance.
ANGTFT: future you is awesome, present you can relax a little.
Future you "will have had more time to analyze" only if present you decides to actually spend that time analyzing.
I'll let me+1 worry about me+2.
Not really what the topic is about, but I think it's always important to remember that there is a countering factor if the timescale is long enough (years) - your cognitive abilities will decrease with age, so decisions made earlier may benefit from this.
I imagine that there might be some age at which your (always-increasing, but perhaps subject to diminishing returns) experience and your (always-decreasing, after around 20 or 25) cognitive ability cancel, resulting in a peak in decision-making ability ceteris paribus.
I intend for them to increase linearly :p