Why can't those rare hours of back-to-back inspiration happen on command?
Who has a life I would want? What proxy measures are least goodharted? Where can I find them and how can I learn from them?
Where can I live that would have the highest quality of life? What data can I gather beyond summary statistics? How are the summary statistics biased?
How can I save money for the future given high uncertainty about socio-political volatility over the next 40 years?
How can I find good data about the vast work life balance deltas between people, sometimes even in the same field?
What sort of people should I pursue for friendships and romance? What factors predict the things I care about in relationship?
Should I consider moving or making other large scale lifestyle adjustments for consideration X? Where is predictive accuracy good and bad here?
Will my preferences change in any easy to predict ways given certain things happening? Can I reach reflective equilibrium faster?
How malleable are my own preferences and values? Where does this warrant caution and opportunity?
What is the expects benefit of each additional hour of sleep? What is the QALY cost of a mattress as it ages?
In the podcast between Spencer Greenberg and Buck Shlegeris, Taking pleasure in being wrong, Buck says:
I think that when you are learning subjects something that you should really be taken your eye out for is the simplest question in the field that you don't know the answer to.
If we apply that approach to applied rationality, what questions do you have that seem to be simple but where you don't know the answer?