A way to prop up this kind of humility is to keep score. Use a decision journal. Write in your own words what you think will happen and why before a decision. Refer back to it later. See if you were right, and for the right reasons (think Bill Belichick’s famous 4th down decision against Indianapolis in 2009 which summarizes to: good decision,... See more
So practice making fast decisions. Accept the risk and emotional labour involved in doing so. Course correct when you make mistakes and don’t get pregnant unless you really want to.
How do you formulate an aim in life when you don't even know what jobs will exist in a few years, or what will be invented?
You don't shoot for a specific job. You shoot for the process the job does: I want to work with the human mind, code, solve problems, fix things, etc.