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
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.
A very small subset of your decisions are one-way doors. Non-reversible portals into bad realities. These ones should take you more time. They require more information.