I certainly have struggled with this in the past and from time to time in the present. A couple of "maxims" helped me get over it (mostly).
1. Any choice is better than no choice. In other words, do something. It may be wrong, but how are you going to learn otherwise?
2. Choose as often as you can about as many things as you can. In this way, you build up experience and start to get some confidence in your choices. Some will still be less than optimal, but at least you will be living and experiencing and making choices.
Finally, I think I remember a study that was done with people to see about the effectiveness of their choices if they are given a lot of time and research to make a choice, or short time and little information about making a choice. What they found was that over a lifetime, people who make choices rather quickly based on adequate but not deep research come out better. The conclusion was that the person who took lots of time and researched everything over the span of life may have made some better decisions, but because they spent so much time at it, they made fewer decisions. I am not explaining this very well. Maybe someone else remembers the study.
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The river is the melody
And sky is the refrain - Gordon Lightfoot