Soren Kierkegaard, an existential philosopher, proposed that our anxieties and fears are a result of freedom. Meaning that it is through fear and anxiety that we experience the uncertainty of the choices we make in life. I agree very much with this rationale

I think that depends on the case. Ofc freedom provide us the fear of the choice but let's take a dictatorship for example or in general countries now and then that basically give no freedom to its citizens. I bet those people have extreme fears too :P even if they say "the government sucks" they can be in big trouble!

Also as you said the hard part is to identify them and also where exactly that fear is coming from. For instance Natan may seems to believe that his actual fear is to basically die alone but in that particular case (to express his feelings to a girl that probably friendzoned him) the fear may lie due to the image that's know outside "that women are harsh when you try to express your feelings etc etc" so in the end he may afraid more the way she will answer him that the actual answer!

What really fascinated me and was unaware of till i read the whole post is that you mentioned the word insecurities and at that point BOOM! i thought fears and insecurities are completely different categories although they have some common grounds!

awesome post as always!!!