This is a very general question because it applies to many aspects of my life. I am a very cautious and pessimistic person. Usually because I have either experienced negative consequences of taking risks or have seen these happening to other people.
This doesn't mean that I have lived my life in a sheltered cocoon - but I have always minimised risk when making decisions and this is something I would like to change - just to show myself I can do it, I guess. But it's sort of ingrained in me now. I mean, I haven't changed my hairstyle for 10 years!
I have issues with anxiety, and if I ever AM involved in something that might go wrong (handling a big work event was the most recent trigger), the fear about it tends to keep me awake at night.
So, heroes of Metafilter. How did you train yourself to take chances? It could be any kind of chance - jumping out of a plane; approaching the cute guy or girl at the bar; speaking in public - anything that scared you, could have gone completely wrong, and yet you went for it.
Inspire me! Thanks guys.
(This similar question
only got 3 answers.)