How to be yourself free minded ?

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I always overthink a lot and over analyze everything. then I just end up being the quiet person and people think I'm stupid and dull. I want to work on building my personality and such things like society expects out of everyone you know like identity, character, social status and financial status. many people are high performers where they seem to sharp mentally and things like being an expert at making money, finding opportunities and having big social circle. I don't know if this is only in certain hierarchy system or classism.

you know like there is saying that if you don't speak up, you don't sell. then I hear many older folks would say just be free minded and talk. don't be shy or quiet. if you want to be successful you have to communicate and get along with others. have to force yourself to be in social gatherings and becoming aware of sorrunding