I came across it in very different contexts, But every time had different meaning . So that'd be great it somebody give me a clue . I'm not looking for its definition in Dictionaries . I wanna know how it 's used in the U.S these days

Baller : 

1) very "cool" or stylish.   or

2) a person who is who is flashy with their money. Someone who has lots of money and enjoys showing it off in front of others buy buying expensive and extravagant things such as cars, clothes, jewelry, etc.

Thank you