How do you call a person that doesn't shame for anything. For example: I am thinking of a insurance agent that doesn't afraid to speak with anyone under the any condition (this does not mean that he insults others ... it might, but it does not neccessary means that he insults them or bother them). Also a man that speaks easily with woman (it doesn't mean that he insults them ... it means that he doesn't afraid to speak with them, but he might use any way to approach them). A politician that does not afraid to bargain and ask for favors from everyone.

I found the words:

бесстыдный

бесстыжий

беззастенчивый

Also I am looking for the synonym of the word successful. I mean the businessman who fought hard and cleverly to become rich. I found the words:

успешный

удачный

преуспевающий

удачливый